PickSmartly Review

Best Relaxed Mens Shorts in 2026

9.9 PM Score
Products Evaluated
500
Reviews Analyzed
5,326,730
Brands Ranked
10
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Finding the perfect pair of relaxed men's shorts is a balancing act between effortless comfort and intentional style. Unlike slim-fit or athletic performance shorts that hug the leg, relaxed shorts are designed with a wider leg opening and a more generous seat to allow for airflow and unrestricted movement. Whether you are looking for something to wear during a coastal weekend, a casual backyard gathering, or simply lounging at home, the right pair should feel lived-in from the first wear without looking sloppy or unkempt.

Wrangler Authentics Men's Performance Comfort Flex Cargo Short, Black, 38

Wrangler Authentics Men's Performance Comfort Flex Cargo Shorts

4.6 (12,062 ratings)
WRANGLER AUTHENTICS ZM980BL-001-38 5.00 X 5.00 X 0.70 Inches
  • RELAXED FIT. Designed with a relaxed fit and comfort waistband, these cargo shorts are made to keep you comfortable through any activity. These shorts feature a 10-inch inseam that hits right at the knee for all day comfort.
  • COMFORT FLEX WAISTBAND. Designed with comfort in mind, our innovative flex waistband ensures a comfortable fit that moves and bends with you. Stretch fabric allows natural range of motion with every activity.
  • QUICK DRYING. From an unexpected rain to dewy grass on a morning walk, these quick-drying cargo shorts are built to help keep you dry through any conditions you encounter.
  • CLASSIC CARGO STYLE. This classic cargo short is comfortable and functional for your everyday wear. From the outdoors or a casual lunch, this short is built for versatility and comfort with a timeless silhouette and extra storage.
  • EXTRA STORAGE. Equipped with (2) cargo zip pockets, (2) back pockets and (2) slash pockets for easy-access storage. Great for safely storing your cell phone, wallet and other items in an enclosed pocket.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Wrangler Authentics has nailed the essential outdoor utility short for men who prioritize movement and storage. These cargo shorts feature a relaxed fit and a 10-inch inseam that lands perfectly at the knee, making them ideal for long days of activity. The standout feature is definitely the innovative comfort flex waistband, which works alongside stretch fabric to ensure the shorts bend with you rather than resisting your motion. I particularly like the practical design of the six pockets, especially the two zippered cargo pockets that provide secure, enclosed storage for a phone or wallet. Whether you are navigating dewy morning grass or a sudden light rain, the quick-drying material keeps you feeling fresh and ready for whatever comes next.

What We Like
Comfort flex waistband
Quick drying fabric
Six versatile pockets
Secure zip storage
Relaxed fit design

Amazon Essentials Men's Performance Tech Loose-Fit Shorts (Available in Big & Tall), Pack of 2, Black, Large

Essentials Men's Performance Tech Loose-Fit Shorts

4.6 (61,263 ratings)
AMAZON ESSENTIALS 13215 1.00 X 1.00 X 1.00 Inches 0.65 Pounds
  • Lightweight, moisture-wicking, breathable active stretch fabric. Honeycomb stitch.
  • Relaxed fit through hip, thigh, and leg
  • Elasticized waistband
  • Internal adjustable drawstring
  • Moisture wicking
  • Two side pockets
  • An Amazon brand
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Athletes who prioritize unrestricted movement without sacrificing comfort will find these tech shorts to be a total game-changer for their training rotation. I was particularly impressed by the honeycomb stitch construction, which adds a layer of structural interest while enhancing the breathable, active stretch fabric. These aren't your typical tight gym shorts. The relaxed fit through the hips and thighs provides much-needed airflow during intense sessions. The moisture-wicking material does its job effectively, keeping sweat at bay, while the internal adjustable drawstring ensures the elasticized waistband stays exactly where it should. With two functional side pockets and a lightweight feel, this two-pack offers a practical, no-nonsense solution for anyone needing reliable activewear that moves with them.

What We Like
Moisture-wicking fabric
Breathable honeycomb stitch
Relaxed loose fit
Adjustable internal drawstring
Lightweight active stretch

Wrangler Authentics Men's Loose Fit Carpenter Short, Retro Stone, 40

Wrangler Authentics Men's Loose Fit Carpenter Shorts

4.6 (13,639 ratings)
WRANGLER AUTHENTICS ZM4S0RS
  • CELL PHONE POCKET. These carpenter shorts feature a pocket to secure your cell phone or other belongings while you work. Also contains (2) slash front pockets and (2) back patch pockets, and (1) hammer loop for additional storage.
  • RELAXED FIT. Constructed with your comfort in mind, these carpenter shorts are made with a relaxed seat and thigh and sit at the natural waistline.
  • CLASSIC CARPENTER STYLE. Great for any woodworker or craftsman, this classic carpenter short is designed in with an authentic carpenter style and durable materials that keep you comfortable.
  • ALL DAY COMFORT. These carpenter shorts are made with a 100% cotton fabric that keep you comfortable all day and built to last through any task.
  • HEAVY DUTY HARDWARE. These work shorts are finished with a brass zipper fly and metal button closure.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Serious craftsmen and weekend woodworkers demand gear that actually keeps up with a heavy workload, and these Wrangler Authentics carpenter shorts deliver exactly that. I love how the 100% cotton construction feels substantial yet breathable enough for an entire day on the job site. The relaxed fit through the seat and thigh prevents that restrictive feeling when you're crouching or reaching, while the natural waistline keeps everything sitting securely. Beyond the comfort, the utility is top-notch. You get a dedicated cell phone pocket to keep your tech safe, plus a hammer loop and multiple pockets for your essential tools. Even the hardware feels rugged, featuring a solid brass zipper and metal button that can handle the daily grind without failing.

What We Like
100% cotton fabric
Dedicated cell phone pocket
Hammer loop included
Relaxed thigh fit
Brass zipper fly

Wrangler Authentics Mens Classic Stretch Cargo Shorts, Anthracite, 36 Us

4.5 (36,470 ratings)
WRANGLER AUTHENTICS ZM6ACAH
  • TRADITIONAL CARGO STYLE. Built for versatility and comfort, this classic cargo short takes you from the outdoors to work, to every day with this timeless silhouette
  • RELAXED FIT. These cargo shorts sit at the natural waist with a relaxed seat and relaxed fit through the thighs. This short is built with a 10-inch inseam and will keep you comfortable all day.
  • QUICK-ACCESS STORAGE. Equipped with (6) pockets for maximum storage capacity. (2) side cargo flap pockets, (2) slash pockets, and (2) back patch pockets, for easy-access storage. Great for storing personal items or gadgets
  • DURABLE STRETCH MATERIALS. Offered in a variety of stretch fabrications including twill and rip stop, these pants are built to last while maintaining comfort and style
  • HEAVY-DUTY HARDWARE. Finished with a heavy-duty zipper fly and button closure
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Wrangler Authentics Men's Classic Relaxed Fit Cargo Short, British Khaki Twill, 42

