Black Rounded Casual Shoes
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Description:
Timeless design meets unmatched comfort in these plain toe Oxfords. Crafted with meticulous attention to detail, this ultra-light shoe features a rich leather upper, padded collar, and heritage-inspired double-stitch accents. Built for all-day wear, this shoe boasts a molded EVA footbed and a lightweight, responsive EVA outsole, ensuring soft support with every step. Its rugged tread pattern provides steady traction. -
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42LR_16_FLORSHEIM_TAN_SW?$swatch$ -
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42LR_01_FLORSHEIM_BLACK_SW?$swatch$
Description:
From the Florsheim fine line of shoes, these impeccable loafers are perfect for both work week and weekend. Relax in comfort with their fully cushioned footbed and soft linings. They have a soft, fine leather upper with simple detailing. -
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Online ExclusiveThe sale price is $149.50Please choose a color.
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418Y_16_FLORSHEIM_COGNAC_NEW_SW?$swatch$ -
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418Y_01_FLORSHEIM_BLACK_NEW_SW?$swatch$
Description:
Smooth and stylish, these classic cap-toe oxfords will complete your dress-wear look. Breathable, durable, and soft leather quarter linings and sock liner. Fully cushioned insole with removable footbed with ortholite high rebound foam. Flexible rubber sole. Full grain leather upper. Spot clean. Imported. -
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NewOnline ExclusiveThe sale price is $125.00Please choose a color.
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43VD_12_EASTLAND_IVORY_SW?$swatch$ -
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43VD_01_EASTLAND_BLACK_SW?$swatch$ -
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43VD_38_EASTLAND_BROWN_SW?$swatch$
Description:
The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks. -
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NewOnline ExclusiveThe sale price is $180.00Please choose a color.
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43WA_03_DREW_GREY_SW?$swatch$ -
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43WA_01_DREW_BLACK_SW?$swatch$ -
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43WA_75_DREW_NAVY_SW?$swatch$ -
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43WA_10_DREW_WHITE_SW?$swatch$
Description:
No hands! No hassle! No kidding! Retro style meets modern comfort with Connor. Elasticized laces and a built-in shoehorn create a hands-free experience, allowing you to step in and go. Complete with two removable insoles, Connor includes the proprietary Walk Right Technology insole for added or double depth. A firm, extended medial heel stabilizer cradles the heel and arch and reduces overpronation. And a mild rocker bottom helps reduce foot strain and promotes better posture, making these shoes ideal for busy days on the go. Step into this innovative sneaker with a vintage vibe and keep your feet supported and comfortable every step of the way. -
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NewOnline ExclusiveThe sale price is $180.00Please choose a color.
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43W6_01_DREW_BLACK_SW?$swatch$ -
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43W6_03_DREW_GREY_SW?$swatch$
Description:
Step into style and comfort with Miller! These sneakers combine a modern design with superior support, making them perfect for all‑day wear. Featuring functional laces for a secure, adjustable fit and side zippers for easy on‑and‑off convenience, these sneakers are as practical as they are stylish. Complete with two removable insoles, Miller includes the proprietary Walk Right Technology Insole for added comfort and double depth. The built‑in orthopedic benefits include a non‑slip rocker bottom that helps reduce foot fatigue and promotes proper alignment by distributing the load of each step and reducing peak impact. A firm extended medial heel stabilizer cradles the heel and arch to help reduce over‑pronation, while the design also accommodates prescribed orthotics. Perfect for active lifestyles, these sneakers are a must‑have for men who value both form and function. -
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NewOnline ExclusiveThe sale price is $180.00Please choose a color.
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43W9_38_DREW_BROWN_SW?$swatch$ -
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43W9_01_DREW_BLACK_SW?$swatch$
Description:
Slip into this casual, comfortable Match shoe and experience a whole new level of comfort. Offering two removable insoles: keep both in for added depth, remove one for double added depth. Match provides superior control of the gait cycle for overall body health. The twin gore slip-on design promotes ease of wear, while the padded tongue and collar keeps things comfy. The removable, Walkright Technology insole offers a stability heel cradle and shock-absorbing heel cushion. And, the slip-resistant outsole will keep you sure on your feet. Ideal for the diabetic foot. -
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43W8_01_DREW_BLACK_SW?$swatch$ -
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43W8_38_DREW_BROWN_SW?$swatch$
Description:
The Drew® Maker Casual Shoe combines comfortable features with stylish looks, making it a perfect addition to any shoe collection. The Maker comes with an upper made with premium leather. The Walk Right Technology removable footbed provides arch support and shock absorption, plus it can be removed to accommodate custom orthotics or diabetic insoles. The wide, rocker bottom, and strong shank offer lateral, medial, and arch support as well as better motion control by maximizing rearfoot stability. The slip-resistant outsole will keep you sure on your feet. It's ideal for diabetics and casual wearers alike. -
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Description:
Crafted for relaxed refinement, the Eastland Henderson pairs classic style with barefoot-friendly comfort. A full-grain leather upper combines with a soft fabric lining to deliver a smooth, comfortable feel even without socks. Inside, a comfort insole supports and conforms to the natural curves of your foot for all-day wearability. The rubber outsole provides flexible comfort, dependable slip-resistance, and long-lasting durability, perfect for everyday errands, weekend wear, or time behind the wheel. -
NewOnline ExclusiveThe sale price is $140.00Please choose a color.
