Plain 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. -
Going FastOnline ExclusiveDescription:
Lighten up for warm weather without missing a step in this casually cool Oxford from Florsheim. Leather details add rich contrast to the smooth canvas upper. Soft, comfortable Suedetec lining. Durable rubber sole. Imported. -
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Description:
Designed for effortless style and all‑day comfort, the Ben Sherman Camden is your go‑to for laid‑back versatility. Crafted with a textile upper, it brings a casual, lived‑in feel that pairs easily with everything from chinos to jeans. This clever convertible design works as a slip‑on for quick exits or can be worn with the optional lace‑up closure when you want a more classic sneaker look. A lightweight, breathable lining keeps things comfortable on the inside, making it ideal for busy days, weekend plans, and travel alike. -
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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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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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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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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:
Modern ease meets everyday comfort in this plain toe quick‑on Oxford, designed to move seamlessly from workdays to weekends. The streamlined silhouette delivers a neat, versatile look, while the slip‑on construction offers effortless wear without sacrificing polish. Engineered with Cole Haan's SkyWeave™ cushioning system and a cushioned footbed, it provides lightweight support and all‑day comfort. A durable rubber outsole adds traction and flexibility, making this Oxford a smart choice for everyday wear. -
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Description:
Designed for all-day comfort with effortless casual-to-dress versatility, the Eastland Newport takes you seamlessly from work to weekend. A padded collar and dual elastic goring provide a secure, customized fit that's easy on and easy off. Inside, a removable, cushioned insole delivers lasting comfort and support. Hand-sewn construction with classic Opanka stitch-to-sole design offers immediate flexibility with no break-in required. Finished with a shock-absorbing polyurethane outsole, this slip-on provides durable traction and dependable wear wherever the day takes you. -
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Description:
A classic with a little Ivy League swagger. The Eastland Buck brings timeless style to modern days with its signature red sole: an instant nod to retro campus cool. Crafted from soft, easy‑to‑care suede, this shoe keeps things polished without feeling fussy. Inside, a fully lined interior and cushioned insole provide all‑day comfort, while the lightweight EVA outsole and supportive shank help reduce foot and leg fatigue step after step. Equal parts nostalgic and easygoing, the Buck Oxford is made to dress up your everyday look with confidence and comfort. -
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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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Description:
Stay comfortable and stylish with these sneakers from Jos. A. Bank. Featuring a breathable knit upper, easy slip-on design, and a lightweight rubber sole for all-day comfort, they're perfect for everyday wear. Imported for quality craftsmanship, these sneakers pair effortlessly with jeans, joggers, or casual outfits for a relaxed, modern look. -
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Description:
Slip into effortless sophistication with these suede hybrid shoes featuring a simple, plain toe and convenient slip-on design. Crafted for versatility, they combine the polished look of a dress shoe with the comfort of something a little more casual, making them an ideal choice for workdays or weekends. -
Going FastOnline ExclusiveThe sale price is $155.00More Colors for Johnston & Murphy Braxton Knit Saddle Sneakers. Link will open product details page.Please choose a color.
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Description:
Experience modern ease with the Braxton sneaker, where athletic-inspired comfort meets elevated craftsmanship. Designed with a breathable knit and full‑grain leather upper, this unlined style offers a soft, flexible fit that adapts naturally to your foot. Inside, a highly cushioned, removable TRUFOAM footbed provides ultra‑light comfort and responsive support, making every step feel effortless. Finished with durable rubber pods on the outsole for enhanced traction and longevity, these sneakers deliver the perfect blend of comfort, versatility, and refined casual style. -
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Description:
Effortlessly stylish and engineered for comfort, the Cole Haan GrandPro slip-on sneaker is crafted from premium leather in a low-top silhouette. Designed with elastic stretch laces for easy on-and-off wear, it features Cole Haan's innovative FlowerFoam® cushioning, delivering responsive energy return with every step. A padded collar and fully cushioned footbed enhance all-day comfort, while the durable rubber cup sole offers stability and traction. Perfect for casual outings or elevated everyday wear, this versatile sneaker blends modern design with heritage craftsmanship. -
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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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Description:
The Johnston & Murphy Tyson blends timeless craftsmanship with modern comfort, featuring a full‑grain leather upper and smooth leather lining that offer both durability and breathability. Its removable, contoured footbed with memory foam provides personalized cushioning that adapts to your stride, while the ultra‑light TRUFOAM midsole delivers soft, responsive support without added weight. Finished with durable rubber pods for enhanced traction and longevity, this versatile style moves effortlessly from work to weekend while keeping comfort at the forefront. -
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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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Description:
Ready for anything your weekend throws at you, this knit sneaker delivers an ultralight fit that's breathable and incredibly comfortable. A combination of soft knit fabric and hand-finished leather gives it a premium look, while the removable cushioned footbed with enhanced arch support ensures all-day ease. Finished with a high-traction, flexible EVA and rubber outsole and Born's signature 2-way Opanka handcrafted construction, it's the perfect blend of style and performance. -
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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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Description:
This Ben Sherman sneaker has a slip-on design that balances smart style with everyday ease. Made with a manmade upper and laceless vamp, it's built for quick wear without sacrificing sophistication. A padded collar, breathable lining, and cushioned insole add comfort, making it a versatile choice for both office wear and casual outfits. -
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Description:
Blending timeless design with laid-back ease, these Nunn Bush Oxfords bring a fresh, modern twist to classic Oxford style. The cotton canvas upper and contrast sole create a smart-casual look that pairs effortlessly with everything from jeans to chinos. Inside, breathable mesh linings and a cushioned EVA footbed with memory foam made in part from eco-friendly BLOOM, and algae-based material keep every step comfortable. Finished with a lightweight, flexible sole and built-in Flex Technology, they're designed to move with you from workday to weekend. -
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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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Description:
The perfect addition to your footwear rotation, this slip-on shoe offers the utmost in versatility and ease with its SupaStep hands-free design. Simply step in and go. A classic plain toe design provides a polished look suitable for both professional and dress-casual occasions. Easy on and easy off, they're a great choice for everyday wear, further enhanced by a fully cushioned, removable Comfortech footbed that ensures exceptional all-day support. -
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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.