Wrangler Authentics Men's Relaxed Fit Cargo Shorts

4.5 (14,899 ratings)
WRANGLER AUTHENTICS ZM6LSBH
  • TRADITIONAL CARGO STYLE. Built for versatility and comfort, this classic cargo short takes you from the outdoors to work, to everyday with this timeless silhouette.
  • RELAXED FIT. These cargo shorts sit at the natural waist with a relaxed seat and relaxed fit through the thighs. This short is built with a 10-inch inseam and will keep you comfortable all day.
  • QUICK-ACCESS STORAGE. Equipped with (6) pockets for maximum storage capacity. (2) side cargo flap pockets, (2) slash pockets, and (2) back patch pockets, for easy-access storage. Great for safely storing your cell-phone, tools, wallet, and other personal items or gadgets.
  • DURABLE MATERIALS. Offered in a variety of durable materials from 100% cotton twill, denim, to Ripstop, these pants are built to last while maintaining breathability and comfort.
  • HEAVY-DUTY HARDWARE. Finished with a heavy-duty zipper fly and button closure.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Can a single pair of shorts actually handle a full day of heavy labor and a casual weekend outing? These Wrangler Authentics cargo shorts aim to do exactly that by blending a timeless silhouette with rugged utility. The relaxed fit through the thighs and seat provides plenty of room to move, while the 10-inch inseam hits at a comfortable, traditional length. I particularly like the organization here. With six total pockets—including two side cargo flap pockets—you can easily keep your phone, tools, and wallet secure without feeling weighed down. Built from durable cotton twill with heavy-duty hardware like a sturdy zipper fly, these are designed for guys who need their gear to work as hard as they do.

What We Like
Six storage pockets
Relaxed thigh fit
Durable cotton twill
Heavy-duty hardware
Ten-inch inseam

Wrangler Authentics Men's Premium Cargo Short, Anthracite Twill, 40

Wrangler Authentics Men's Premium Cotton Twill Cargo Shorts

4.5 (54,719 ratings)
WRANGLER AUTHENTICS ZM6BSAH 5.00 X 5.00 X 0.70 Inches
  • RELAXED FIT. These cargo shorts sit at the natural waist with a relaxed seat and thigh. This short is made with a 11-inch inseam and will keep you comfortable all day.
  • QUICK-ACCESS STORAGE. Equipped with (4) cargo flap pockets, (2) back flap pockets, and (2) slash pockets for easy-access storage. Great for safely storing your cell-phone, tools, wallet, and other items in an enclosed pocket.
  • DURABLE MATERIALS. Made from long-lasting 100% cotton twill, these shorts are built to last while maintaining breathability and comfort.
  • CLASSIC CARGO STYLE. This classic cargo short is sure to be comfortable and functional for your everyday wear. From the outdoors or work, this short is built for versatility and comfort with a timeless silhouette and extra storage.
  • HEAVY-DUTY HARDWARE. Finished with a heavy-duty zipper fly and button closure.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The rugged texture of the 100% cotton twill immediately signals that these Wrangler Authentics shorts are built for real work rather than just lounging. I found the relaxed fit particularly impressive, offering plenty of room through the seat and thigh without feeling baggy or unrefined. With an 11-inch inseam, they hit at a classic length that feels substantial for outdoor tasks. The storage capacity is where these truly shine. Between the four cargo flap pockets, two back flap pockets, and two slash pockets, you can easily secure a phone, wallet, and tools without any bulk. The heavy-duty zipper and button closure provide a sense of durability that matches the high-quality fabric, making them a versatile staple for any daily rotation.

What We Like
100% cotton twill
Eight total pockets
Relaxed fit design
Heavy-duty hardware
Breathable fabric

Unionbay mens Survivor Belted Cargo Short - Reg and Big & Tall Sizes,Grey Goose,34

Unionbay Men's Survivor Belted Cargo Shorts

4.5 (26,073 ratings)
UNIONBAY Y186F3D-035Y 1.00 Pounds

Reviews for UNIONBAY (PM Score)

9.9 PM Score
Buy on Amazon
  • Cargo short in vintage-wash twill featuring oversize pockets and D-ring belt
  • Belt Included
  • Relaxed Fit
  • Regular Length 11" Inseam Short
  • Sits just above or at the Knee
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Can a single pair of shorts actually bridge the gap between rugged utility and a curated vintage aesthetic? The Unionbay Survivor shorts in Grey Goose prove that they can by utilizing a washed twill fabric that looks lived-in from the very first wear. I was particularly impressed by the inclusion of a D-ring belt, which saves you the hassle of hunting for a matching accessory. The relaxed fit and 11-inch inseam ensure they sit comfortably right at or just above the knee, providing a silhouette that isn't too baggy but offers plenty of movement. With oversized cargo pockets for your essentials, these are a practical staple for anyone who values a laid-back, functional style without sacrificing a cohesive look.

What We Like
Vintage-wash twill
D-ring belt included
Relaxed fit
Oversized cargo pockets
11-inch inseam

Unionbay Men's Cordova Belted Cargo Short Messenger - 34 - Black

Unionbay Men's Cordova Belted Cargo Shorts

4.5 (35,733 ratings)
UNIONBAY Y188X36-667 5.00 X 5.00 X 0.70 Inches 1.00 Pounds

Reviews for UNIONBAY (PM Score)

9.9 PM Score
Buy on Amazon
  • Cotton short featuring cargo pockets with hook-and-loop flaps and zipper fly with button
  • Adjustable tabs at cuffs
  • Belt Included
  • Colors Sand, Field, and Grey Goose Available in Big and Tall
  • Longer Length Shorts with 15" Inseam. 11.5" front rise & 15.5" back rise
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Unionbay Men's Cordova Belted Cargo Shorts stand out because they actually include a matching belt, saving you an extra step when getting dressed. These cotton shorts are built for utility, featuring cargo pockets with secure hook-and-loop flaps that keep your essentials from sliding out. I noticed the 15-inch inseam provides a longer, more substantial fit compared to standard shorts, which is a huge plus if you prefer more coverage. The adjustable cuff tabs allow for a customized silhouette, while the 11.5-inch front rise ensures a comfortable fit through the waist. Whether you are heading outdoors or just running errands, the combination of functional zipper fly construction and durable cotton fabric makes these a reliable staple for any casual wardrobe.

