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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.

$49.99

A versatile pair of multi-grey polyester shorts with mesh lining and a comfortable elastic waistband.

$54.99

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

$50

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

$34.99
Now $24.99 (29% Off)

SALE!

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

$50

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

$39.99

A multi-colored, 100% cotton loose-fit short with utility pockets and a hammer loop.

$54.99
Now $43.99 (20% Off)

SALE!

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

$39.99

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

$34.99
Now $26.99 (23% 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.

$50

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

$54.99
Now $39.99 (27% Off)

SALE!

A lightweight, multi-color French terry short with hand pockets, perfect for sunny days.

$79.99
Now $63.99 (20% Off)

SALE!

A pair of baggy cotton denim shorts featuring an allover plaid pattern and classic 5-pocket styling.

$55

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

$49.99

A pair of red polyester shorts with mesh lining, elastic waistband, and 6" inseam for daily comfort.

$34.99

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

$34.99
Now $24.99 (29% Off)

SALE!

A pair of black knee-length chino shorts with slant pockets, made from a cotton-polyester blend.

$34.99
Now $24.99 (29% Off)

SALE!

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

$34.99

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

$34.99

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

$34.99
Now $24.99 (29% Off)

SALE!

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

$34.99

A versatile pair of dark hybrid shorts featuring 4-way stretch and multiple pockets for functionality.

$49.99
Now $39.99 (20% Off)

SALE!

A versatile blue short with mesh lining, elastic waistband, and 6" inseam for ultimate comfort.

$50

A stretch-woven, grey short offering sweat-wicking, water-repellent performance with enhanced durability and comfort.

Men's Baggy Shorts

When it comes to leveling up your everyday style, men’s baggy shorts are a go-to for effortless comfort and laid-back vibes—no matter the season. These relaxed-fit essentials have earned their spot in every rotation, blending the best of street style, skater energy, and functional design. Whether you’re into classic denim, utility-inspired cargos, or ultra-soft fleece, baggy shorts deliver the kind of freedom that keeps you moving from sunup to sundown. Picture yourself heading out for a crisp December skate session, layering up with a hoodie and tossing on your favorite pair of tillys shorts—baggy enough to keep things breezy, but sturdy enough for whatever the day throws your way. These shorts aren’t just about looks; they’re built for real life, with roomy pockets for your phone and keys, durable fabrics that handle everything from spontaneous pickup games to lazy afternoons at the park, and silhouettes that let your personality shine. For anyone who values comfort without compromising on style, baggy shorts are a year-round staple—especially when you want to keep things casual and cool, even when the weather calls for a little extra layering.

Baggy shorts make a thoughtful gift for the style-conscious guy who loves to keep things fresh and functional. They’re a hit with skaters, creatives, and anyone who appreciates on-trend streetwear with an easygoing twist. Think about gifting a pair to a friend who’s always on the move or a brother who’s all about comfort—these shorts slide seamlessly into any wardrobe, pairing just as well with oversized tees and chunky sneakers as they do with button-ups for a more polished, relaxed fit. The best part? Baggy rotation shorts are versatile enough to transition from lazy weekends to last-minute adventures, making them a must-have for anyone who likes to keep their options open. And if you’re shopping for yourself, you’ll find that the right pair of baggy shorts can quickly become the MVP of your closet, ready to take on everything from holiday hangouts to new year outings. Don’t forget to check out styles that offer extra details like adjustable waistbands or innovative pocket designs—those little touches make all the difference when you’re looking for shorts that keep up with your lifestyle.

As you browse the latest assortment of men’s baggy shorts, keep in mind how these pieces fit into your day-to-day. Lightweight denim cutoffs are perfect for layering over thermal tights during cooler months, while fleece or sweat styles bring a cozy edge to your off-duty looks. Cargo options offer functional storage for on-the-go days, and loose straight fits bring a vintage vibe that never goes out of style. Whether you’re curating a collection for yourself or picking out a gift that’s sure to get worn on repeat, baggy shorts deliver comfort, versatility, and a dose of California-cool energy—exactly what Tillys is known for. If you’re looking to expand your style horizons, explore the full range, including standout options like High Rise Baggy Shorts, to find the fits that speak to your individuality. With fresh styles dropping all the time and a focus on both form and function, men’s baggy shorts are ready to help you step into every season with confidence and ease.

FAQs

Men’s baggy shorts pair perfectly with graphic tees, oversized hoodies, or relaxed button-ups for a laid-back, street-inspired vibe. Add low-top sneakers, slides, or even a bucket hat to complete the look. Layer with a lightweight jacket or flannel for cooler days and keep accessories simple for effortless style.

Absolutely! Baggy shorts are versatile enough for everything from skate sessions and weekend hangouts to outdoor adventures and casual get-togethers. Their relaxed fit and functional pockets make them a solid choice for both active days and easygoing downtime.

You’ll find men’s baggy shorts in a variety of materials, including classic denim, soft fleece, durable cotton twill, and lightweight blends. Each fabric offers a different vibe—denim for a vintage feel, fleece for cozy comfort, and twill or canvas for added durability.

Baggy shorts make a great gift for anyone who values comfort and on-trend style—think skaters, athletes, students, or anyone who loves easy, everyday outfits. They’re especially popular with those who appreciate relaxed fits and a streetwear-inspired look.

To keep baggy shorts looking their best, wash them according to the care label and avoid over-drying to maintain fabric quality. Mix up your outfits with different tops and accessories, and rotate between styles like denim, cargo, and fleece to keep your look on point all year.