Retro Skate Shoes
Step back in time with retro skate shoes that bring a vintage vibe to your modern moves. These kicks blend nostalgia with fresh new styles, making them the ultimate choice for those who love to skate in style. From beach to street styles, retro skate shoes offer a cool, laid-back look that's effortlessly fashionable and truly timeless. Style with confidence as you rock these iconic designs—ideal for anyone looking to channel their inner skater spirit while staying on-trend.
A low-profile canvas slip-on with a black and off-white checkerboard print and elastic side accents.
A classic skate shoe with a canvas upper, padded collar, and durable rubber waffle outsole.
A classic black canvas skate shoe with a padded collar and durable gum rubber waffle outsole.
A classic low-top skate shoe with durable navy and white suede and canvas upper.
A classic skate shoe with a canvas upper, padded collar, and durable rubber waffle outsole.
A classic low-top skate shoe featuring a durable black and white checkered suede and canvas upper.
A classic low-top skate shoe with a durable white canvas upper and signature Waffle Outsole.
A classic lace-up deck shoe with a canvas upper and gum rubber waffle outsole.
A classic black canvas deck shoe with a padded insole and gum rubber waffle outsole.
A legendary high-top shoe with durable white canvas uppers and supportive padded ankle.
A modern 90s-inspired shoe with black/red suede, chunky laces, and signature rubber waffle outsoles.
A modern take on 90s style with navy suede uppers, chunky laces, and signature rubber waffle outsoles.
A modern take on 90s style with sturdy suede uppers, chunky laces, and signature rubber waffle outsoles.
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A modern take on 90s style with black brown suede, chunky laces, and signature rubber waffle outsoles.
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A classic low top shoe with durable brown suede and canvas uppers, padded collars, and rubber waffle outsoles.
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A low-profile canvas slip-on with a classic checkerboard print and supportive padded collars.
A white low-profile skate shoe with Adituff toe reinforcement, molded sockliner, and grippy cupsole.
A black skate shoe with a suede and canvas upper, padded collar, and durable rubber outsole.
A black and white skate shoe with a suede and canvas upper, padded collar, and durable rubber outsole.
A retro-inspired shoe featuring a durable grey and white EVA upper with a wider toe box for comfort.
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A chunky platform shoe with sturdy white canvas uppers and signature rubber waffle outsoles.
A deconstructed high top with 34 mm platform, slender fit, and signature rubber waffle outsoles.
A durable black and white skate shoe combining canvas and suede with flexible cupsole technology.
A light grey canvas and suede shoe offering cupsole durability and vulcanized flexibility for skateboarding.
Retro Skate Shoes
There’s something about retro skate shoes that instantly takes you back to the golden age of skateboarding—think sun-bleached blacktops, the sound of wheels on concrete, and endless afternoons at the local skatepark. These kicks aren’t just a blast from the past; they’re a statement. Vintage low-top skate shoes and old school skate shoes have found their way from the ramps and rails of the ‘90s and early 2000s straight into the heart of today’s street style. Whether you’re a seasoned skater who remembers the thrill of landing your first kickflip, or you’re just after that laid-back, throwback look, retro skate shoes are all about blending comfort, durability, and unmistakable style. With their chunky silhouettes, bold color pops, and classic suede or canvas uppers, these shoes bring a dose of nostalgia to every step. And with summer in full swing, there’s no better time to lace up a pair, hit the pavement, and let your style speak for itself—on or off the board.
Tillys skate shoes are built for more than just skating—they’re made for everyday adventures, spontaneous hangouts, and all the in-between moments that make summer unforgettable. If you’re shopping for yourself, you’ll love how vintage skate shoes pair effortlessly with everything from baggy shorts and graphic tees to cropped tanks and denim cutoffs. They’re the kind of kicks that look just as good at a backyard BBQ as they do at a late-night bonfire, making them a go-to for anyone who wants to channel that effortless California-cool vibe. And if you’re on the hunt for a gift, retro skate shoes are a top pick for anyone who loves streetwear, skate culture, or just appreciates a good throwback fit. They’re functional enough for the skater who spends hours perfecting tricks, but stylish enough for the friend who’s all about that vintage-inspired look. Plus, with breathable materials and cushioned soles, these shoes are built to keep up with every summer plan—whether it’s cruising by the beach, exploring new city spots, or just kicking back with friends. If you’re looking to stand out even more, take your style up a notch and check out the Unique Skate Shoes collection for fresh new takes on classic favorites.
No matter how you rock them, vintage skate shoes are all about embracing individuality and owning your look. They’re a nod to skate history and a celebration of today’s hottest trends, seamlessly blending function and fashion. The best part? These shoes are made to last—think reinforced stitching, grippy outsoles, and padded collars for all-day comfort. Whether you’re perfecting your ollie or just vibing with friends under the summer sun, old school skate shoes deliver that iconic, laid-back energy that never goes out of style. With endless ways to style them and the versatility to match any summer adventure, Tillys skate shoes are your ticket to fresh fits and unforgettable memories. Step into the season with confidence, knowing you’ve got the most wanted looks on lock—ready for every skate session, sunset hangout, and spontaneous road trip that comes your way.