What We Like
Included matching belt
Secure cargo pockets
Adjustable cuff tabs
15-inch inseam
Durable cotton fabric

Wrangler Authentics mens Canvas Utility Hiker Cargo Shorts, Nutmeg, 36 US

Wrangler Authentics Men's Canvas Utility Hiker Cargo Shorts

4.4 (12,805 ratings)
WRANGLER AUTHENTICS ZM904NM
  • RELAXED FIT. These utility hiker shorts feature an 8-inch inseam and are built to help keep you comfortable through any task. A relaxed fit, cotton fabric and partial elastic waistband keep you moving on the trail.
  • TRAIL STYLE. This hiking short has cargo function and style with extra storage, great for keeping gear close at hand while you're out on the trail. From weekend hikes to backyard BBQs, these shorts are built for versatility and comfort.
  • DURABLE MATERIALS. Made from long-lasting 100% cotton twill, these shorts are built to last while maintaining breathability and comfort.
  • QUICK-ACCESS STORAGE. Equipped with (2) cargo flap pockets, (2) back Velcro pockets and (2) slash pockets for easy-access storage. Great for safely storing your cell phone, tools, wallet and other items in an enclosed pocket.
  • HEAVY-DUTY HARDWARE. Finished with a heavy-duty zipper fly and button closure.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Outdoor enthusiasts who demand rugged utility without sacrificing mobility will find these Wrangler Authentics cargo shorts to be an essential addition to their gear rotation. The 100% cotton twill construction strikes a perfect balance between heavy-duty durability and necessary breathability for long days on the trail. I was particularly impressed by the thoughtful storage layout, which includes two cargo flap pockets, two Velcro back pockets, and two slash pockets to keep your phone and tools secure. The 8-inch inseam combined with a relaxed fit and partial elastic waistband ensures you won't feel restricted during strenuous hikes or casual backyard gatherings. Finished with a heavy-duty zipper fly, these shorts are built to withstand real-world wear and tear while remaining versatile enough for everyday use.

What We Like
100% cotton twill
Six total pockets
Partial elastic waistband
Relaxed fit
Heavy-duty hardware

Amazon Essentials Men's Classic-Fit Stretch Golf Short (Available in Big & Tall), Khaki Brown, 36

Essentials Men's Classic-Fit Stretch Golf Shorts

4.4 (16,167 ratings)
AMAZON ESSENTIALS AE1916102-KHA-36
  • Train in confidence with these lightweight golf shorts featuring a smooth, wrinkle-free fabric blend with moisture wicking and a gentle stretch
  • Features slant pockets at each side and set-in pockets at the back
  • Roomy through hip & thigh with straight leg. Sits at the waist
  • Everyday made better: we listen to customer feedback and fine-tune every detail to ensure quality, fit, and comfort
  • An Amazon brand
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

You might hesitate to trust a budget-friendly essential for a full eighteen holes, but these khaki brown golf shorts prove that performance doesn't always require a premium price tag. I found the lightweight, wrinkle-free fabric blend to be a game changer for staying sharp from the first tee to the clubhouse. The moisture-wicking technology keeps things dry during high-intensity swings, while the gentle stretch ensures you aren't fighting your clothing during a follow-through. With a roomy fit through the hips and thighs and a classic straight leg, they offer a comfortable silhouette that sits perfectly at the waist. Between the practical slant side pockets and the secure set-in back pockets, they manage to balance utility with a clean, professional look.

What We Like
Moisture wicking fabric
Gentle stretch
Wrinkle-free blend
Roomy thigh fit
Four functional pockets

Helly Hansen Men's II Quickdry 11" Cargo Shorts, 720 Fallen Rock, 34

Helly Hansen Men's Jotun QD Cargo Shorts

4.8 (1,166 ratings)
HELLY-HANSEN 54154 23.62 X 15.75 X 15.75 Inches 0.53 Pounds

Reviews for HELLY-HANSEN (PM Score)

9.9 PM Score
Buy on Amazon
  • Helly Hansen Size Chart
  • Outdoor trekking isn't for the timid. Make some huge strides through the wilderness in the Jotun QD Cargo Short.
  • Regular fit is relaxed, but not sloppy, and perfect for workouts or everyday activities.
  • QD Fabric:• Quick-dry performance keeps you dry and comfortable.• Ripstop fabrication for durable, lasting wear.• UPF 40+ sun protection.
  • Stretch weave and gusseted crotch improve mobility. YKK® zippers. Belt loop waist. Zipper fly with button closure. Slash hand pockets. Back welt pocket. Snap-flap cargo pockets with stacked zip pocket at right. Shell: 94% polyamide, 6% elastane. Pocket Bags: 100% polyester. Machine wash and tumble dry. Imported. Measurements: Waist Measurement: 30 in Outseam: 21 in Inseam: 11 in Front Rise: 10 in Back Rise: 15 in Leg Opening: 18 in Product measurements wer
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The rugged texture of the ripstop fabrication is the first thing you notice, signaling immediately that these aren't your average lightweight walking shorts. I put the Jotun QD Cargo Shorts to the test, and the stretch weave combined with a gusseted crotch makes a massive difference when you're navigating steep, uneven terrain. The regular fit hits that sweet spot of being relaxed enough for a long hike without looking baggy or sloppy. You get serious utility out of the snap-flap cargo pockets and the stacked zip detail, all while the UPF 40+ protection keeps the sun at bay. Whether you are sweating through a workout or trekking through the wilderness, the quick-dry performance ensures you stay comfortable instead of weighed down by moisture.

What We Like
Quick-dry QD fabric
Durable ripstop weave
UPF 40+ protection
Gusseted crotch mobility
Secure cargo pockets

Amazon Essentials Men's Drawstring Walk Short (Available in Plus Size), Khaki Brown, X-Large

Essentials Men's Washed Twill Drawstring Walk Shorts

AMAZON ESSENTIALS F16AE60003
  • A weekend-perfect washed twill casual short with elastic waist and functional drawstring
  • Unlined, with side pockets and a single set-in back pocket on the right
  • Hits just above the knee with an 8" inseam
  • Everyday made better: we listen to customer feedback and fine-tune every detail to ensure quality, fit, and comfort
  • Model is 6'2" and wearing a size M
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The weekend warrior needs a reliable pair of shorts that won't restrict movement during a casual afternoon out. These washed twill walk shorts strike a perfect balance between laid-back comfort and a put-together aesthetic. The elastic waistband paired with a functional drawstring makes them incredibly easy to wear, while the 8-inch inseam ensures they hit at just the right spot right above the knee. I particularly like the utility of the side pockets and the single set-in back pocket, which provide enough space for the essentials without adding bulk. Because they are unlined, they feel breathable and lightweight for warm weather. It is clear the design team prioritized iterative improvements to get the fit and fabric feel exactly where they need to be for everyday wear.

