Men's Vintage Shorts
A pair of medium-wash, 100% cotton denim shorts with a loose '90s-inspired fit and clean-edge hem.
A brown waffle corduroy short inspired by 60's and 70's music scene with elastic waistband.
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A 20" outseam denim short with a 90s-inspired oversized look and five-pocket styling.
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A pair of light cotton denim shorts with a loose '90s style and clean-edge hem.
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A pair of white, loose-fitting denim shorts with a '90s-inspired style and 100% cotton material.
A multi-colored waffle corduroy short inspired by 60's and 70's music scene fashion.
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A pair of blue volley shorts with retro stretch, adjustable waist, and quick-dry technology.
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A pair of charcoal swim shorts with a 5" inseam, elastic waistband, and recycled polyester blend.
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A pair of black chino shorts with a 10.5" inseam, made from recycled polyester and cotton.
A multi-color camo print short with elastic waistband, drawstring, and mesh pocket bags.
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A pair of black cotton corduroy shorts with elastic waist and utility loop, exclusive to Tillys.
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An olive cotton short with an elastic waist, drawstring, and utility loop, exclusive to Tillys.
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A pair of dark, mid-length chino shorts with a cotton-spandex blend and multiple pockets.
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A pair of olive, quick-drying volley shorts made from recycled polyester with a 17" outseam.
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A pair of ocean-colored, quick-drying volley shorts made from recycled polyester with a modern fit.
A pair of multi-color recycled polyester volley shorts with allover print, elastic waistband, and multiple pockets.
A multi-color recycled polyester volley short featuring an allover print, elastic waistband, and multiple pockets.
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A pair of black polyester seersucker shorts featuring an elastic drawstring waist and multiple pockets.
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A pair of black elastic waist shorts with side pockets, made from 90% polyester and 10% elastane.
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A multi-colored cotton corduroy short with an elastic drawstring waist and utility loop.
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A multi-colored cotton work short with retro graphics, utility pocket, and hammer loop.
A pair of multi-colored cotton corduroy shorts featuring an elastic waistband and allover stripe pattern.
A multi-colored, polyester skateboarding short with adjustable drawstring and iconic 3-Stripes detailing.
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A pair of multi-green seersucker shorts featuring an elastic drawstring waist and slant pockets.
Men's Vintage Shorts
There’s something about men’s vintage shorts that just hits different when the sun’s out and the days stretch long into the evening. Maybe it’s the throwback vibes—think washed-out hues, retro stripes, and that perfectly broken-in feel—or maybe it’s how effortlessly they fit into every summer plan, from lazy afternoons at the park to spontaneous beach trips. Vintage shorts aren’t just about looking cool (though, let’s be real, they definitely deliver on that front); they’re about comfort, versatility, and showing off your unique style, all while keeping things breezy when the temps start to climb. Whether you’re reaching for a pair that reminds you of old-school skate sessions or you’re chasing that classic ‘90s sport look, vintage-inspired designs bring a sense of nostalgia that’s totally fresh for today’s scene. These are the shorts you’ll want to live in—easy to throw on with a graphic tee or button-up, and always ready for whatever the day throws your way.
When you’re picking out men’s vintage shorts, it’s all about dialing in the right details for your vibe. Look for fits that match your mood—maybe you’re into a looser silhouette for that laid-back, skater feel, or you want something a little more tailored for a cleaner, street-ready look. Fabrics matter, too: soft cotton blends, faded denim, or lightweight twill all bring their own energy, and each one wears in better over time. Pockets are a must for stashing your essentials, and a good drawstring or elastic waistband keeps things comfortable whether you’re chilling at a backyard BBQ or heading out for a sunset skate. These shorts are built for movement and made to keep up with your summer adventures, from sunrise surf checks to late-night bonfires. They even make a thoughtful gift for the guy who’s all about retro style, or for anyone who just appreciates the effortless cool that comes with vintage-inspired pieces.
If you’re looking to build out a summer wardrobe that stands out, men’s vintage shorts are the move. They’re versatile enough to pair with everything—throw on a tank, layer with a breezy button-up, or keep it simple with a classic tee and sandals. And because vintage styles never go out of fashion, you’ll find yourself reaching for them year after year, season after season. Whether you’re shopping for yourself or picking up a gift for a friend, these shorts are the kind of staple that work for just about any occasion, from music festivals to road trips to just kicking back with the crew. For even more options and fresh new styles, check out the full lineup of Men's Fashion Shorts—it’s your go-to spot for the latest fits, on-trend details, and that perfect blend of comfort and style that defines summer at Tillys.