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  • Gift Badge For Florsheim Vibe Jr. Boys Plain Toe Chukka Boots
    New
    Online Exclusive
    The sale price is   $65.95
    Please choose a color.
    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 Johnston & Murphy Calder Chelsea Boots
    New
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    The Calder boot brings together versatile design and everyday functionality. Crafted from rich leather, they feature elastic side panels and a pull tab for easy on-and-off wear. A natural fit for both dressier occasions and casual outings, this pair features a cushioned footbed and soft lining for lasting comfort. The durable outsole offers reliable traction. Pair them with denim, chinos, or tailored trousers for effortless style you can rely on.
  • Gift Badge For Johnston & Murphy Braxton Chukka Boots
    New
    Online Exclusive
    The sale price is   $159.00
    Description:
    The Braxton chukka boot is crafted from rich leather with subtle stitched details. Designed for flexibility and durability, they have a cushioned footbed and sturdy outsole that provide support whether you're heading to the office or exploring the city. The ankle-high profile delivers a tailored look that pairs effortlessly with denim, chinos, or even casual suiting, making it a go-to choice for transitional dressing and year-round wear.
  • Gift Badge For Florsheim Plain Toe Chukka Boots
    New
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Polished yet practical, these Florsheim chukka boots deliver everyday versatility with a refined edge. Crafted from rich leather and set on a durable rubber sole, it pairs classic chukka styling with modern comfort features. A cushioned footbed and soft Suedetec lining provide support from morning commutes to evening plans, while the clean plain toe keeps your look sharp. Whether you're dressing up denim or adding a relaxed touch to tailored trousers, this boot moves effortlessly through the week.
  • Gift Badge For Stacy Adams Brumley Moc Toe Lace Up Boots
    New
    Online Exclusive
    The sale price is   $160.00
    Please choose a color.
    Description:
    Rugged meets refined in the Brumley boot, a versatile style from the brand's FlexZone collection. Featuring a rich, hand-burnished upper with a modern mix of materials, colors, and textures, this boot is designed for both visual impact and all-day comfort. The FlexZone cushioned footbed includes a molded heel cup and sustainable microfiber cover, offering anatomical arch support that adapts to your stride. Soft microfiber linings enhance comfort, while the lace-up design and moc toe silhouette add a classic touch to a contemporary silhouette.
  • Gift Badge For Florsheim Forge Plain Toe Chukka Boots
    New
    Online Exclusive
    The sale price is   $130.00
    Description:
    A smooth leather upper and stacked heel give this chukka boot a versatile, stylish look, while breathable textile linings add all-day ease. The removable footbed features OrthoLite high-rebound foam and a molded EVA heel cup for superior cushioning and support. A durable rubber outsole completes the design, offering reliable traction with every step.
  • Gift Badge For Florsheim Lodge Chukka Boots
    New
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    An instant classic, these Florsheim chukka Boots blend smooth leather with modern stitching and a cool stacked heel. Its versatile design pairs effortlessly with chinos or jeans, making it your go-to for countless occasions. Inside, you'll find soft, comfortable Suedetec linings and a fully cushioned footbed with Ortholite high-rebound foam for exceptional all-day comfort, all supported by a durable rubber sole.
  • Gift Badge For Jos. A. Bank Chukka Boots
    New
    The regular price is   $140.00 The sale price is   $98.00 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Description:
    Refined yet rugged, this Jos. A. Bank chukka boot strikes the perfect balance between polish and versatility. Crafted from smooth leather with classic eyelet styling, it's designed for comfort and easy pairing from tailored trousers to your favorite jeans. A timeless staple built for seasons of wear.
  • Gift Badge For Stacy Adams Henry Cap Toe Lace Boots
    New
    Online Exclusive
    The sale price is   $165.00
    Please choose a color.
    Description:
    A modern take on a classic silhouette, the Henry boot is perfect for elevating your professional or casual style. Crafted with a polished upper and a distinctive cap-toe design, this boot offers a refined look that's both timeless and on-trend. The secure lace-up closure and durable stacked heel provide both a comfortable fit and lasting quality. Whether you pair it with a tailored suit or with dark denim, it's a versatile staple for your wardrobe.
  • Gift Badge For Florsheim Forge Plain Toe Chelsea Boots
    New
    Online Exclusive
    The sale price is   $130.00
    Description:
    Made with a smooth leather upper and a modern stacked heel, this Florsheim boot slips on easily thanks to flexible side gore panels. Inside, a breathable textile lining and cushioned, removable footbed with OrthoLite high-rebound foam, and a molded EVA heel cup deliver lasting support. A durable rubber outsole rounds out the design, offering reliable traction for workdays and weekends alike.
  • Gift Badge For Born Reed Pull On Boots
    New
    Online Exclusive
    The sale price is   $150.00
    Please choose a color.
    Description:
    Crafted from full-grain leather, this pull-on boot showcases timeless style and rich character that only improves with wear. A breathable leather and microfiber lining, paired with a foam-cushioned, leather-covered footbed, delivers exceptional comfort. Finished with a high-traction, lightweight rubber outsole and stacked wood-finish heel, it's built for stability and style, while the Opanka handcrafted construction ensures lasting durability and flexibility.
  • Gift Badge For Florsheim Anthem Plain Toe Chukka Boots
    New
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Classic design meets modern edge in these Florsheim Chukka boots. With a clean three-eyelet profile and stacked heel, they bring effortless style to everything from office hours to off-duty adventures. Crafted from rich leather, these boots pair perfectly with jeans and a sport coat for a look that's both polished and relaxed. Inside, soft Suedetec linings and a cushioned, removable EVA footbed wrapped in leather provide lasting comfort and flexibility, while the durable rubber outsole ensures reliable traction wherever the day takes you.
  • Gift Badge For Florsheim Anthem Plain Toe Chelsea Boots
    New
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Effortlessly stylish and endlessly versatile, these Florsheim boots are designed to keep up with wherever life takes you. Crafted in rich leather, their clean lines and modern silhouette make them a natural match for everything from tailored trousers to worn-in denim. Inside, soft Suedetec linings and a fully cushioned, removable EVA footbed wrapped in leather deliver comfort that lasts all day. Finished with a durable rubber outsole for added traction and flexibility, it's the kind of boot you'll want to keep on rotation.
  • Gift Badge For Nunn Bush Chase Plain Toe Chukkas
    Online Exclusive
    The regular price is   $95.00 The sale price is   $66.50 sale

