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Leather Casual Shoes

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  • Gift Badge For Jos. A. Bank Hybrid Wingtip Shoes
    The regular price is   $120.00 The sale price is   $90.00 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Bridging the gap between dress shoe and sneaker, these versatile shoes feature a classic wingtip upper crafted from smooth leather for a touch of sophistication. But look underneath, and you'll find a crisp white sole, a modern twist that injects a touch of sporty flair. This unexpected detail makes them perfect for dressed-down office looks or weekend adventures.
  • Gift Badge For Jos. A. Bank Hybrid Derby Shoes
    The regular price is   $120.00 The sale price is   $90.00 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Bridging the gap between dress shoe and sneaker, these versatile shoes feature a classic derby upper crafted from smooth leather for a touch of sophistication. But look underneath, and you'll find a crisp white sole, a modern twist that adds a touch of sporty flair. This unexpected detail makes them perfect for dressed-down office looks or weekend adventures.
  • Gift Badge For Cole Haan American Classics Montrose Oxfords
    The regular price is   $200.00 The sale price is   $150.00 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Timeless design meets unmatched comfort in these plain toe Oxfords. Crafted with meticulous attention to detail, this ultra-light shoe features a rich leather upper, padded collar, and heritage-inspired double-stitch accents. Built for all-day wear, this shoe boasts a molded EVA footbed and a lightweight, responsive EVA outsole, ensuring soft support with every step. Its rugged tread pattern provides steady traction.
  • Gift Badge For Florsheim Zacarro Moc Bit Loafers
    The regular price is   $135.00 The sale price is   $101.25 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    From the Florsheim fine line of shoes, these impeccable loafers are perfect for both work week and weekend. Relax in comfort with their fully cushioned footbed and soft linings. They have a soft, fine leather upper with simple detailing.
  • Gift Badge For Florsheim Remi Plain Toe Oxfords
    The regular price is   $135.00 The sale price is   $101.25 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    Clean lines over a smooth leather upper lend classic style to these plain-toe Oxfords from Florsheim. With a padded footbed, soft and comfortable Suedetec lining, and rubber sole, these versatile lace-ups can be worn with anything from slacks to chinos to jeans.
  • Gift Badge For Florsheim Capitol Canvas Plain Toe Lace Up Oxfords
    The regular price is   $100.00 The sale price is   $75.00 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    Lighten up for warm weather without missing a step in this casually cool Oxford from Florsheim. Leather details add rich contrast to the smooth canvas upper. Soft, comfortable Suedetec lining. Durable rubber sole. Imported.
  • Gift Badge For Florsheim Finance Cap Toe Oxfords
    The regular price is   $140.00 The sale price is   $105.00 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    Smooth and stylish, these classic cap-toe oxfords will complete your dress-wear look. Breathable, durable, and soft leather quarter linings and sock liner. Fully cushioned insole with removable footbed with ortholite high rebound foam. Flexible rubber sole. Full grain leather upper. Spot clean. Imported.
  • Gift Badge For Ben Sherman Martin Sneakers
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    The regular price is   $65.00 The sale price is   $48.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    The Martin is a modern reinterpretation of the classic court shoe, designed to deliver both style and comfort. Featuring a synthetic leather and suede upper, it has a retro-inspired look with subtle branding that reflects Ben Sherman's signature aesthetic. The sneaker includes soft fabric linings and a padded footbed for enhanced comfort, while the TPR rubber outsole gives you reliable traction and durability. With its lace-up front and versatile design, it's perfect for elevating casual outfits with a sporty edge.
  • Gift Badge For Ben Sherman Hawthorn LX Sneakers
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    The regular price is   $65.00 The sale price is   $48.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    These sneakers are a stylish low-top shoe that blends classic British design with modern comfort. Crafted with a canvas upper and synthetic leather accents, it has a casually cool look that's suitable for everyday wear. It features Ben Sherman's signature mod stripe branding, adding a distinctive touch of heritage. A cushioned insole ensures all-day comfort, while the vulcanized rubber outsole provides reliable traction and durability. Finished with a secure lace-up closure, the Hawthorn LX is a versatile choice that pairs effortlessly with jeans, joggers, or chinos for a polished casual outfit.
  • Gift Badge For Rockport Jonston Lace-Up Round Toe Casual Sneakers
    New
    The regular price is   $135.00 The sale price is   $101.25 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    Meet your new everyday MVP. The Rockport Jonston sneaker blends laid-back style with smart design, starting with a round toe and a clean lace-up profile. But it's what's inside that really shines; truTECH® technology cushions every step, while the stretch-friendly design adapts to your foot's natural movement like it was made just for you. Crafted from leather, it's durable, breathable, and ready to go the distance. Bonus: this shoe is orthotic friendly, so comfort doesn't have to compromise style.
  • Gift Badge For Belvedere Fernando Woven Slip On Sneakers
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    The regular price is   $219.00 The sale price is   $164.25 sale