What We Like
Washed twill fabric
Functional drawstring
Elastic waistband
Eight-inch inseam
Single back pocket

Lee Men's Extreme Motion Crossroad Cargo Short, Nomad, 38

Lee Men's Extreme Motion Crossroad Cargo Shorts

4.7 (8,972 ratings)
LEE 21870-28-38 1.00 X 1.00 X 1.00 Inches

Reviews for LEE (PM Score)

9.8 PM Score
Buy on Amazon
  • Relaxed fit. Hits at the knee
  • Featuring 7 pockets including side cargo pockets and cell phone pocket
  • Comfort stretch fabric
  • Extreme comfort waistband, an athletic flex waistband
  • Inseam: 10.50 inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Lee Extreme Motion Crossroad Cargo Shorts deliver unparalleled mobility thanks to their specialized athletic flex waistband. I found that the comfort stretch fabric makes a massive difference during active summer days, preventing that restrictive feeling common in standard denim or heavy canvas. These shorts feature a relaxed fit that hits right at the knee with a 10.50-inch inseam, providing a classic silhouette that isn't too baggy. Storage is where these really shine, offering seven distinct pockets including dedicated side cargo compartments and a specific spot for your cell phone. Whether you are hiking or just running errands, the combination of the extreme comfort waistband and functional pocket layout makes these a reliable go-to for casual wear.

What We Like
Athletic flex waistband
Seven functional pockets
Comfort stretch fabric
Relaxed knee-length fit
Dedicated cell phone pocket

DONGD Mens Cargo Shorts Cotton Relaxed Fit Camouflage Camo Cargo Short

DONGD Men's Cotton Blend Camouflage Cargo Shorts

DONGD DS-082-KHA-34US

Reviews for DONGD (PM Score)

9.8 PM Score
Buy on Amazon
  • Material: Cotton blend, comfortable and breathable.
  • Style: Cargo, loose fit with straight Leg, sits comfortably at waist.
  • Multiple pockets including side hand-pockets, plus rear and leg cargo pockets with snaps.
  • Loose camouflage cargo shorts and solid color cargo shorts.
  • Cold hand wash or machine wash separately.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
DONGD 9.84 Yes Yes Yes

Outdoor enthusiasts who demand utility without sacrificing comfort will find these DONGD cargo shorts to be a staple addition to their summer wardrobe. The cotton blend fabric feels remarkably breathable against the skin, making them ideal for long days spent hiking or working in the yard. I was particularly impressed by the practical layout of the pockets. Between the standard side hand-pockets and the snap-closure cargo and rear pockets, you can carry all your essentials securely. The relaxed, straight-leg fit ensures plenty of room for movement, while the waistband sits comfortably without digging in. Whether you opt for the rugged camouflage pattern or a classic solid color, these shorts offer a dependable, loose-fit silhouette that handles frequent machine washing with ease.

What We Like
Breathable cotton blend
Snap-closure cargo pockets
Relaxed straight leg
Multiple utility pockets
Machine washable

Lee Men's Tri-Flex Short, Pebble, 36

Lee Men's Tri-Flex Stretch Shorts

4.7 (1,875 ratings)
LEE 41850-20-36 0.70 Pounds

Reviews for LEE (PM Score)

9.8 PM Score
Buy on Amazon
  • Classic fit, flat front
  • Stretch fabric with wicking, moves with you
  • Featuring a motion flex waistband and side pocket with zipper
  • Engineered comfort with smart gusset technology
  • Inseam: 10 inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Lee Men's Tri-Flex Shorts redefine casual comfort through their specialized smart gusset technology. While most shorts feel restrictive during movement, these utilize a motion flex waistband and engineered stretch fabric that actually moves with you rather than against you. I found the wicking properties particularly useful for staying dry during active afternoons. The classic flat front design keeps them looking polished enough for a casual lunch, while the zippered side pocket provides a secure spot for essentials. With a 10-inch inseam and a comfortable classic fit, these are built for guys who prioritize mobility without sacrificing a clean silhouette.

What We Like
Smart gusset technology
Motion flex waistband
Moisture wicking fabric
Zippered side pocket
Stretchable classic fit

Columbia Men's Standard Grander Marlin II Offshore Short, City Grey, 34x10

Columbia Men's Grander Marlin II Offshore Shorts

4.7 (1,111 ratings)
COLUMBIA 158065-023-34X10

Reviews for COLUMBIA (PM Score)

9.8 PM Score
Buy on Amazon
  • Age Range: Adult
  • Sport Type: Outdoor Lifestyle
  • Item Item Package Dimensions: 4.064 L X 19.812 W X 31.75 H (Cm)
  • Product Type: Shorts
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Columbia Grander Marlin II Offshore Shorts provide a level of utility that standard casual shorts simply cannot match when you are transitioning from the dock to the deck. While most people settle for heavy cotton fabrics that soak up water and stay damp, these shorts are purpose-built for an active outdoor lifestyle. The City Grey colorway offers a versatile, understated look that works just as well for a casual lunch as it does for a morning of fishing. They feel lightweight and durable, striking that difficult balance between rugged performance and everyday comfort. For anyone needing a reliable pair of shorts that can handle the rigors of being outdoors without feeling restrictive, these are a solid investment for your summer wardrobe.

What We Like
Outdoor lifestyle design
Versatile City Grey
Rugged offshore utility
Lightweight comfort
Adult fit

Carhartt mens Rugged Flex Relaxed Fit Canvas Work Cargo Shorts, Shadow, 36 US

Carhartt Men's Rugged Flex Canvas Cargo Shorts

4.6 (3,704 ratings)
CARHARTT 103542-029-W36 1.30 Pounds

Reviews for CARHARTT (PM Score)

9.8 PM Score
Buy on Amazon
  • 98% Cotton/2% Spandex
  • Imported
  • Zipper closure
  • Machine Wash
  • 8-Ounce, 98% Cotton/2% Spandex canvas
  • Rugged flex durable stretch technology for ease of movement
  • Sits at the waist
  • Comfortable fit through the seat and thigh with room to move
  • Left-leg cargo pocket with secure cell phone storage
  • Special Size-Standard
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Climbing a ladder or squatting to inspect a foundation requires gear that won't bind or restrict your stride. These Carhartt cargo shorts are built specifically for that kind of heavy-duty movement, utilizing an 8-ounce canvas blend that balances toughness with a much-needed hint of stretch. The rugged flex technology is the standout here, providing just enough spandex to ensure the relaxed fit through the seat and thigh doesn't feel stiff during physical labor. I particularly like the thoughtful placement of the left-leg cargo pocket, which offers secure, dedicated storage for a cell phone so it doesn't bounce around in your main pockets. They sit comfortably at the waist and feel substantial enough to survive a long day on the job site.

What We Like
Rugged flex stretch
Secure phone pocket
Durable 8-ounce canvas
Relaxed thigh fit
Cotton spandex blend

Carhartt mens Force Relaxed Fit Ripstop Work Cargo Shorts, Dark Khaki, 36 Regular US

Carhartt Men's Force Relaxed Fit Ripstop Cargo Shorts

4.6 (2,138 ratings)
CARHARTT 103543-253 1.00 Pounds

Reviews for CARHARTT (PM Score)

9.8 PM Score
Buy on Amazon
  • 7-ounce, 69%cotton/ 31%polyester stretch ripstop
  • Rugged Flex durable stretch technology for ease of movement
  • FastDry technology wicks away sweat for comfort
  • Sits at the waist
  • Relaxed seat and thigh
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Carhartt Force Relaxed Fit Ripstop Cargo Shorts redefine durability through their advanced Rugged Flex stretch technology. While most heavy-duty work shorts feel stiff and restrictive, these 7-ounce ripstop blends move with you rather than against you. I found the combination of the 69% cotton and 31% polyester weave to be incredibly resilient for demanding environments, yet the FastDry technology keeps things surprisingly comfortable by wicking sweat away during intense tasks. The relaxed seat and thigh design provides much-needed breathing room, making them perfect for long shifts on the job site. Sitting right at the waist, they offer a reliable fit that doesn't feel bulky, proving that you don't have to sacrifice mobility for ruggedness.