    30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)

    Please choose a color.
    Description:
    Modern and minimal, these Nunn Bush chukkas are designed for everyday versatility with a clean silhouette and embossed sidewall detail. Whether you're headed to the office or out for the evening, this chukka delivers all-day comfort with breathable stretch linings and a cushioned footbed. The removable EVA insole features Smartscent technology to reduce odors and includes 20% BLOOM, an eco-conscious material made from algae that helps purify water and air. Built on Nunn Bush s KORE platform, the sole is biomechanically engineered to support your stride and propel you forward, while lightweight EVA and durable rubber provide long-lasting traction and comfort.

Boots:

To understand the foundation of a man’s wardrobe you must start at the bottom, with his shoes. Jos. A. Bank has a wide selection of men’s boots in a variety of styles made to carry you from workday to weekend effortlessly and comfortably. Try on a pair of our men’s leather boots and suede boots from leading brands like Kenneth Cole, Moretti, Florsheim and Johnston & Murphy. Get flexible, all day comfort with a pair of finely crafted Florsheim chukka boots featuring smooth polished uppers and suede details. Add rugged good looks and style to your casual wardrobe with a pair of Kenneth Cole New York Low Top Leather Boots. Or complete an easy, casual look with fine leather boots from Johnston & Murphy. Once you’ve found the proper foundation, add to it by pairing your new shoes with the right dress pants, denim or Sportshirt.