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43VA_01_EASTLAND_BLACK_SW?$swatch$ -
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43VA_17_EASTLAND_LIGHT_TAN_SW?$swatch$
Description:
The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary. -
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Online ExclusiveThe sale price is $110.00Please choose a color.
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43N6_01_CLARKS_BLACK_SW?$swatch$ -
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43N6_38_CLARKS_BROWN_SW?$swatch$ -
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43N6_16_CLARKS_TAN_SW?$swatch$
Description:
Look both laid-back and luxe in these chic Radwell sneakers. Made by Clarks from smooth, durabale leather, these kicks come cushioned with a molded contour comfort footbed and a lightweight, impact-absorbing EVA midsole. Stylish and comfy, they sport an XTRALITE outsole for effortless traction and increased durability. Whether worn with slacks, chinos, or jeans, you'll feel confident and cool with every step. -
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Description:
Meet your new go-to for style that doesn't slow you down. These Cole Haan shoes combine classic Oxford charm with modern ease, thanks to quick-on elastic laces that make slipping in and out a breeze. Laser-cut detailing adds a fresh, contemporary twist, while lightweight comfort keeps you moving effortlessly from work to weekend. It's polished, practical, and ready for anything. -
Going FastOnline ExclusiveThe sale price is $90.00Please choose a color.
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43R3_02_NUNN_BUSH_BLACKWHITE_SW?$swatch$ -
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43R3_01_NUNN_BUSH_BLACK_SW?$swatch$ -
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43R3_38_NUNN_BUSH_BROWN_SW?$swatch$ -
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43R3_41_NUNN_BUSH_COGNAC_SW?$swatch$
Description:
Some shoes just make life easier, and this one was designed exactly for that. Built with an EasyCare upper, it keeps its polished look with minimal effort, so you can spend less time fussing and more time getting where you need to go. Inside, breathable stretch textile linings wrap your feet in all‑day comfort, moving with you instead of asking you to adjust. And thanks to KORE technology, every step feels intentionally supported because it's biomechanically designed to make walking smoother, steadier, and surprisingly effortless. A durable manmade upper brings long‑lasting wear to the mix, making this Oxford a practical go‑to for workdays, events, and everything that pops up in between. -
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Going FastOnline ExclusiveThe sale price is $100.00Please choose a color.
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43R6_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43R6_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
Sliding into comfort shouldn't require effort and this slip‑on proves it. Crafted from naturally soft genuine leather, it brings a polished look with that easy, broken‑in feel everyone loves. Inside, the Suedetec linings keep things smooth and cozy, wrapping your feet in soft comfort from the very first step. A Comfort Gel footbed does its quiet magic, combining molded EVA for support with a memory foam insole that delivers that satisfying little "ahh" with every stride. A smooth leather upper, a refined stacked heel, and a clean, modern profile give this slip‑on a versatile look that works everywhere from office days to evenings out. -
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Online ExclusiveThe sale price is $130.00Please choose a color.
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43GH_80_ROCKPORT_LIGHT_GREEN_SW?$swatch$ -
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43GH_01_ROCKPORT_BLACK_SW?$swatch$ -
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43GH_72_ROCKPORT_DARK_BLUE_SW?$swatch$
Description:
Keep it casually cool with the ultra-comfy LiteCourt Sneakers. Made by Rockport, these laid-back lace-ups are fashioned from genuine, durable leather. They're both stylish and orthopedic friendly with their padded collar and tongue, cushioned insole, EVA midsole, and truTECH® technology for lightweight shock absorption. Complete with a thick and grippy rubber outsole, these kicks are sure to become an instant wardrobe favorite. -
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Online ExclusiveThe sale price is $125.00Please choose a color.