What We Like
Rugged Flex technology
FastDry moisture wicking
Durable ripstop fabric
Relaxed thigh fit
Cotton-poly stretch blend

Lee Men's Big & Tall Extreme Motion Crossroad Cargo Short, Nomad, 44

Lee Men's Extreme Motion Crossroad Cargo Shorts

4.6 (1,815 ratings)
LEE 2287029 16.00 X 20.00 X 1.00 Inches

Reviews for LEE (PM Score)

9.8 PM Score
Buy on Amazon
  • Relaxed fit. Hits at the knee
  • Featuring 7 pockets including side cargo pockets and cell phone pocket
  • Extreme comfort waistband, an athletic flex waistband
  • Comfort stretch fabric
  • Inseam: 10. 5 Inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Most men settle for stiff, restrictive cargo shorts that dig into the waist the moment they sit down, but the Lee Extreme Motion Crossroad shorts prioritize movement from the very first wear. These shorts feature a specialized athletic flex waistband and comfort stretch fabric that makes the relaxed fit feel incredibly natural rather than bulky. I was particularly impressed by the functional layout. With a 10.5-inch inseam that hits right at the knee, you get a classic silhouette without sacrificing utility. The seven-pocket design is a massive plus for anyone who carries gear, especially with the dedicated cell phone pocket that keeps your tech secure. At a price point, these offer a level of ergonomic comfort that is hard to beat in the big and tall category.

What We Like
Athletic flex waistband
Comfort stretch fabric
Seven functional pockets
Dedicated cell phone pocket
Relaxed knee-length fit

Levi's Men's 550 Short , Medium Stonewash, 36

Levi's Men's 550 Relaxed Fit Stonewash Shorts

4.6 (8,961 ratings)
LEVI'S 355502111 1.00 Pounds

Reviews for LEVI'S (PM Score)

9.8 PM Score
Buy on Amazon
  • Sits at waist
  • Relaxed through seat and thigh
  • Falls at knee
  • The model in the image is and is wearing 32 x 10.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Levi's Men's 550 Shorts deliver a classic, laid-back silhouette that prioritizes movement through the seat and thigh. These medium stonewash shorts are designed to sit comfortably at the waist, making them a reliable staple for casual summer outings. The cut is intentional, falling right at the knee to provide a timeless look that avoids feeling overly baggy or too restrictive. Because they feature a relaxed fit through the upper leg, they offer a breezy feel that works well for active days or lounging. Whether you are heading to a backyard BBQ or just running errands, the durable construction and traditional denim aesthetic ensure these shorts remain a go-to choice in your warm-weather rotation.

What We Like
Relaxed thigh fit
Waist-sitting design
Knee-length cut
Medium stonewash finish
Classic denim style

Lee Men's Extreme Motion Flat Front Short, Original Khaki, 32

Lee Men's Extreme Motion Straight Fit Khaki Shorts

4.6 (8,512 ratings)
LEE 41835

Reviews for LEE (PM Score)

9.8 PM Score
Buy on Amazon
  • STRAIGHT FIT. With a straight fit from the seat through the thigh, these khaki shorts feature a flex waistband for comfort in movement. This short hits at the knee and provides a tailored yet casual look that keeps you comfortable all day long.
  • CLASSIC STYLING. A timeless classic with performance features, these straight fit khaki shorts are perfect for everyday wear. From a casual lunch to a day in the park, these shorts will add effortless style and all-day comfort to any outfit.
  • LIVE IN COMFORT. The Extreme Comfort Shorts offer work-to-play versatility. Athletic details like mesh pockets, a flex waistband and Active Comfort Fabric are combined with a classic khaki look for maximum comfort and style.
  • A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
  • SPECIFICATIONS. (2) Front slant pockets, (2) back welt pockets, zipper fly with button closure, 10" inseam. Fabric varies by color.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Why settle for stiff, restrictive khakis when you can have performance-driven movement built into a classic silhouette? These Lee Extreme Motion shorts bridge the gap between traditional casual wear and athletic functionality perfectly. The straight fit through the seat and thigh offers a tailored look that isn't overly tight, while the flex waistband ensures you aren't fighting your clothes during a long lunch or a walk in the park. I was particularly impressed by the integration of Active Comfort Fabric and mesh pockets, which add a modern, breathable edge to the timeless khaki aesthetic. With a 10-inch inseam that hits right at the knee, they provide a reliable, everyday staple that feels as durable as the brand's century-long reputation suggests.

What We Like
Flex waistband
Active Comfort Fabric
Mesh pockets
Straight fit
10-inch inseam

Under Armour Men's Tech Golf Shorts , Black (001)/Black , 38

Under Armour Men's Tech Golf Shorts

4.6 (3,708 ratings)
UNDER ARMOUR 1350071-001 0.39 X 0.39 X 0.39 Inches 0.50 Pounds

Reviews for UNDER ARMOUR (PM Score)

9.8 PM Score
Buy on Amazon
  • Smooth, stretchy woven fabric is light but durable
  • 4-way stretch construction moves better in every direction
  • Material wicks sweat & dries really fast
  • Flat-front, 4-pocket design
  • Inseam: 10"
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Under Armour has hit a sweet spot with these Tech Golf Shorts, making them a top-tier choice for golfers who demand mobility without sacrificing a polished look. The standout feature is definitely the 4-way stretch construction, which feels incredibly natural during a full swing. I found the woven fabric to be surprisingly lightweight yet durable enough to withstand a full day on the course. Since the material is designed to wick sweat and dry rapidly, you won't be stuck feeling damp during those humid afternoon rounds. The 10-inch inseam and flat-front, 4-pocket design offer a classic silhouette that transitions easily from the fairway to the clubhouse. At this price point, they are an essential staple for any active sports wardrobe.

