Boots Leather Shoes
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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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Going FastOnline ExclusiveThe sale price is $135.00 salePlease choose a color.
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43JF_41_FLORSHEIM_COGNAC_SW?$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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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 $145.00Please choose a color.
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The price of the product might be updated based on your selection
43JB_38_FLORSHEIM_BROWN_CH_SW?$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 $120.00Please choose a color.
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The price of the product might be updated based on your selection
43DK_40_NUNN_BUSH_BROWN_CZ_HORSE_SW?$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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Online ExclusiveThe sale price is $140.00 salePlease choose a color.
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43JK_38_FLORSHEIM_BROWN_CH_SW?$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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Online ExclusiveThe sale price is $95.00 salePlease choose a color.
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43DD_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DD_01_NUNN_BUSH_BLACK_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $130.00Please choose a color.
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The price of the product might be updated based on your selection
43JG_38_FLORSHEIM_BROWN_CH_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $110.00 salePlease choose a color.
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438P_01_CLARKS_BLACK_SW?$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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Leather for Every Look
Leather shoes add a finishing touch to any outfit.
Leather has long been a favorite for accessory designers because it's durable, it's easy to work with and it only gets better with age. No wonder leather shoes are the perfect finishing touch to a range of classic men's looks. Our commitment to menswear tradition leads us to curate a range of leather shoes for men: styles for every conceivable occasion and with one unifying characteristic: quality. Whether your taste veers toward wingtips, monkstraps or two-tone derbies, we carry the well-crafted leather dress shoes you're looking for. Our brands include the best names in the business—Cole Haan, Florsheim and Joseph Abboud, among others. You can shop casual leather shoes, from loafers and drivers to Venetian slip-ons and even camp-style moccasins. For the man who prefers to make a statement—or who appreciates extra protection in wet weather—we source well-constructed dress boots and casual leather chukkas. Try pairing a tailored suit or dressy sportcoat with "trainer-style" white leather shoes—for a look that mixes high style with casual ease. We'll help you complete every outfit without making a second trip to the shoe store. That's the beauty of shopping shoes with us: all the clothes you'll want to wear with them are only an arm's length away.
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.