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All offers can be modified or canceled anytime and are subject to product availability. Selection varies by store and online. Offers are valid on new orders only. Offers cannot generally be combined with other offers. Discounts are not redeemable for cash or credit. Customers returning purchased items will forfeit any discounts applied to those items at the time of purchase; the Jos. A. Bank return policy will apply to the remainder of the purchase. Bank Account Rewards® points are earned only on amounts expended by you in connection with the purchase and are deducted for any returns.
All domestic online orders over $50 (before taxes) are eligible for free standard shipping. APO, FPO and U.S. Territories are excluded from offer.
SUPER TUESDAY SALE 30% OFF EVERYTHING*: *Discount off regular price. Prices online as marked. Select styles and colors. Excludes custom, gift cards, clearance, Lacoste, Scala, GTX, Kenneth Cole Watches, Manscaped, Jack Black, NOMATIC, select Cole Haan, select Florsheim, G.H Bass, Born Collection, Johnston & Murphy Collection, Clarks and Stacy Adams. No additional markdown on Clearance items. Not combinable with other offers. Ends 10/21/2025 11:59 p.m. CT.
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.
Description:
Bridging rugged charm and refined style, the Johnston & Murphy Calder Chukka Boots are a versatile staple for a modern wardrobe. Crafted from premium leather, these ankle-high boots have subtle stitching and a classic lace-up design. The cushioned footbed and soft lining provide all-day comfort, while the durable outsole offers reliable traction on a variety of surfaces.
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.
Description:
Modern and versatile, the Stacy Adams Townsend boot is crafted from rich tumbled leather with gore panels for easy on-and-off wear. It pairs effortlessly with both casual and dress looks, while the RedZone cushioned footbed provides anatomical arch support and a molded heel cup for enhanced comfort. A lightweight sole adds flexibility and durability, making this Chelsea boot a reliable choice for everyday style with a refined edge.
The regular price is
$145.00The sale price is
$101.50sale
30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)
Description:
Timeless and versatile, these classic leather Chelsea boots add polish to your wardrobe. Featuring clean lines, elastic side gores, and a streamlined silhouette, they slip on easily and pair effortlessly with both tailored looks and casual denim. Crafted from smooth leather, they offer durability, comfort, and refined style in equal measure.
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.
The regular price is
$140.00The sale price is
$98.00sale
30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)
Description:
For a versatile and stylish addition to your footwear collection, consider the leather chukka boots from Jos. A. Bank. Crafted with a rich leather upper, they offer a timeless appeal suitable for various occasions. The classic silhouette is enhanced with a durable lug sole, providing added traction and making them ideal for navigating unpredictable weather or exploring off-the-beaten-path. Whether paired with chinos for a polished look or jeans for a more casual ensemble, these boots are designed to elevate your style effortlessly.
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.
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.
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.
The regular price is
$150.00The sale price is
$105.00sale
30% Off Select Shoes! Super Tuesday Sale! (Price reflects discount)
Description:
These Chelsea boots blend classic style with modern innovation for unmatched all-day comfort. The refined silhouette transitions effortlessly from office to evening. Inside, Cole Haan's FlexCraft™ technology delivers hidden foam cushioning and enhanced flexibility, making each step feel smooth and supported. The lightweight Grand.OS energy foam sole adds responsive comfort and shock absorption, while the durable construction ensures lasting wear. Perfect for professionals on the move, these boots elevate your look without compromising on comfort.
Description:
Rich leather, subtle perfing, and a stacked-look sole give these Nunn Bush chukkas a refined yet relaxed feel that transitions effortlessly from office hours to after hours. Crafted from genuine crazy horse or tumbled leather with soft Suedetec linings, they deliver a smooth, comfortable fit. Underfoot, the molded Dual Comfort footbed made with recycled content blends cushioning and arch support for all-day ease. Finished with a lightweight EVA and durable rubber sole, these chukkas are built for style, comfort, and everyday wearability.
Description:
Classic Chelsea styling meets modern comfort in this plain toe boot designed for all-day wear. Crafted from genuine leather with soft Suedetec linings, it offers a smooth fit and feel from the moment you slip it on. A Dual Comfort footbed featuring layered EVA foam and built-in arch support made with recycled content delivers sustainable cushioning. Finished with a durable yet lightweight sole that blends EVA and rubber, this boot brings together timeless design and advanced comfort in one versatile package.
Description:
Rooted in heritage but made for today, this evolution of the iconic Clarks Desert boot brings modern comfort to a timeless silhouette. With premium leather, a streamlined profile, and a lightweight EVA outsole, they have the same classic style with enhanced cushioning and flexibility. It's a smart, everyday staple that pairs effortlessly with jeans, chinos, and more.
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.
Description:
Known for vintage-inspired craftsmanship, Vintage Foundry Co. designs balance timeless detail with modern wearability. The Flint pairs classic style with standout texture. Made from a combination of leather and cotton, it features a two-tone herringbone pattern with a wool-like finish for a refined yet distinctive look. A pull tab and rubber outsole add function.
Description:
Effortlessly cool and undeniably versatile, this Chelsea boot is crafted from premium suede with elastic side panels for easy on and off. The streamlined silhouette and stacked heel offer a refined finish that works just as well with jeans as it does with tailored trousers. With a rugged yet polished feel, it's a modern essential for any well-rounded wardrobe.
Description:
Rugged and built for everyday wear, this Chelsea boot brings together timeless style and dependable comfort. The elastic side panels and pull tab make it easy to slip on and go, while the durable sole adds traction and longevity. Whether you're dressing up or keeping it casual, it's a refined finish to your look.
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.
All offers can be modified or canceled anytime and are subject to product availability. Selection varies by store and online. Offers are valid on new orders only. Offers cannot generally be combined with other offers. Discounts are not redeemable for cash or credit. Customers returning purchased items will forfeit any discounts applied to those items at the time of purchase; the Jos. A. Bank return policy will apply to the remainder of the purchase. Bank Account Rewards® points are earned only on amounts expended by you in connection with the purchase and are deducted for any returns.
All online orders over $50 (before taxes) placed and shipped within the U.S. are eligible for free standard shipping.
Deal of the Day: Select styles and colors. Additional charge for Big & Tall sizes. Excludes Custom. Ends 11:59 p.m. CT.