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    Description:
    Where ease meets craftsmanship, this Belvedere sneaker is a study in understated luxury. Handwoven Nappa leather panels form the upper, offering breathable texture and a striking visual finish. Smooth leather trim and dual elastic side gores ensure a flexible, slip-on fit, while the cushioned leather-lined interior and lightweight rubber sole provide all-day comfort and modern polish. Handmade in Brazil and designed in California, this versatile sneaker transitions effortlessly from weekday to weekend.
  • Gift Badge For Florsheim Vibe Jr. Boys Plain Toe Chukka Boots
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    The sale price is   $65.95
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    Description:
    Stylish enough for special occasions and tough enough for everyday play, this kids' plain toe chukka boot delivers grown-up looks with all the comfort a young wearer needs. The durable manmade upper stands up to school days and weekend adventures, while soft Suedetec lining keep things cozy inside. A cushioned memory foam footbed ensures all-day support, and the lightweight outsole with Flexsole Technology offers flexibility and traction right out of the box.
  • Gift Badge For Florsheim Croquet Jr Boys Moc Toe Penny Loafers
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    The sale price is   $65.95
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    Description:
    These penny loafers bring grown-up style to little feet with smooth vegan leather uppers, a lightweight unlined design, and cushy memory foam footbeds that keep him comfortable all day long. Whether dressing up for a special occasion or a school function, this loafer delivers timeless style with kid-tough durability thanks to its sturdy rubber sole.
  • Gift Badge For Florsheim Rucci Jr. Boys Cap Toe Oxfords
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    The sale price is   $59.95
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    Description:
    Ready for special occasions, this cap toe Oxford brings grown-up style to little feet with its smooth faux leather upper and modern profile. Inside, soft Suedetec lining and a cushioned memory foam footbed keep him comfortable all day long, while the durable rubber sole is built to keep up with every step, from school ceremonies to family celebrations.
  • Gift Badge For Johnston & Murphy Anders Perforated U Throat Sneakers
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    The sale price is   $159.00
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    Description:
    Sporty yet sophisticated, these Johnston & Murphy sneakers offer a fresh take on casual footwear. Perforated leather uppers add texture and breathability while maintaining a modern look. The cushioned interior and flexible sole provide all-day comfort, making them ideal for travel, weekend outings, or everyday wear. They pair effortlessly with everything from jeans to chinos.
  • Gift Badge For Florsheim Monopoli Elastic Lace-To-Toe Sneakers
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    The sale price is   $120.00
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    Description:
    Designed for ease without sacrificing style, these Florsheim sneakers with elastic no-tie laces make getting out the door faster and more comfortable than ever. The richly burnished leather upper adds a polished touch, while the athletic sole keeps your look grounded and versatile. Inside, soft Suedetec linings and a fully cushioned, removable Comfortech footbed with molded SupaCush EVA provide all-day support and flexibility. Finished with a durable rubber outsole, these sneakers are built for wherever your day takes you no laces required.
  • Gift Badge For Born Allegheny II Sneakers
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    The sale price is   $130.00
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    Description:
    These shoes bring back a modern classic with rugged style and a relaxed, broken-in look. Crafted in hand-finished full-grain leather, they're built for comfort with a breathable microsuede lining and a removable, foam-cushioned footbed. The lightweight rubber outsole offers flexibility and traction, while Born's signature 2-Way Opanka construction ensures lasting durability. Finished with a subtle 1-inch heel, it's a versatile everyday staple with handcrafted character.
  • Gift Badge For Born Marcus Sneakers
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    The sale price is   $120.00
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    Description:
    Handcrafted for a flexible fit, this business-casual sneaker moves seamlessly from office hours to off-duty moments. Its relaxed design is complemented by a stretch collar for all-day comfort, making it a versatile choice for both work and leisure.
  • Gift Badge For Ben Sherman Boxwell Sneakers
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    The regular price is   $90.00 The sale price is   $67.50 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