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40DT_38_BORN_SHOES_BROWN_SW?$swatch$ -
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40DT_01_BORN_SHOES_BLACK_SW?$swatch$
Description:
Everything you need in an everyday shoe, this style combines effortless wear with premium comfort. Crafted from soft, hand-finished full-grain leather, it features a breathable microsuede lining and a removable footbed with added foam for superior cushioning. The high-traction, lightweight rubber outsole ensures flexibility and durability, while 2-way Opanka handcrafted construction delivers exceptional quality and comfort. Perfect for slipping on and off with ease, these loafers are designed for all-day wear. -
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43J9_38_EASTLAND_BROWN_SW?$swatch$ -
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43J9_01_EASTLAND_BLACK_SW?$swatch$ -
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43J9_17_EASTLAND_KHAKI_SW?$swatch$
Description:
Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day. -
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Going FastOnline ExclusiveThe sale price is $110.00Please choose a color.
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43DA_01_NUNN_BUSH_BLACK_SW?$swatch$ -
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43DA_41_NUNN_BUSH_COGNAC_SW?$swatch$
Description:
Refined craftsmanship meets everyday comfort in this moc toe penny loafer, designed with detailed stitching and a rich two-tone leather upper. Lined with breathable Suedetec for moisture control, it features a removable Comfort Gel footbed with memory foam and a heel pod for all-day support. The lightweight LITES outsole, made with millions of air bubbles for feather-light durability, pairs with KORE technology to deliver a smooth, cushioned stride. -
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Description:
With its cap toe, stacked heel, and refined profile, the Centro Flex Cap Toe Oxford delivers standout style for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this shoe offers a polished look with thoughtful comfort built in. The easy-care upper requires minimal maintenance, while breathable stretch linings keep your feet cool. A Comfort Gel footbed with molded EVA, memory foam, and a signature heel pod provides all-day cushioning and support. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish. -
Online ExclusiveThe sale price is $110.00Please choose a color.
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43DP_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DP_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
Blending classic style with modern ease, these Nunn Bush shoes is built for all-day wear. Featuring a moc toe design, it offers the convenience of a slip-on with the support of a Dual Comfort footbed, combining two layers of cushioned EVA foam and arch support for lasting comfort. Fully padded linings enhance breathability and softness, while the KORE technology sole provides flexibility and shock absorption to keep you moving with ease. -
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Online ExclusiveThe sale price is $85.00Please choose a color.
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43DB_20_NUNN_BUSH_STONE_SW?$swatch$ -
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43DB_75_NUNN_BUSH_NAVY_SW?$swatch$ -
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43DB_01_NUNN_BUSH_BLACK_SW?$swatch$ -
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43DB_03_NUNN_BUSH_GREY_SW?$swatch$
Description:
Easygoing and effortlessly stylish, these Nunn Bush slip ons are the perfect warm-weather companion. Made from soft cotton canvas with an athletic-inspired white sole, they strike the right balance between relaxed and refined. Breathable stretch linings and a molded, removable EVA footbed deliver all-day comfort, while the lightweight sole cushions each step for all-day ease, whether you're heading to the office in chinos or strolling the boardwalk in shorts. -
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43DT_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DT_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
A timeless essential with added polish, these Nunn Bush Oxfords offer the versatility to complement everything in your wardrobe. The smooth leather upper features classic cap toe detailing for a refined touch, while the modern sole brings everyday wearability. Inside, breathable padded mesh linings ensure all-day comfort, and the Dual Comfort footbed crafted with two EVA foam layers and arch support provides lasting cushioning with sustainable materials. The dual-density KORE midsole and slip-resistant rubber sole offer shock absorption and traction, while Flex Technology and an EZ rigid heel make for easy movement and effortless on-and-off wear. -
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43DG_41_NUNN_BUSH_COGNAC_MULTI_SW?$swatch$ -
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43DG_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
With a polished leather upper and an athletic-inspired sole, these Nunn Bush Oxfords effortlessly blends dressy style with everyday comfort. A hidden elastic gore patch ensures easy on-and-off and a flexible, personalized fit, while fully padded mesh linings keep your feet cool and supported. The Dual Comfort footbed crafted with two EVA foam layers and arch support offers cushioning that lasts all day, and the lightweight sole with a rubber heel pod absorbs impact with every step. -
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Online ExclusiveThe sale price is $130.00Please choose a color.
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438W_01_CLARKS_BLACK_SW?$swatch$ -
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438W_18_CLARKS_DARK_TAN_SW?$swatch$
Description:
The Eldredge Step blends polished looks with Clarks signature comfort technology. Effortlessly versatile, this slip-on shoe combines classic style with everyday comfort. Made from smooth leather with subtle stitching details, it features elastic side gores for easy on-and-off wear. A cushioned EVA footbed and slip-resistant rubber sole provide support and stability, making it an ideal choice for work, travel, or casual outings. -
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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.