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Wingtip 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! (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 Cole Haan Grand Phaze Laser Quick-On Oxfords
    The sale price is   $150.00
    Description:
    Meet your new go-to for style that doesn't slow you down. These Cole Haan shoes combine classic Oxford charm with modern ease, thanks to quick-on elastic laces that make slipping in and out a breeze. Laser-cut detailing adds a fresh, contemporary twist, while lightweight comfort keeps you moving effortlessly from work to weekend. It's polished, practical, and ready for anything.
  • Gift Badge For Cole Haan Original Grand Energyweave Stitchlite Wingtip Oxfords
    Online Exclusive
    The sale price is   $160.00
    Please choose a color.
    Description:
    Feel like you're defying gravity in these Energyweave Stitchlite™ Oxfords. From Cole Haan's Original Grand collection, these smart-casual, knit kicks embody the future with their breathable, ultra-lightweight uppers while embracing tradition in dapper, wingtip fashion. The supreme comfort level is unparalleled with FlowerFoam™ cushioning made with a minimum of 25% dandelion rubber, an EVA midsole, and the flexible, shock-absorbing FlowerFlex™ sole. The result is a sustainable, dress-sneaker that stays ahead-of-the-curve and can go from upscale to downtown with ease.
  • Gift Badge For Stacy Adams Edgewood Elastic Lace Wingtips
    Online Exclusive
    The sale price is   $140.00
    Description:
    Tradition with a twist. These wingtip shoes feature brogue detailing and a streamlined silhouette, but it's the hidden elastic laces that set them apart, offering the look of a traditional lace-up with the convenience of a slip-on. Crafted with a smooth upper and designed for all-day comfort, the Edgewood is perfect for dressing up without slowing down.
  • Gift Badge For Cole Haan Zerogrand Remastered Wingtip Oxfords
    The sale price is   $220.00
    Description:
    These Oxfords combine brogue detailing with cutting-edge comfort. Designed for all-day wear, they feature a lightweight, cushioned sole with Grand.OS energy foam for superior flexibility and support. The updated design offers a modern profile, making this pair perfect for both professional and casual settings.
  • Gift Badge For Florsheim Dash Wing Tip Oxfords
    Online Exclusive
    The sale price is   $115.00
    Description:
    Make a statement without compromising comfort with these Oxfords from Florsheim. The classic wingtip design adds a touch of sophistication, while the athletic-inspired wedge sole offers unexpected flair. The soft suede linings and fully cushioned footbed ensure all-day comfort, making it perfect for those who value both style and practicality.
  • Gift Badge For Cole Haan Zerogrand Laser Wingtip Oxfords
    The regular price is   $160.00 The sale price is   $139.99 sale

    Limited Time Only!

    Description:
    A remarkably innovative upgrade on a classic style, the 2.ZERØGRAND Laser Wingtip Oxford seamlessly integrates craftsmanship with athletic innovations to carry you comfortably through any kind of day. Its Integrated Motion Outsole, Flex Welt, and laser-perforated leather support unrestricted movement and flexibility, while the dynamic energy foam rivals top-of-the-line running shoes as it comforts and propels each part of the foot. And the Zonal tongue and Achilles padding generate ready-to-wear comfort from day one.
  • Gift Badge For Johnston & Murphy XC+ Parker Wingtips
    Online Exclusive
    The sale price is   $185.00
    Please choose a color.
    Description:
    Elevate your everyday style with the XC+ Parker Wingtips, expertly crafted to deliver modern performance within a timeless silhouette. These lace‑up shoes feature waterproof suede that stands up to the elements while maintaining a refined, polished look. Inside, added cushioning in the tongue, heel, and arch ensures exceptional comfort, complemented by a smooth leather lining for a premium feel against the foot. The ultra‑light, molded, and removable XC Foam footbed provides responsive support with every step, making long days feel noticeably easier. Finished with a slip‑resistant rubber outsole for confident traction, these wingtips blend durability and comfort, making them perfect for work, travel, or everyday wear.
  • Gift Badge For Johnston & Murphy Cort Moc Venetian Loafers
    Online Exclusive
    The sale price is   $155.00
    Please choose a color.
    Description:
    Easygoing sophistication comes naturally in this ultra‑flexible Venetian loafer, crafted with genuine handsewn moccasin construction that moves comfortably with every step. The combination of soft sheepskin and microfiber linings adds a touch of unexpected luxury inside. Underfoot, the highly cushioned, molded, and removable TruFoam footbed delivers lightweight rebound and all‑day support, making this an effortless choice for polished style that feels as good as it looks.
  • Gift Badge For Johnston & Murphy Ventura 2-Eye Boat Shoes
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    The Johnston & Murphy Ventura brings classic nautical style together with all‑day comfort, thanks to its premium full‑grain leather upper and genuine moccasin construction that molds naturally to your foot. A molded, removable comfort footbed topped with soft sheepskin keeps every step cushioned and smooth, while the non‑marking rubber outsole delivers reliable traction whether you're on deck or on the move. Timeless, durable, and effortlessly versatile, it's the boat shoe that looks as good as it feels with no sea breeze required.