    Description:
    The Boxwell sneaker by Ben Sherman delivers a retro-inspired silhouette with modern updates. The synthetic leather upper is accented by a contrast suede heel patch and subtle logo details, while a cushioned footbed and soft lining offer everyday comfort. Finished with a vulcanized rubber sole, it's a versatile sneaker that pairs effortlessly with casual looks.
  • Gift Badge For Ben Sherman Centre Sneakers
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    The regular price is   $65.00 The sale price is   $48.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    Designed for comfort and versatility, these sneakers feature a cushioned memory foam insole and a synthetic nubuck upper. The lace-up closure ensures a secure fit, while the rubber outsole provides reliable traction for everyday wear. Available in neutral tones, they pair effortlessly with casual or smart-casual outfits.
  • Gift Badge For Ben Sherman Hampton Sneakers
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    The regular price is   $65.00 The sale price is   $48.75 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    With a crisp silhouette and retro-inspired design, these low-top sneakers bring a modern edge to classic court style. The synthetic leather upper is accented by Ben Sherman's signature mod stripe, while added padding on the tongue and collar enhances comfort. A cushioned insole and breathable lining make them ideal for all-day wear, and the rubber outsole ensures durability with every step.
  • Gift Badge For Florsheim Monopoli Lace-To-Toe Sneakers
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    The sale price is   $120.00
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    Description:
    Elevate your everyday look with these Florsheim sneakers a perfect blend of sport and sophistication. The richly burnished leather upper adds a refined touch, while the athletic-inspired sole keeps things casual and comfortable. Inside, soft Suedetec linings and a fully cushioned, removable Comfortech footbed with molded SupaCush EVA deliver support that lasts from your morning commute to after-hours plans. Finished with a durable rubber outsole, it's the kind of sneaker that moves seamlessly between dressed-up and laid-back.
  • Gift Badge For Cole Haan GrandPro Half Court SkyWeave Sneakers
    Online Exclusive
    The sale price is   $180.00
    Description:
    A modern take on the classic court sneaker, this pair is crafted with a breathable SkyWeave™ upper and ultra-lightweight construction. They're engineered for comfort with responsive cushioning, a molded footbed for arch support, and a flexible rubber outsole for traction. Relaxed enough for casual wear, supportive enough for all-day movement.
  • Gift Badge For Nunn Bush Kore EZ Icon Plain Toe Oxfords
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    The regular price is   $110.00 The sale price is   $82.50 sale

    25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)

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    Description:
    Versatile and built for comfort, these Nunn Bush Oxfords are a wardrobe staple with a modern edge. Crafted from smooth leather, they feature breathable, fully padded linings for all-around comfort and moisture control. The Dual Comfort footbed combines two EVA foam layers with arch support for cushioned support throughout the day. A dual-density KORE midsole and slip-resistant rubber sole offer shock absorption and traction, while Flex Technology and an EZ rigid heel make for easy movement and effortless on-and-off wear.