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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. -
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. -
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:
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. -
Online ExclusiveThe sale price is $179.00Please choose a color.
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43KA_42_JOHNSTON_MURPHY_WALNUT_SW?$swatch$ -
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43KA_38_JOHNSTON_MURPHY_BROWN_SW?$swatch$ -
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43KA_43_JOHNSTON_MURPHY_MAHOGANY_SW?$swatch$
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. -
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Going FastOnline ExclusiveThe sale price is $135.00Please choose a color.
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43JF_41_FLORSHEIM_COGNAC_SW?$swatch$ -
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43JF_01_FLORSHEIM_BLACK_SW?$swatch$
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. -
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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. -
Online ExclusiveThe sale price is $140.00Please choose a color.
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43JK_38_FLORSHEIM_BROWN_CH_SW?$swatch$ -
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43JK_01_FLORSHEIM_BLACK_SW?$swatch$
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. -
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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. -
Online ExclusiveThe sale price is $165.00Please choose a color.
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43K3_16_STACY_ADAMS_TAN_SW?$swatch$ -
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43K3_38_STACY_ADAMS_BROWN_SW?$swatch$ -
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43K3_01_STACY_ADAMS_BLACK_SW?$swatch$
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. -
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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. -
Online ExclusiveThe sale price is $150.00Please choose a color.
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43J4_40_BORN_SHOES_CHOCOLATE_SW?$swatch$ -
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43J4_01_BORN_SHOES_BLACK_SW?$swatch$
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. -
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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. -
Going FastOnline ExclusiveThe sale price is $145.00Please choose a color.
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43JB_38_FLORSHEIM_BROWN_CH_SW?$swatch$ -
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43JB_45_FLORSHEIM_MOCHA_SW?$swatch$ -
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43JB_16_FLORSHEIM_SADDLE_TAN_SW?$swatch$ -
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43JB_01_FLORSHEIM_BLACK_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $145.00Please choose a color.
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43JC_16_FLORSHEIM_SADDLE_TAN_SW?$swatch$ -
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43JC_38_FLORSHEIM_BROWN_CH_SW?$swatch$ -
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43JC_45_FLORSHEIM_MOCHA_SW?$swatch$ -
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43JC_01_FLORSHEIM_BLACK_SW?$swatch$
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. -
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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. -
Online ExclusiveThe sale price is $110.00Please choose a color.
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438P_01_CLARKS_BLACK_SW?$swatch$ -
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438P_41_CLARKS_DK_BRN_SUEDE_SW?$swatch$ -
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438P_20_CLARKS_SAND_SW?$swatch$
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. -
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Description:
This updated classic from Johnston & Murphy has a sleek yet relaxed appeal. An EVA insole with cushioned XC Flex construction and a removable EVA memory-foam footbed provide support and comfort. -
Online ExclusiveThe sale price is $169.00Please choose a color.
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40GR_70_JOHNSTON_MURPHY_BLUE_SW?$swatch$ -
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40GR_12_JOHNSTON_MURPHY_IVORY_SW?$swatch$
Description:
Crafted from soft nubuck leather, these perforated plain toe Oxfords bring a modern, breathable twist to a classic lace‑up silhouette. The smooth leather lining enhances comfort, while a removable, contoured footbed with memory foam provides personalized cushioning that supports you throughout the day. An ultra‑light TRUFOAM midsole delivers responsive comfort without added weight, complemented by a padded collar and tongue for an easy, secure fit. Finished with durable rubber pods on the outsole for reliable traction, this style blends everyday versatility with elevated, lightweight comfort. -
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Online ExclusiveThe sale price is $120.00Please choose a color.
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43DJ_18_NUNN_BUSH_TAN_CZ_HORSE_SW?$swatch$ -
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43DJ_40_NUNN_BUSH_BROWN_CZ_HORSE_SW?$swatch$ -
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43DJ_01_NUNN_BUSH_BLACK_TUMBLE_SW?$swatch$
Description:
Step into effortless style with these Nunn Bush wingtip boots, where classic masculine appeal meets modern lightweight comfort. Crafted from genuine leather paired with a durable manmade upper, this boot blends rugged charm with contemporary versatility. Inside, soft Suedetec linings provide a smooth, comfortable feel, while Dual Comfort technology combines two EVA foam compounds and built-in arch support for all-day cushioning with an eco-friendly touch. The outsole balances lightweight EVA with durable rubber. -
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Online ExclusiveThe sale price is $120.00Please choose a color.
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43DK_40_NUNN_BUSH_BROWN_CZ_HORSE_SW?$swatch$ -
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43DK_18_NUNN_BUSH_TAN_CZ_HORSE_SW?$swatch$ -
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43DK_01_NUNN_BUSH_BLACK_TUMBLE_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $120.00Please choose a color.
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43DL_16_NUNN_BUSH_BLACK_TUMBLE_SW?$swatch$ -
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43DL_40_NUNN_BUSH_BROWN_CZ_HORSE_SW?$swatch$ -
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43DL_01_NUNN_BUSH_BLACK_TUMBLE_SW?$swatch$
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. -
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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 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.