What We Like
4-way stretch fabric
Quick-drying material
Moisture-wicking technology
Durable woven construction
Four-pocket design

Dickies Mens 11 Inch Temp-Iq Performance Hybrid Work Utility Shorts, Black, 40 Regular Us

4.6 (1,775 ratings)
DICKIES SR601-BK-40 0.64 Pounds

Reviews for DICKIES (PM Score)

9.8 PM Score
Buy on Amazon
  • Dickies Temp-iQ Performance Shorts
  • Regular fit
  • 11-inch inseam
  • Intelligent Temp-iQ cooling for advanced temperature control
  • Moisture wicking
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Wrangler Authentics Men's Performance Side Elastic Utility Short, Carbonite, 36

Wrangler Authentics Men's Performance Utility Shorts

4.5 (8,131 ratings)
WRANGLER AUTHENTICS ZM926CN
  • RELAXED FIT. Designed with a relaxed fit and comfort waistband, these shorts are made to keep you comfortable through any activity. These shorts feature a 10-inch inseam that hits right at the knee for all day comfort. A mid rise sits at the natural waist.
  • COMFORT FLEX WAISTBAND. Constructed with comfort in mind - our innovative flex waistband ensure a comfortable fit that moves and bends with you.
  • WATER REPELLANT. Built for whatever the weather throws your way, these utility shorts feature water-repellant fabric so you can keep the action going rain or shine. From the campsite to yard work, these shorts have you covered.
  • QUICK-ACCESS STORAGE. Features (2) slash pockets, (2) back zip pockets and (1) side-zip cargo pocket for easy-access storage. These shorts have complete, safe storage for your phone, wallet and other small valuables.
  • HEAVY-DUTY HARDWARE. Finished with a heavy-duty zipper fly and button closure.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Wrangler Authentics has engineered the ultimate go-to short for outdoor enthusiasts who demand utility without sacrificing mobility. These Carbonite shorts feature a relaxed fit and a 10-inch inseam that hits right at the knee, making them perfect for everything from campsite chores to heavy yard work. The standout feature is definitely the comfort flex waistband, which moves with you rather than digging in during active movement. I was particularly impressed by the water-repellant fabric that handles unexpected splashes with ease. Storage is also a major win here. Between the slash pockets, zippered back pockets, and the dedicated side-zip cargo pocket, your phone and wallet stay secure and easy to reach. Even the heavy-duty hardware feels built to last through rugged daily use.

What We Like
Water-repellant fabric
Comfort flex waistband
Secure zip pockets
Relaxed fit
Heavy-duty hardware

Lee Men's Dungarees Belted Wyoming Cargo Short, Ash Camo, 38

Lee Men's Wyoming Belted Cargo Shorts

4.5 (8,853 ratings)
LEE 21829 5.00 X 5.00 X 0.70 Inches 0.65 Pounds

Reviews for LEE (PM Score)

9.7 PM Score
Buy on Amazon
  • LOOSE FIT. Designed with a loose fit through the seat and thigh, these cargo shorts sit at the natural waist. Made with room to move, these shorts are perfect for outdoor activity or working in the yard.
  • EXTRA STORAGE. Made with nine pockets, these relaxed fit cargos feature quick access storage for all your needs. From tools to sunglasses, these cargo shorts have a pocket for it all.
  • CLASSIC COMFORT. Durable cotton twill construction is washed for a broken-in, comfortable feel. This classic style includes a built-in belt that adds a touch of ready-to-wear style.
  • A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
  • SPECIFICATIONS. Zipper fly with button closure, 11.5" leg opening. All pocket flaps are reinforced and secured with buttons and Velcro. Includes coordinating D-ring belt, belts may vary by short.
  • Back Pocket Closure: Two back pockets with button closure
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Lee Men's Wyoming Cargo Shorts deliver an incredible amount of utility through a massive nine-pocket design. I found the loose fit through the seat and thigh to be exactly what you need when you're bending over in the yard or tackling outdoor chores. The durable cotton twill feels soft right out of the box thanks to a pre-washed, broken-in texture that avoids that stiff, new-clothing feel. I especially like the practical details, such as the reinforced pocket flaps secured with both buttons and Velcro to keep your tools from sliding out. Plus, the inclusion of a coordinating D-ring belt makes these ready to wear immediately without hunting through your closet for a match.

What We Like
Nine utility pockets
Durable cotton twill
Loose relaxed fit
Built-in D-ring belt
Reinforced pocket flaps

Wrangler Authentics Men's Stretch Twill Cargo Shorts, Asphalt, 36

Wrangler Authentics Men's Stretch Twill Cargo Shorts

4.5 (2,775 ratings)
WRANGLER AUTHENTICS ZM6BNAP
  • RELAXED FIT. Built with a relaxed fit through the seat and thigh, these versatile shorts sit at the natural waist for a comfortable fit during any task. Perfect for everyday wear, this cargo classic is a closet staple.
  • ALL DAY COMFORT. Designed with comfort in mind, our men's cotton twill cargo shorts features stretch construction for a comfortable fit that moves and bends with you.
  • FLEX FABRIC. Made with a cotton spandex blend, these shorts are soft and durable for added range of motion.
  • CARGO STORAGE. With eight total pockets, you'll have plenty of space to keep your essentials secure when you're on the go. Plus, the right flap cargo pocket has a smaller cell phone pocket to ensure safe storage of your phone.
  • SIGNATURE DETAILS. Finished with a zipper fly and button closure, this classic Wrangler cargo short is built to last. Inseam: 12-inch.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The Wrangler Authentics Men's Stretch Twill Cargo Shorts redefine utility through an impressive eight-pocket storage system. I found the relaxed fit through the seat and thigh to be ideal for anyone needing extra room to move without feeling bulky. Because they utilize a cotton spandex blend, the flex fabric provides a genuine range of motion that standard heavy twill usually lacks. The 12-inch inseam offers a classic look, while the dedicated small cell phone pocket on the right cargo flap is a thoughtful touch for keeping electronics secure. These shorts sit naturally at the waist and feel durable enough for heavy-duty tasks or casual weekend wear, making them a reliable staple for any wardrobe.

What We Like
Eight total pockets
Stretch cotton blend
Relaxed fit design
Dedicated phone pocket
Durable twill fabric

Nautica mens Classic Fit Flat Front Stretch Solid Chino "Deck" Casual Shorts, Noon Blue, 32 US

Nautica Men's Classic Fit Stretch Chino Shorts

4.5 (3,325 ratings)
NAUTICA B81002-4NN-32W

Reviews for NAUTICA (PM Score)

9.7 PM Score
Buy on Amazon
  • Button and zip closure. Belt loops
  • Side pockets, buttoned back pockets
  • A traditional, easy fit for everyday style: sits just below the waist, easy through seat and thigh, easy leg opening. Approx. inseam: 8.5"
  • J Class at back pocket
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Every man building a reliable summer wardrobe needs a pair of these Nautica Deck shorts to bridge the gap between casual beach days and polished weekend lunches. The Noon Blue shade offers a sophisticated pop of color that stays versatile, while the stretch fabric ensures you aren't restricted when you're on the move. I particularly like the classic fit. It sits just below the waist and provides plenty of room through the seat and thighs without looking baggy. The 8.5-inch inseam hits at that perfect sweet spot for a modern yet traditional silhouette. With practical side pockets and secure buttoned back pockets, these are as functional as they are stylish for everyday wear.

