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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.
HOLIDAY KICK OFF SALE 25% OFF EVERYTHING*: *Discount off regular price. Prices online as marked. Select styles and colors. Excludes custom, gift cards, clearance, 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 Collection. No additional markdown on Clearance items. Not combinable with other offers. Ends 11/2/2025 11:59 p.m. CT.
Description:
Take the rugged road in stride with these Eastland boots crafted from full-grain leather. Equal parts sturdy and stylish, they're your all-season sidekicks, offering comfort and classic charm. Crafted for durability with a plain toe design, they walk the fine line between polished and laid-back. Whether you're tackling city streets or weekend getaways, these boots stay ready to roll. Lace up, step out, and let them carry you wherever adventure calls. They're a versatile win for your casual wardrobe upgrade.
The regular price is
$125.00The sale price is
$93.75sale
25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)
Description:
Built for everyday versatility, this chukka boot features a full-grain leather upper that adds a rich, polished finish to casual and business-casual looks alike. The durable, super lightweight rubber and EVA combo outsole delivers comfort without the bulk, making it ideal for long days on your feet. Pair it with slim-fit jeans and a Henley for a relaxed weekend vibe, or style it with tailored trousers and a sport coat for a modern office-ready ensemble.
Description:
Step into effortless style with these boots from Eastland. Designed for the modern man who values both versatility and comfort, they feature a timeless plain toe look that pairs as easily with your office wardrobe as it does with your weekend denim. The elastic side panels and pull tab make slipping them on a breeze. Built with durable leather and a sturdy sole, they're ready to wander wherever you're headed. Whether it's coffee runs or a night on the town, these boots keep you grounded in style.
The regular price is
$125.00The sale price is
$93.75sale
25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)
Description:
With a smooth leather upper that's easy to care for, this pull-on boot delivers everyday polish with minimal effort. The Active Memory Foam comfort insole cushions each step, while the flexible TPR outsole moves with you for all-day wearability. Slip it on with slim jeans and a utility jacket for a casual, go-anywhere look, or pair it with khakis and a sweater for a laid-back office outfit.
Description:
Crafted for everyday wear, the Whitby chukka delivers a modern take on a timeless favorite. Its smooth synthetic leather upper pairs effortlessly with both jeans and chinos, while the lightweight EVA outsole adds a sporty edge. With a cushioned insole and breathable lining, it's built for comfort without compromising style.
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:
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.
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:
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.
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:
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.
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
$108.75sale
25% Off Select Shoes! Holiday Kick-Off 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.
The regular price is
$145.00The sale price is
$108.75sale
25% Off Select Shoes! Holiday Kick-Off Sale! (Price reflects discount)
Description:
For a refined yet versatile footwear option, consider the Joseph Abboud Beaumont Suede Chelsea Boots from Jos. A. Bank. Crafted from soft suede, these boots feature elastic side gores for easy slip-on and removal, ensuring both style and convenience. The tapered toe design and welt profile provide a modern silhouette that pairs effortlessly with both chinos and casual denim.
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.
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
$105.00sale
25% Off Select Shoes! Holiday Kick-Off 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.
The regular price is
$140.00The sale price is
$105.00sale
25% Off Select Shoes! Holiday Kick-Off 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.
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.
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.
Description:
A blend of durability and sophisticated style, these Florsheim boots feature a smooth leather upper with elegant lines of stitching and a plain toe design. While it offers a secure lace-up closure, a convenient side zipper ensures an easy-on, easy-off fit. Its versatile style is complemented by a modern lug outsole, providing durability, traction, and comfort. Inside, breathable textile linings and a fully cushioned, removable footbed with OrthoLite high rebound foam and a molded EVA heel cup offer exceptional long-term wearability and support.
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:
Step into rugged style with Born. Made from hand-finished leather, this cap toe boot combines classic looks with modern comfort. A cushioned footbed and breathable lining keep you comfortable all day, while the durable rubber outsole and stacked heel offer reliable traction and a polished finish. With Born's signature Opanka construction, the Ryker delivers flexibility, support, and timeless appeal perfect for everyday wear or dressing up your look.
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.
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.
