Best Relaxed Mens Shorts in 2026
- Products Evaluated
- 500
- Reviews Analyzed
- 5,326,730
- Brands Ranked
- 10
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.
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Showing 30 of 30Wrangler Authentics Men's Performance Comfort Flex Cargo Short, Black, 38
- 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.
Amazon Essentials Men's Performance Tech Loose-Fit Shorts (Available in Big & Tall), Pack of 2, Black, Large
- 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.
Wrangler Authentics Men's Loose Fit Carpenter Short, Retro Stone, 40
- 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.
- 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
- 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.
Wrangler Authentics Men's Premium Cargo Short, Anthracite Twill, 40
- 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.
Unionbay mens Survivor Belted Cargo Short - Reg and Big & Tall Sizes,Grey Goose,34
- 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.
Unionbay Men's Cordova Belted Cargo Short Messenger - 34 - Black
- 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.
Wrangler Authentics mens Canvas Utility Hiker Cargo Shorts, Nutmeg, 36 US
- 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.
Amazon Essentials Men's Classic-Fit Stretch Golf Short (Available in Big & Tall), Khaki Brown, 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.
Helly Hansen Men's II Quickdry 11" Cargo Shorts, 720 Fallen Rock, 34
- 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.
Amazon Essentials Men's Drawstring Walk Short (Available in Plus Size), Khaki Brown, X-Large
Essentials Men's Washed Twill Drawstring Walk Shorts
- 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.
Lee Men's Extreme Motion Crossroad Cargo Short, Nomad, 38
- 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.
- Relaxed fit. Hits at the knee
- Featuring an elastic waistband that moves with you
- Side cargo pockets and cell phone pocket
- Stretch canvas fabric
- Inseam: 10.5 inches
| SELLER | SELLER SCORE | AMAZON FULFILLED | PRIME | FREE SHIPPING |
|---|---|---|---|---|
| Amazon.com | 9.68 | Yes | Yes | Yes |
DONGD Mens Cargo Shorts Cotton Relaxed Fit Camouflage Camo Cargo Short
DONGD Men's Cotton Blend Camouflage Cargo Shorts
- 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.
- 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.
Columbia Men's Standard Grander Marlin II Offshore Short, City Grey, 34x10
- 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.
Carhartt mens Rugged Flex Relaxed Fit Canvas Work Cargo Shorts, Shadow, 36 US
- 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.
Carhartt mens Force Relaxed Fit Ripstop Work Cargo Shorts, Dark Khaki, 36 Regular US
- 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.
Lee Men's Big & Tall Extreme Motion Crossroad Cargo Short, Nomad, 44
- 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.
Levi's Men's 550 Short , Medium Stonewash, 36
- 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.
Lee Men's Extreme Motion Flat Front Short, Original Khaki, 32
- 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.
Under Armour Men's Tech Golf Shorts , Black (001)/Black , 38
- 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.
- 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
- 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.
Lee Men's Dungarees Belted Wyoming Cargo Short, Ash Camo, 38
- 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.
Wrangler Authentics Men's Stretch Twill Cargo Shorts, Asphalt, 36
- 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.
Nautica mens Classic Fit Flat Front Stretch Solid Chino "Deck" Casual Shorts, Noon Blue, 32 US
- 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.
Dickies Men's 13 Inch Relaxed Fit Stretch Twill Cargo Short, Black, 38
- 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.
Haggar mens Cool 18 Classic Fit Expandable Waist Short Casual Shorts, Black, 36
- 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.
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.
Frequently Asked Questions
Quick answers about Relaxed Mens Shorts before you buy.
Our Analysis of Relaxed Mens Shorts
Top 10 Relaxed Mens Shorts Brands on Amazon
Share of top-ranked products by brand, from our editorial analysis.
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.
Comparison Table
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