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Score the hottest styles at can’t-miss prices with Cyber Monday deals on men’s shorts. Whether you’re gearing up for winter getaways or just want to keep your street style fresh, now’s the perfect time to refresh your lineup. From laid-back hangs to beach days on repeat, discover all-new boardshorts built for wave breaks and weekend hangs—your next favorite pair is waiting. Shop Cyber Monday deals on men’s shorts and step into the season with effortless style.

$55

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

$49.99

A versatile pair of multi-grey polyester shorts with mesh lining and a relaxed, above-the-knee fit.

$54.99

A versatile pair of black polyester shorts with mesh lining and a relaxed fit for warm weather.

$49.99

A sporty and versatile pair of red woven shorts with mesh lining and a 6" inseam.

$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 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.

$54.99

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

$39.99

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

$34.99

A versatile black 4-way stretch short with elastic waistband and zippered back pocket.

$34.99

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

$34.99
Now $17.49 (50% Off)

SALE!

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

$34.99

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

$34.99
Now $17.49 (50% Off)

SALE!

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

$34.99

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

$34.99

A pair of dark, mid-length chino shorts with a cotton-spandex blend and multiple pockets.

$39.99

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

$34.99

A versatile pair of black chino shorts with a comfortable cotton-spandex blend and practical pockets.

$34.99
Now $17.49 (50% Off)

SALE!

A versatile pair of multi-colored chino shorts with a knee-length fit and practical pockets.

$34.99

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

$49.99
Now $39.99 (20% Off)

SALE!

A versatile pair of blue polyester shorts with mesh lining and a relaxed, above-the-knee fit.

$34.99

A grey mid-length chino short with slant hand pockets and a comfortable cotton-spandex blend.

$39.99

A multi-color camo print short with elastic waistband, drawstring, and mesh pocket bags.

$54.99

A relaxed-fit black French terry short with hand and back pockets, made from 80% cotton.

Cyber Monday Deals On Men's Shorts

When it comes to leveling up your year-round wardrobe, shorts are a go-to staple that never really go out of rotation—especially once you lock in those Tillys Cyber Monday deals. Whether you’re chasing that laid-back beach-to-street vibe or looking for functional pieces that move with you, men’s shorts are all about versatility and comfort. From athletic styles built for active days to chill, everyday fits perfect for lounging or running errands, the right pair can seriously upgrade your daily routine. If you’re gifting, shorts are a solid choice for anyone who’s all about comfort, style, and having options for every occasion. Think about the friend who’s always at the skatepark, the brother who lives in his gym gear, or even your dad who’s ready to swap out his old cargo shorts for something a little more on-trend—there’s a fit for everyone. And with deep Cyber Monday markdowns, it’s the perfect time to refresh your own collection or stock up on gifts that’ll get worn on repeat.

Shopping for men’s shorts during the Tillys Cyber Monday event means you’re getting the best assortment of styles and features, often at a fraction of the usual price. Athletic shorts with moisture-wicking fabrics and quick-dry tech are clutch for workouts or spontaneous pickup games, while classic chinos and cargos bring that everyday, effortless energy—think backyard hangs, road trips, or just chilling at home. Look out for details that matter, like secure pockets for your essentials, adjustable waistbands for a personalized fit, and a range of inseam lengths to match your style. Seven to nine-inch inseams are a fan favorite, striking the right balance between coverage and freedom of movement. With so many on-trend options, it’s easy to find a pair that works for your vibe, whether you’re all about bold prints, neutral tones, or something in between. And since January is all about fresh starts, updating your shorts lineup now sets the tone for a year of easy, confident style—no matter where your plans take you.

It’s not just about scoring a deal—it’s about finding shorts that fit your lifestyle, whether you’re heading out for a run, grabbing coffee with friends, or just soaking up some sun on a winter getaway. The beauty of Cyber Monday at Tillys is getting access to coveted brands and trending styles without breaking the bank. Plus, with fast shipping and easy returns, you can shop with confidence and build a collection that takes you from the gym to the streets and everywhere in between. And if you’re building out your wardrobe, don’t miss out on matching deals—pair your new shorts with fresh tops from the Cyber Monday Deals On Men's T-Shirts page for a complete look that’s ready for anything. No matter your style or plans, Tillys has you covered with the most wanted looks and everyday essentials to keep your fits feeling fresh all year long.

FAQs

Men’s shorts come in a range of styles perfect for everyday wear, including athletic shorts for active days, chino shorts for a clean and casual look, and cargo shorts for extra storage and a laid-back vibe. Each style brings a different energy to your fit, so you can mix and match based on your plans.

Men’s shorts are super versatile—pair athletic shorts with graphic tees for a sporty look, or go for chino shorts with a button-up shirt for a more polished, street-ready style. Add slides or sneakers and your favorite accessories to complete the look, whether you’re headed to a hangout or just chilling at home.

For active lifestyles, look for men's shorts with moisture-wicking fabrics, breathable materials, and secure pockets. Adjustable waistbands and stretch fabrics also help keep things comfortable and functional during workouts, skate sessions, or outdoor adventures.

Absolutely—men’s shorts aren’t just for summer. Layer them with hoodies, sweatshirts, or long-sleeve tees for a relaxed, skater-inspired vibe even in cooler months. They’re a go-to for gym sessions, indoor sports, or anytime you want laid-back comfort.

To keep your shorts looking fresh, rotate them with other wardrobe staples, wash them according to care instructions, and pair them with new tops or accessories for an updated look. Experiment with different colors and prints to keep your style feeling current and unique.