FREE SHIPPING on orders over $59* details

Selecting an option from this dropdown will refresh the page.
Selecting an option from this dropdown will refresh the page.

Dive into the world of men's baggy shorts, where comfort meets style in the most effortless way. These versatile pieces are a staple for anyone looking to blend functionality with the hottest trends in streetwear. From beach outings to casual city strolls, baggy shorts offer a relaxed fit that's both fashionable and practical. With an array of fresh styles and new arrivals, find your ideal pair that reflects your unique vibe. Elevate your wardrobe with these must-have looks and enjoy fast shipping and easy returns on all your favorite picks.

$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 $24.97 (29% Off)

SALE!

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

$44.99

A pair of black nylon shorts with elastic waist, drawstring, and multiple pockets, perfect for active wear.

$39.99
Now $23.99 (40% Off)

SALE!

A multi-colored, loose-fit cotton carpenter short with utility pockets and a hammer loop.

$39.99
Now $15.97 (60% Off)

SALE!

A light, loose-fit denim short with utility pockets and a hammer loop, made from cotton and spandex.

$39.99
Now $24.97 (38% Off)

SALE!

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

$34.99
Now $20.99 (40% Off)

SALE!

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

$49.99

A pair of medium-wash, 100% cotton denim shorts with a loose '90s-inspired fit and clean-edge hem.

$39.99
Now $14.97 (63% Off)

SALE!

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

$39.99
Now $23.99 (40% Off)

SALE!

A pair of black, loose-fit cotton carpenter shorts with multiple utility pockets and a hammer loop.

$34.99
Now $26.97 (23% Off)

SALE!

A pair of multi-color mesh shorts with a 6" inseam, elastic waistband, and slant pockets.

$54.99

A lightweight, black mesh short with a relaxed fit and adjustable waistband for all-day comfort.

$39.99
Now $15.97 (60% Off)

SALE!

A multi-colored loose-fit denim short with utility pockets, hammer loop, and a comfortable cotton blend.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of pink mesh shorts with an elastic drawstring waist and slant hand pockets.

$34.99
Now $16.19 (54% Off)

SALE!

A pair of orange mesh shorts with an elastic waistband and drawstring, featuring allover graphics.

$54.99

A pair of black French terry shorts offering relaxed comfort with hand and back pockets.

$39.99
Now $13.97 (65% Off)

SALE!

A multi-colored polyester mesh short with paisley print, elastic waist, and multiple pockets.

$49.99

A versatile black polyester short with mesh lining, elastic waistband, and side vents for comfort.

$39.99
Now $28.97 (28% Off)

SALE!

A pair of camo green cotton cargo shorts with an elastic waistband and multiple pockets.

$34.99
Now $11.97 (66% Off)

SALE!

A pair of multi-colored mesh basketball shorts with ribbed trim, elastic waistband, and full lining.

$34.99
Now $14.97 (57% Off)

SALE!

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

$39.99
Now $15.97 (60% Off)

SALE!

A pair of olive, quick-drying volley shorts made from recycled polyester with a 17" outseam.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of multi-colored mesh shorts featuring allover graphics, elastic waistband, and slant pockets.

Men's Baggy Shorts

When it comes to easygoing style and all-day comfort, men’s baggy shorts are a top pick for anyone looking to keep it relaxed and on-trend. As the days get shorter and the air takes on a crisp edge, baggy rotation shorts are still holding their own—perfect for those in-between moments when you’re not quite ready to swap out your favorite warm-weather fits. Whether you’re heading out for a skate session, meeting up with friends for a late afternoon hang, or just chilling at home, tillys baggy shorts offer the kind of freedom and effortless style that fits right in with your everyday plans. The roomy fit isn’t just about comfort; it’s about movement, breathability, and keeping your vibe low-key but always on point. Think about those weekends when you’re bouncing from errands to impromptu meetups—baggy shorts mens styles are built to keep up, with functional pockets, sturdy fabrics, and a laid-back look that feels right no matter where the day takes you.

Baggy short styles make a solid gift, especially for guys who love that street-inspired, skate-ready aesthetic or just appreciate a little extra room to move. They’re a go-to for college students living life between classes and campus rec, for the friend who’s always down for a pickup game, or for anyone who likes to travel light but stay ready for whatever the day throws their way. These shorts pair up seamlessly with oversized tees, hoodies, or even a crisp button-up for those times you want to dial up the look without losing that signature comfort. As the season shifts, layer them with crew socks and your favorite sneakers for a classic fall look, or throw on a windbreaker when the breeze picks up. The best part? Tillys mens shorts collections are all about versatility—wear them for a morning hike, a day at the park, or just lounging while you binge your favorite shows. The right pair of baggy shorts can carry you from those last sunny afternoons of October straight into the heart of fall, making them a must-have for anyone who values both style and ease.

If you’re looking to switch things up or explore new fits, there’s a whole world of options beyond the classic knee-length cut. For those who want to elevate their look while keeping that relaxed silhouette, check out the High Rise Baggy Shorts for a fresh take on a timeless favorite. Whether you’re refreshing your own rotation or searching for the perfect gift for the laid-back guy in your life, baggy shorts are a staple that never goes out of style. With their blend of function, comfort, and on-trend appeal, these shorts are ready to step into whatever the season brings—making them a reliable choice for anyone building a wardrobe that’s as versatile as it is stylish.

FAQs

Men’s baggy shorts are easy to style for fall—just add a graphic hoodie, crew socks, and your favorite sneakers for a classic streetwear look. Layer with a flannel or lightweight jacket when the temperature drops, or pair with a long-sleeve tee for those in-between days. Accessorize with a beanie or cap to complete the vibe.

Absolutely! Baggy shorts provide plenty of room for movement, making them a great choice for activities like skating, biking, or just hanging out at the park. Their relaxed fit and durable fabrics mean you can stay comfortable and stylish whether you’re on the move or taking it easy.

Yes, baggy shorts are perfect for casual hangouts, weekend adventures, or even a laid-back coffee run. Their versatile style works well with tees, sweatshirts, and button-ups, making them a solid option for any relaxed occasion.

Baggy shorts are a great gift because they blend comfort with on-trend style. They’re ideal for anyone who loves a relaxed fit and effortless vibes—whether it’s a friend who’s into streetwear, a college student, or someone who just likes to keep things comfortable and cool.

To keep your baggy shorts looking their best, wash them in cold water with similar colors and tumble dry on low or hang them up to air dry. This helps preserve the fabric and color, so your shorts stay fresh and ready for whatever’s next.