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Comfortable shorts for men are all about keeping your vibe easy and your style on point—whether you’re chilling at home, heading out with friends, or catching some sun. Find fresh new styles and effortless fits that move with you from beach days to street hangs. With the best assortment of trending looks and laid-back favorites, Tillys is your go-to destination for comfortable shorts for men that keep you looking cool and feeling even better. Style with confidence and discover your next go-to pair right here.
$49.99

A pair of black, stretch-woven shorts with sweat-wicking, water-repellent fabric and an elastic waistband.

$34.99
Now $24.97 (29% Off)

SALE!

A pair of black hybrid shorts with 4-way stretch, featuring slant hand pockets and dual back welt pockets.

$34.99
Now $14.99 (57% Off)

SALE!

A pair of black polyester mesh shorts with an elastic drawstring waist and welt hand pockets.

$49.99

A versatile pair of grey shorts with an elastic waistband, 7'' inseam, and on-seam hand pockets.

$34.99
Now $14.97 (57% Off)

SALE!

A stylish pair of black chino shorts with a 7" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $24.97 (29% Off)

SALE!

A pair of dark khaki hybrid shorts with 4-way stretch and multiple pockets, made from recycled polyester.

$34.99
Now $14.97 (57% Off)

SALE!

A light grey 7" chino short with slant hand pockets, made from cotton, recycled polyester, and spandex.

$34.99
Now $12.49 (64% Off)

SALE!

A pair of dark olive nylon shorts with elastic drawstring waist and multiple pockets.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of desert-colored mid-length chino shorts with a 9" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of khaki chino shorts with a 7" inseam, featuring slant pockets and a zip fly.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of khaki chino shorts with a 10" inseam, made from cotton, recycled polyester, and elastane.

$39.99
Now $27.99 (30% Off)

SALE!

A light denim short with utility pockets, hammer loop, and a comfortable loose fit.

$34.99
Now $20.99 (40% Off)

SALE!

A pair of black nylon shorts featuring an elastic drawstring waist and multiple pockets for convenience.

$34.99
Now $20.99 (40% Off)

SALE!

A pair of solid color nylon shorts featuring an elastic drawstring waist and multiple pockets.

$34.99
Now $12.49 (64% Off)

SALE!

A multi-colored knee-length chino short with slant pockets, button closure, and a cotton-polyester blend.

$39.99
Now $19.97 (50% Off)

SALE!

A pair of dark green cargo shorts with an elastic waistband, multiple pockets, and a 7" inseam.

$39.99
Now $24.97 (38% Off)

SALE!

A pair of charcoal nylon shorts with an elastic waistband, perfect for workouts or casual wear.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of surplus-colored chino shorts with a 5" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $14.97 (57% Off)

SALE!

A stylish pair of black chino shorts with a 5" inseam, made from cotton, recycled polyester, and spandex.

$39.99
Now $23.99 (40% Off)

SALE!

A black, loose-fit cotton carpenter short with multiple pockets and a hammer loop for utility.

$34.99
Now $20.99 (40% Off)

SALE!

A pair of solid color nylon shorts featuring an elastic drawstring waistband and multiple pockets.

$34.99
Now $20.99 (40% Off)

SALE!

A grey 4-way stretch short with elastic waistband, adjustable drawstring, and zippered back pocket.

$34.99
Now $12.49 (64% Off)

SALE!

A pair of black chino shorts with a knee-length fit, featuring slant pockets and a button closure.

$44.99
Now $24.97 (44% Off)

SALE!

A pair of khaki chino shorts with a 10.5" inseam, made from recycled polyester and cotton.

Comfortable Shorts For Men

When summer heat settles in and the days stretch long, comfortable shorts for men become more than just a seasonal staple—they’re the key to staying cool, confident, and ready for anything. Whether you’re heading out for a spontaneous road trip, catching up with friends at a backyard barbecue, or just kicking back for a lazy afternoon, the right pair of shorts makes all the difference. Breathable fabrics like cotton, linen, and lightweight blends are a must when temperatures climb, offering that easy, effortless feel that keeps you moving from sunrise to sunset. Features like elastic or adjustable waistbands add that extra level of comfort, making it easy to find your perfect fit, while details like mesh lining or moisture-wicking technology can be a game-changer for those high-energy days. For anyone who values versatility, shorts with a bit of stretch or a classic cut can shift seamlessly from a morning skate session to an evening hangout at the pier—no outfit change required.

Comfortable shorts aren’t just for solo adventures; they make a thoughtful gift for dads, brothers, or any guy who appreciates style without sacrificing comfort. Picture gifting a pair that’s soft enough for lounging but sharp enough for a casual dinner out—suddenly, you’re the MVP of summer birthdays or Father’s Day celebrations. When picking out a pair, consider how the shorts will be worn: Are they for active weekends, laid-back beach days, or everyday errands? Classic chino shorts deliver a clean, timeless look that pairs perfectly with tees or button-ups, while athletic shorts built from performance fabrics are ready for impromptu games of beach volleyball or early-morning runs. Cargo shorts are a go-to for those who need extra pockets for phones, keys, or snacks, and relaxed denim or flowy linen options bring a beach-to-street vibe that works for any destination. It’s all about matching the fit and features to the wearer’s lifestyle—think about inseam length, pocket placement, and whether they’ll want a tailored look or a more relaxed silhouette.

Finding the right shorts is all about balancing comfort, function, and style, especially in the heart of July when staying cool is non-negotiable. Breathable materials, soft linings, and flexible fits mean you can move freely, whether you’re skating the boardwalk or lounging on the sand. For those who want to keep their look fresh and on-trend, lightweight shorts in vibrant colors or easy neutrals are the way to go. And if you’re searching for even more ways to beat the heat, check out the assortment of Lightweight Shorts For Men—perfect for catching every breeze and staying comfortable all season long. With so many styles to choose from, it’s easy to find the pair that fits your summer plans, your vibe, and your need for all-day comfort.

Top Picks For Comfortable Shorts For Men