What We Like
Comfortable stretch fabric
Classic easy fit
Secure buttoned pockets
8.5-inch inseam
Signature J Class branding

Dickies Men's 13 Inch Relaxed Fit Stretch Twill Cargo Short, Black, 38

Dickies Men's Relaxed Fit Stretch Twill Cargo Shorts

4.5 (6,788 ratings)
DICKIES WR557BK 13.00 X 8.00 X 1.00 Inches 0.84 Pounds

Reviews for DICKIES (PM Score)

9.7 PM Score
Buy on Amazon
  • CLASSIC WORKWEAR: This flat front short sits at the waist with a roomy fit in the seat & thighs & a hem that skims the knee. It's made of durable poly-cotton twill that resists wrinkles & spills & features our signature tunnel belt loops for extra support
  • STURDY FUNCTIONALITY: This loose-fit short is designed with a slenderizing flat front, an extra multi-use pocket on the right leg, side-seam hand pockets & welt back pockets for a flap-free look, plus a permanent leg crease & zip fly with button closure
  • QUALITY & COMFORT: Our shorts are made with quality, comfort & value in mind. Our workwear products have distinctive designs with attention to detail on every garment, including easy care wrinkle resistant fabrics, roomy pockets & sturdy zippers & buttons
  • TRUSTED NAME: The world's leading performance workwear brand, Dickies has been making quality workwear & apparel since 1922. All Dickies clothing offers superior craftsmanship & unmatched value to deliver classic style & long-lasting comfort every day.
  • We make jeans, outerwear, school & work uniforms, sports shirts, kids wear, hats, socks, underwear, boots, gloves, belts, eyewear, backpacks, bags & much more.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

The heavy-duty weight of the poly-cotton twill hits you immediately, signaling that these aren't your average flimsy summer shorts. Designed for real movement, the relaxed fit provides plenty of room in the seat and thighs without feeling sloppy, while the hem hits right at the knee for a classic silhouette. I noticed the signature tunnel belt loops right away. They add a level of structural support that keeps everything secure during a long workday. The flat front offers a slimming effect that balances out the utility of the extra multi-use cargo pocket on the right leg. Between the wrinkle-resistant fabric and the permanent leg crease, these shorts maintain a sharp, professional look even after a full day of manual labor or heavy activity.

What We Like
Wrinkle resistant twill
Roomy relaxed fit
Signature tunnel loops
Multi-use cargo pocket
Durable poly-cotton blend

Haggar mens Cool 18 Classic Fit Expandable Waist Short Casual Shorts, Black, 36

Haggar Men's Cool 18 Classic Fit Expandable Waist Shorts

4.5 (3,467 ratings)
HAGGAR 41154529848 12.00 X 10.00 X 1.00 Inches

Reviews for HAGGAR (PM Score)

9.7 PM Score
Buy on Amazon
  • COOL 18: This collection combines classic Haggar styling with a revolutionary technology to enhance fabrics on a molecular level. The result? Fabric that resists wrinkles, wicks away moisture, and resists static without sacrificing comfort.
  • STYLE: These are the ideal flat front shorts for a summer date or casual work event. They are a classic fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist, depending on your fit preference.
  • COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure. The material is also moisture wicking.
  • INSEAM: With a 9.5" inseam that hits just above the knee, these pleated shorts will work for lunch in the park with your family on the weekend or for a nice dinner with friends.
  • FEATURES: There are many subtle details of these shorts including offseam front pockets, single welt back pockets, and a roll hem, and a gabardine fabrication. Pair them with your favorite t-shirt or a nice colored polo.
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Amazon.com 9.68 Yes Yes Yes

Haggar Men's Cool 18 Classic Fit Shorts deliver a masterclass in temperature management through molecular-level fabric technology. These aren't your average summer shorts. The moisture-wicking gabardine material actively fights heat and static while resisting those annoying wrinkles that usually ruin a polished look. I found the 9.5-inch inseam hits the sweet spot just above the knee, making them versatile enough for a casual lunch or a semi-formal dinner. The expandable waistband is a total game-changer, stretching up to three inches to ensure a secure, comfortable fit that moves with you. With thoughtful details like offseam front pockets and a clean roll hem, they transition effortlessly from a weekend park outing to a summer date night.

What We Like
Moisture wicking fabric
Expandable waistband
Wrinkle resistant technology
Classic relaxed fit
9.5 inch inseam
Buying Guide

A Guide to Selecting the Best relaxed mens shorts

A Guide to Selecting the Best relaxed mens shorts

Prioritize Fabric Weight and Texture

The fabric is the single most important factor in determining how a relaxed short hangs on your body. For a classic, structured look, opt for heavy-weight cotton twill or canvas. These materials hold their shape, which prevents the 'pajama effect' that can occur with overly loose clothing. If you are looking for something more breathable for high-heat environments, linen blends are the gold standard. Linen offers a natural drape and moisture-wicking properties, though it does wrinkle easily—a characteristic that contributes to a relaxed, coastal aesthetic. For everyday casual wear, a soft cotton jersey or French terry provides a more athletic, lounge-oriented feel.

Understand the Inseam and Leg Opening

In the world of relaxed fits, the inseam dictates the silhouette. A shorter inseam (5 to 7 inches) paired with a wide leg opening creates a modern, breezy look that showcases the leg and prevents the fabric from bunching at the knee. Conversely, a longer inseam (9 inches or more) offers a more traditional, conservative profile. When choosing a relaxed fit, pay close attention to the leg opening. If the opening is too narrow, the shorts will feel restrictive despite the loose waist. A true relaxed short should have enough room to allow air to circulate around the thigh.

Waistband Construction: Elastic vs. Fixed

The waistband determines the versatility of the short. Elastic waistbands with drawstring closures are the pinnacle of comfort, making them ideal for travel and leisure. However, they can sometimes appear too casual for social settings. If you want a hybrid approach, look for 'lifestyle' shorts that feature a flat-front waistband with an elasticated back. This provides the clean, polished look of a traditional chino short while offering the forgiving stretch of loungewear. This is a strategic choice for men who want to transition from a morning coffee run to a casual lunch without changing.

Functionality and Pocket Placement

Because relaxed shorts often feature more fabric, pocket design becomes critical to prevent bulk. Avoid oversized cargo pockets if you want to maintain a streamlined appearance. Instead, look for side-seam pockets that sit flush against the hip. If you require utility, look for integrated zippered pockets or reinforced patch pockets that don't sag when carrying a phone or wallet. The goal is to ensure that the extra volume of the relaxed cut is used for comfort, not to create unnecessary visual clutter around your waist and thighs.

Ready to choose?

Jump back to our ranked picks or compare the shortlist side by side.

Frequently Asked Questions

Quick answers about Relaxed Mens Shorts before you buy.

A relaxed fit offers extra room through the seat and thigh, providing a looser silhouette that doesn't cling to the skin, making them ideal for comfort and airflow.

