Best Fitted Mens Pleated Shorts in 2026

Lightweight, moisture-wicking, breathable active stretch fabric. Honeycomb stitch.

Relaxed fit through hip, thigh, and leg

Elasticized waistband

Zip Fly with Button Closure

22inch Outseam

Asymmetrical Back Yoke

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.

Sits at waist, roomy fit through seat and thigh

Larger smart phone pocket; single welt button through back pockets

10" inseam

LOOSE FIT. With a loose fit through the shorts, these cargo shorts sit at the waist for natural comfort. These shorts have ample room for movement, making them great for a hike or backyard activities.

TOTAL STORAGE. These relaxed cargos are designed with ample storage when you're on the go. Nine pockets are positioned along the sides, at the front and back.

CLASSIC CARGO. Our best-selling cargo shorts are made from durable twill cotton for lasting comfort and repeated wear.

Sits at waist, roomier in seat and thigh, skims the knee

Flat front with permanent crease, 8.5 oz. Heavyweight Twill, 65% Polyester/35% Cotton

Signature long-tunnel belt loops hold heavy tool belts

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.

Fast-drying fabric that is sweat & water resistant for all day comfort.

Moisture wicking properties pull moisture away from the body keeping you dry and feeling cool

Classic fit shorts with a flat-front design and sturdy stretch cotton fabrication

A traditional, easy fit for every day style: sits just below the waist, easy through seat and thigh, easy leg opening

COOL 18 PRO: This collection from America's favorite pant brand features 4-way stretch for ultimate comfort, moisture wicking technology, UV protection, and best of all, they are machine washable.

MATERIAL: Made of 50% polyester and 50% Sorbtek polyester, a moisture wicking fabric that will keep up with your every movement while staying cool and dry. These shorts will stay comfortable all day and are bound to become a staple in your closet.

STYLE: These are the perfect pleated front shorts for going on a summer date or to a family event. They are a regular straight fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist and have a 9.5" inseam that hits just above the knee.

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.

WARM WEATHER STAPLE: These pleated twill shorts are an essential part of any wardrobe. Pair them with your favorite graphic tee for casual style or a polo to dress them up.

DESIGNED FOR BIG AND TALL MEN: These shorts come with the ability to stretch an extra 4", giving you the freedom to move throughout your day without restriction. Crafted with you in mind, they come properly proportioned for any Big and Tall guy.

COMFORT DESIGN: With side and back button-through welt pockets, the classic, pleated style offers relaxed comfort.

Indigo finish

Relaxed fit

100% Cotton

Quality materials: pleated no iron cotton twill ready to impress; 50 washes no wrinkles; breathable cotton and stain resistant make these BBQ approved; 100% cotton; machine wash; imported

Design features: 2 front pockets; 2 button through back pockets; sits at waist; generous fit through hip and thigh; 6 inch inseam; Comfort Waist adds 2 inches of elastic stretch; these shorts are up to any task

Style options: wear with a polo or a short sleeve button down shirt; tuck your shirt in at the waist or let it hang; match your belt color to a pair of canvas or leather shoes; don a gold watch for good measure

Double Pleat

Split seam waistband

Quarter top pockets at front

100% Cotton

Classic Fit

6" Reverse-Pleated Front

They are a slim fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist.

These slim fit plaid shorts are crafted from a lightweight twill woven, making it practically perfect everyday shorts.

Suitable for leisure, casual, party, daily, ceremony, business, office and other occasions.

Button-and-zip fly. Belt loops.

Side-seam pockets. Back button-welt pockets. J-class logo at back.

8.5" inseam. Classic fit.