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Men’s vintage shorts bring retro vibes to your everyday lineup—think laid-back, throwback style that’s always on point. From beach days to street hangs, these fresh fits are all about channeling classic looks with a modern twist. Whether you’re into bold prints or washed-out hues, men’s vintage shorts are ready to level up your warm-weather rotation with effortless, California-cool energy. Style with confidence and make every day feel like a summer throwback.
$49.99

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

$74.99
Now $56.97 (24% Off)

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A 20" outseam denim short with a 90s-inspired oversized look and five-pocket styling.

$48.99
Now $38.99 (20% Off)

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A pair of white, loose-fitting denim shorts with a '90s-inspired style and 100% cotton material.

$59.99
Now $25.97 (57% Off)

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A pair of blue volley shorts with retro stretch, adjustable waist, and quick-dry technology.

$44.99
Now $24.97 (44% Off)

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

$54.99
Now $28.97 (47% Off)

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A pair of black corduroy shorts with an elastic waist, drawstring, and utility loop, made from 100% cotton.

$54.99
Now $23.97 (56% Off)

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An olive cotton short with an elastic waist, drawstring, and utility loop, exclusive to Tillys.

$39.99
Now $27.99 (30% Off)

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

$39.99
Now $15.97 (60% Off)

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

$39.99
Now $14.97 (63% Off)

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A pair of ocean-colored, quick-drying volley shorts made from recycled polyester with a modern fit.

$39.99
Now $15.97 (60% Off)

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A multi-color recycled polyester volley short featuring an allover print, elastic waistband, and multiple pockets.

$39.99
Now $20.99 (48% Off)

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A pair of multi-color recycled polyester volley shorts with allover print, elastic waistband, and multiple pockets.

$39.99
Now $18.97 (53% Off)

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A pair of black elastic waist shorts with side pockets, made from 90% polyester and 10% elastane.

$34.99
Now $23.97 (31% Off)

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A pair of multi-green seersucker shorts featuring an elastic drawstring waist and slant pockets.

$58.99
Now $35.39 (40% Off)

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A versatile pair of blue nylon volley shorts with mesh lining, elastic waist, and multiple pockets.

$68.99
Now $27.97 (59% Off)

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A pair of multi-colored striped cotton shorts with slant pockets and a button-zip fly.

$58.99
Now $44.97 (24% Off)

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A pair of brown 100% cotton corduroy shorts with an elastic drawstring waistband and multiple pockets.

Men's Vintage Shorts

There’s something about men’s vintage shorts that just hits different when the weather is still warm and the days linger a little longer into September. Maybe it’s the way they blend that old-school vibe with modern comfort, or how they bring a little throwback energy to any look—effortless, but always on point. Whether you’re heading out for a laid-back afternoon with friends, catching the last rays at a backyard BBQ, or just want to keep things cool and comfortable for a day on the move, vintage-inspired shorts are a go-to for guys who appreciate both style and function. They’re the kind of piece that works for everyone: the guy who lives for street style, the one who can’t resist a good skate sesh, or even the friend who never misses a music festival. And if you’re looking for a gift that feels thoughtful and wearable, vintage shorts are a solid pick—nostalgic enough to be unique, but versatile enough to fit any guy’s rotation.

When you’re picking out a pair, it’s all about the details. Look for those subtle touches—washed fabrics, retro stripes, classic cuts, or throwback patches—that make each pair feel like a one-of-a-kind find. The best vintage shorts aren’t just about looks; they’re built for comfort, too. Think soft, breathable cottons, relaxed fits, and just the right length to keep things breezy without sacrificing style. Whether you’re into the faded look that comes from years of sun and surf, or you’re all about bold colors and patterns that channel 90s energy, there’s a pair out there that matches your vibe. And in early fall, when the weather can swing from warm afternoons to cooler evenings, vintage shorts are easy to layer—throw on a hoodie or a lightweight jacket, and you’re set for whatever the day brings. They’re also ideal for travel, weekend getaways, or even just kicking back at home, bringing that effortless, lived-in feel wherever you go.

Vintage shorts are more than just a trend—they’re a way to show off personality, mix up your fits, and keep your look fresh as the seasons start to shift. Whether you’re shopping for yourself or looking to surprise someone who loves a little nostalgia in their wardrobe, it’s worth exploring all the options out there. For even more fresh looks and the best assortment of on-trend styles, check out the full range of Men's Fashion Shorts and discover new favorites to keep your style game strong, no matter what the season throws your way.

FAQs

Men's vintage shorts stand out with their unique throwback details—think retro washes, bold patterns, and classic cuts inspired by past decades. These shorts often feature distinctive textures, faded colors, and design elements that bring a nostalgic vibe while still feeling fresh and current.

Vintage shorts pair effortlessly with lightweight tanks, graphic tees, or button-up shirts for a laid-back look. Add low-top sneakers or sandals and finish with accessories like a bucket hat or retro sunglasses to keep your fit relaxed and stylish.

Absolutely! Vintage shorts are versatile enough for a variety of activities—whether you're heading to the beach, hanging out at a backyard BBQ, skating with friends, or just running errands. Their comfort and style make them a favorite for both chill days and on-the-go adventures.

Yes, vintage shorts are a great choice for early fall. Layer them with hoodies, lightweight jackets, or long-sleeve tees when the temperature drops in the evening. Their relaxed fit and breathable fabric keep you comfortable as the weather shifts.

Men’s vintage shorts make an awesome gift for anyone who loves a mix of comfort and style—whether they’re into streetwear, skate culture, or just enjoy a retro-inspired look. They’re also a thoughtful pick for friends or family who appreciate unique wardrobe pieces that stand out.