Shoes Casual & Relaxed Casual Shoes
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Torpedo Suede T-Toe Gum Bottom Sneakers
Retro-inspired and effortlessly stylish, these sneakers blend vintage charm with modern versatility. Featuring a soft suede upper and a signature T-toe design, the classic look is perfect for casual outings or laid-back weekends. The gum rubber sole not only adds a touch of nostalgia...- $33.00
$109.99- $33.00
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Tristen Step Activated Sneakers
Step into hands-free comfort with the Tristen from Rockport. Designed with Step Activated technology, you can simply step in and out of these sneakers with ease. Chic, comfy, and orthotic-friendly, these flexible, leather lace-ups feature a built-in, molded heel, truTECH® for shock absorption, and...- $39.00
$129.99- $39.00
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Un Kendric Go Moc Toe Slip On Shoes
Smart, simple, and made for movement, the Un Kendric Go blends classic style with the comfort of Clarks' Unstructured collection. Designed with a leather upper and moc toe stitching, this slip-on offers a polished look with the ease of a no-lace design. The cushioned...- $51.00
$169.99- $51.00
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Upton Leather Plain Toe Oxfords
When your sneakers need a day off, these leather Oxfords are ready to clock in. With a cushioned memory foam insole and a flexible design, they're like a spa day for your feet - but business casual. Minimalist style meets all-day comfort, so you...- $51.00
$169.99- $51.00
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Upton Nubuck Plain Toe Oxfords
When sneakers meet Oxfords, magic happens. These lace-up wonders are crafted with soft nubuck leather and textured fabric, bringing a minimalist vibe to your business-casual wardrobe. Inside? A memory foam insole so comfy, your feet will send thank-you notes. Outside? Traction for days -...- $48.00
$159.99- $48.00
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Upton Venetian Nubuck Leather Slip-On Loafers
Slip into laid-back sophistication with these nubuck leather loafers. Designed for the modern minimalist, the cushioned insole keeps you cozy while the flexible rubber sole allows for effortless movement. The laser-perforated detailing and stitching embellishment add a quiet touch of luxury, proving that even...- $46.50
$154.99- $46.50
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Wade Work Moc Toe Slip On Shoes
Slip into effortless style with these loafers that work as hard as you do. Featuring a wide toe for all-day comfort and elastic gore for easy on-and-off, these shoes are minimalist magic. Mesh and ripstop details keep it lightweight and breathable, while stain-resistant material...- $27.00
$89.99- $27.00
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Wade Work Plain Toe Oxfords
Step up your shoe game with these minimalist Oxfords that mean business (casual). Designed with ripstop mesh, non-slip soles, and a stain-resistant finish, they're built for whatever your day throws at you - coffee spills and surprise meetings included. The lace-up style keeps things...- $27.00
$89.99- $27.00
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Walden Sneakers
Crafted for a refined yet laid-back look, this sneaker combines a smooth leather upper with a breathable fabric lining for everyday ease. The leather-lined, cushioned insole delivers lasting comfort, making it ideal for all-day wear without sacrificing style. A textured rubber outsole enhances traction...- $33.00
$109.99- $33.00
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Wallabee EVO Moc Toe Slip On Shoes
A modern twist on a Clarks icon, the Wallabee combines timeless moc-toe styling with effortless slip-on ease. Featuring premium suede uppers and subtle elastic gore panels for flexibility, they offer a trim, streamlined profile. The lightweight EVA outsole delivers all-day comfort and bounce, while...- $30.00
$99.99- $30.00
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Webmaster Low Top Moc Toe Sneakers
Handcrafted with character and care, this low-top sneaker combines timeless moc toe styling with everyday comfort. Made from chrome-free, vegetable-tanned leather, it showcases the brand's signature artisanal finish and rugged appeal. A cushioned insole and sturdy rubber sole make it a smart, stylish pick...- $76.80
$255.99- $76.80
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Wellington Sneakers
Easygoing style meets everyday comfort in the Wellington sneaker. Crafted with a smooth leather upper and soft fabric lining, it's designed to feel just right from the moment you slip it on. A fully lined, cushioned insole keeps every step comfortable, while the textured...- $34.50
$114.99- $34.50
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Wentworth Casual Lace-Ups
Ready to experience all-day comfort and classic style? Lace up your Rockport Wentworths and feel the difference. Quality leather forms a durable upper that looks sharp with everything in your closet. The secure lacing system lets you dial in the perfect fit, while the...- $46.50
$154.99- $46.50
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Westwood Sneakers
Meet the sneaker that's equal parts style and comfort. The Westwood is your go-to for days when you want to keep it casual but still look effortlessly polished. With its lace-up design and signature Ted Baker detailing, this sneaker brings a refined twist to...- $55.50
$184.99- $55.50
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Wilkins Loafers
Give your everyday routine a little refresh with a slip‑on that mixes sporty style and all‑day comfort in the easiest way. This European‑inspired casual shoe pairs a hand‑finished blend of full‑grain leathers with a streamlined silhouette that feels both modern and relaxed. Inside, a...- $39.00
$129.99- $39.00
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Wivlo Casual Sneakers
Easygoing style starts here. The Calvin Klein Wivlo is an everyday essential designed to go with just about everything. Featuring a clean low‑top silhouette, classic lace‑up front, and comfortable round toe, this sneaker keeps things simple while still looking polished. It's the kind of...- $33.00
$109.99- $33.00
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Wizard Leather Moc Toe Sneakers
These leather lace-up sneakers bring a boho vibe to your weekend plans. With a cushy padded insole and flexible sole, they're perfect for strolling, strutting, or showing off your laid-back style. Whether you're brunch-bound or taking the scenic route, these kicks keep it cool,...- $60.00
$199.99- $60.00
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Workbench Moc Toe Sneakers
These sneakers offer a rugged yet refined take on everyday footwear. Handcrafted from chrome-free, vegetable-tanned leather, they feature a distinctive moc toe design and artisanal finishes that reflect the brands commitment to heritage craftsmanship. With a cushioned insole and durable rubber outsole, this pair...- $87.00
$289.99- $87.00
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XC4 H-1 Luxe Hybrid Golf Sneakers
Designed to perform on and off the course, these golf sneakers feature the heritage craftsmanship of fine Johnston & Murphy footwear and modern performance technology. Removable footbeds accommodate custom orthotics or wider feet.• Waterproof bootie construction.• Neoprene stretch collar.• J&M; Smart Degree Technology for...- $45.00
$149.99- $45.00
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Zerogrand Wingtip Oxford Dress Sneakers
Who says business casual can't be a flex? These leather lace-up dress sneakers blur the line between boardroom and brunch. With their perforated design and chic piping, they're breathable, stylish, and ready to impress. Flexible enough to keep up with your every move, they're...- $51.00
$169.99- $51.00
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