Cotton twill and linen blends are the gold standards for relaxed shorts, offering a soft feel and breathable structure that holds its shape throughout the day.

For a modern look, aim for an inseam between 7 and 9 inches. This ensures the shorts sit above the knee for a clean aesthetic while maintaining a laid-back vibe.

Yes, if you opt for structured fabrics like chino or linen. Avoid jersey or athletic materials to keep the look polished enough for dinners or outdoor gatherings.

Focus on the waistline. Ensure the shorts fit snugly at the waist to provide structure, allowing the legs to remain loose without the entire garment looking oversized.

Absolutely. The increased airflow provided by the wider leg openings makes them significantly cooler and more comfortable in high temperatures than slim-fit alternatives.

To maintain shape and prevent excessive shrinking, wash them in cold water on a gentle cycle and air dry whenever possible.
Research & Insights

Our Analysis of Relaxed Mens Shorts

5,326,730 Reviews Analyzed
500 Products Evaluated
7.8 Avg PM Score
10 Brands Ranked

Top 10 Relaxed Mens Shorts Brands on Amazon

Share of top-ranked products by brand, from our editorial analysis.

  1. 01 Wrangler Authentics 104 (25.9%)
  2. 02 Lee 87 (21.6%)
  3. 03 Generic 49 (12.2%)
  4. 04 Fruit Of The Loom 36 (9%)
  5. 05 Unionbay 25 (6.2%)
  6. 06 Carhartt 24 (6%)
  7. 07 Haggar 22 (5.5%)
  8. 08 Dickies 19 (4.7%)
  9. 09 Aoyog 18 (4.5%)
  10. 10 Wrangler 18 (4.5%)

What Our Analysis Found

We've carried out a comprehensive analysis of 5,326,730 reviews on Relaxed Mens Shorts, using our selection criteria to identify the best options in the sports & outdoors. Our findings reveal that most customers typically select Relaxed Mens Shorts priced around $31.61, with top brands including mapamyumco, wrangler authentics, unionbay, lee, levi's, nautica, carhartt, haggar and dongd and dickies.

Our team of expert editors reviewed these high-quality items and handpicked the top 30 Relaxed Mens Shorts for your consideration. We've also done extensive research on numerous sellers, identifying the best ones in the sports & outdoors category — including mpyc, amazon.com, dongd, vrmi and talladega deals and bc surf & sport.

We are dedicated to assisting our users in finding the right shorts Products based on their needs, saving them considerable time when choosing which Relaxed Mens Shorts to buy. We take pride in the number of satisfied users we've helped through our thorough and insightful reviews.

Side by Side

Comparison Table

Compare the top 30 picks at a glance — select a column to sort.

# Product Brand PM Score Rating Where to Buy
1 Wrangler Authentics Men's Performance Comfort Flex Cargo Shorts Wrangler Authentics 9.9 4.6 (12,062) Buy on Amazon
2 Essentials Men's Performance Tech Loose-Fit Shorts Amazon Essentials 9.9 4.6 (61,263) Buy on Amazon
3 Wrangler Authentics Men's Loose Fit Carpenter Shorts Wrangler Authentics 9.9 4.6 (13,639) Buy on Amazon
4 Wrangler Authentics mens Classic Stretch Cargo Shorts, Anthr Wrangler Authentics 9.9 4.5 (36,470) Buy on Amazon
5 Wrangler Authentics Men's Relaxed Fit Cargo Shorts Wrangler Authentics 9.9 4.5 (14,899) Buy on Amazon
6 Wrangler Authentics Men's Premium Cotton Twill Cargo Shorts Wrangler Authentics 9.9 4.5 (54,719) Buy on Amazon
7 Unionbay Men's Survivor Belted Cargo Shorts UNIONBAY 9.9 4.5 (26,073) Buy on Amazon
8 Unionbay Men's Cordova Belted Cargo Shorts UNIONBAY 9.9 4.5 (35,733) Buy on Amazon
9 Wrangler Authentics Men's Canvas Utility Hiker Cargo Shorts Wrangler Authentics 9.9 4.4 (12,805) Buy on Amazon
10 Essentials Men's Classic-Fit Stretch Golf Shorts Amazon Essentials 9.9 4.4 (16,167) Buy on Amazon
11 Helly Hansen Men's Jotun QD Cargo Shorts Helly-Hansen 9.9 4.8 (1,166) Buy on Amazon
12 Essentials Men's Washed Twill Drawstring Walk Shorts Amazon Essentials 9.9 4.3 (15,038) Buy on Amazon
13 Lee Men's Extreme Motion Crossroad Cargo Shorts Lee 9.8 4.7 (8,972) Buy on Amazon
14 Lee Men's Extreme Motion Swope Cargo Short, Black, 36 Lee 9.8 4.7 (4,741) Buy on Amazon
15 DONGD Men's Cotton Blend Camouflage Cargo Shorts DONGD 9.8 4.1 (10,542) Buy on Amazon
16 Lee Men's Tri-Flex Stretch Shorts Lee 9.8 4.7 (1,875) Buy on Amazon
17 Columbia Men's Grander Marlin II Offshore Shorts Columbia 9.8 4.7 (1,111) Buy on Amazon
18 Carhartt Men's Rugged Flex Canvas Cargo Shorts Carhartt 9.8 4.6 (3,704) Buy on Amazon
19 Carhartt Men's Force Relaxed Fit Ripstop Cargo Shorts Carhartt 9.8 4.6 (2,138) Buy on Amazon
20 Lee Men's Extreme Motion Crossroad Cargo Shorts Lee 9.8 4.6 (1,815) Buy on Amazon
21 Levi's Men's 550 Relaxed Fit Stonewash Shorts Levi's 9.8 4.6 (8,961) Buy on Amazon
22 Lee Men's Extreme Motion Straight Fit Khaki Shorts Lee 9.8 4.6 (8,512) Buy on Amazon
23 Under Armour Men's Tech Golf Shorts Under Armour 9.8 4.6 (3,708) Buy on Amazon
24 Dickies mens 11 Inch Temp-iq Performance Hybrid Work Utility Dickies 9.8 4.6 (1,775) Buy on Amazon
25 Wrangler Authentics Men's Performance Utility Shorts Wrangler Authentics 9.7 4.5 (8,131) Buy on Amazon
26 Lee Men's Wyoming Belted Cargo Shorts Lee 9.7 4.5 (8,853) Buy on Amazon
27 Wrangler Authentics Men's Stretch Twill Cargo Shorts Wrangler Authentics 9.7 4.5 (2,775) Buy on Amazon
28 Nautica Men's Classic Fit Stretch Chino Shorts Nautica 9.7 4.5 (3,325) Buy on Amazon
29 Dickies Men's Relaxed Fit Stretch Twill Cargo Shorts Dickies 9.7 4.5 (6,788) Buy on Amazon
30 Haggar Men's Cool 18 Classic Fit Expandable Waist Shorts Haggar 9.7 4.5 (3,467) Buy on Amazon