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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:
Built with an EasyCare upper designed for minimal maintenance, these boots keep their polished look without demanding your time or attention. The plain toe gives them a clean, modern feel, striking that perfect balance between laid‑back and put‑together. Inside, your feet get the treat of breathable stretch textile linings, soft and flexible enough for all‑day comfort. And thanks to KORE technology, each step gets a little boost, biomechanically designed to make walking feel smoother, steadier, and surprisingly effortless. The upper is crafted from durable manmade leather, giving you long‑lasting wear without weighing you down. Underfoot, a sturdy manmade sole keeps you grounded while offering dependable support for everyday adventures. -
Online ExclusiveThe sale price is $135.00Please choose a color.
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43JR_75_EASTLAND_NAVY_SW?$swatch$ -
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43JR_42_EASTLAND_OX_SW?$swatch$ -
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43JR_39_EASTLAND_PEANUT_SW?$swatch$
Description:
Reinforced two-tone Taslan laces give this moc toe boot a rugged, trail-inspired edge, while the easy-care smooth leather upper keeps it looking sharp with minimal upkeep. Designed for comfort, the mini groove sole flexes with your stride to support all-day wear. Style it with raw denim and a flannel shirt for a laid-back weekend look, or pair it with corduroys and a quilted vest for a refined take on outdoor-ready fashion. -
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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. -
Online ExclusiveThe sale price is $145.00Please choose a color.
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43J8_43_EASTLAND_OAK_SW?$swatch$ -
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43J8_01_EASTLAND_BLACK_SW?$swatch$
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. -
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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. -
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:
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 $120.00Please choose a color.
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The price of the product might be updated based on your selection
43DL_16_NUNN_BUSH_BLACK_TUMBLE_SW?$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.
