Cushioned Insoles Rounded Shoes
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NewOnline ExclusiveThe sale price is $90.00 salePlease choose a color.
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43VH_38_EASTLAND_BROWN_SW?$swatch$ -
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43VH_01_EASTLAND_BLACK_SW?$swatch$
Description:
Easy to slip on, even easier to love. The Eastland Tanner is made for laid‑back days that still call for all‑day comfort. Designed with a removable cushioned insole, they provide a soft, supportive feel with flexibility to customize your fit. Underfoot, a lightweight and flexible rubber outsole delivers dependable comfort and slip-resistance, keeping you steady wherever the day takes you. Comfortable, casual, and effortlessly wearable, the Tanner is the kind of shoe you'll reach for again and again. -
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NewOnline ExclusiveThe sale price is $120.00 salePlease choose a color.
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43XG_18_ROCKPORT_DARK_TAN_SW?$swatch$ -
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43XG_24_ROCKPORT_DARK_TAUPE_SW?$swatch$ -
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43XG_75_ROCKPORT_NAVY_SW?$swatch$
Description:
Built for everyday durability with comfort you can count on, the Rockport Atwell delivers rugged style and reliable support. Crafted with a rich leather upper and contrast stitching, this versatile pair brings a refined yet casual look to daily wear. A cushioned insole and durable rubber outsole provide all‑day comfort and traction, while TruTech technology offers lightweight shock absorption with every step. Finished with removable, orthotic‑friendly footbeds for a custom fit, these slip‑ons are made to keep up from morning to night. -
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43XP_03_ROCKPORT_GREY_SW?$swatch$ -
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43XP_17_ROCKPORT_LIGHT_TAN_SW?$swatch$
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Polished enough for dressier moments and relaxed enough for everyday wear, the Rockport Foley delivers versatile style with dependable comfort. Designed for all‑day support, they feature a cushioned insole and Rockport's TruTech technology for lightweight shock absorption. Removable, orthotic‑friendly footbeds allow for a customized fit, making this lace‑up Oxford an easy choice for long days that move seamlessly from work to after‑hours plans. -
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43XT_18_ROCKPORT_DARK_TAN_SW?$swatch$ -
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43XT_22_ROCKPORT_TAUPE_SW?$swatch$
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Designed for life on the move, the Rockport Rodger pairs effortlessly cool style with modern comfort technology. A grippy pieced rubber outsole delivers reliable traction, while advanced cushioning and TruTech technology provide lightweight shock absorption with every step. Easy to slip on and endlessly versatile, this loafer offers all‑day comfort in a trim silhouette, making it an exceptional choice for everyday wear. -
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43XU_01_ROCKPORT_BLACK_SW?$swatch$ -
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43XU_16_ROCKPORT_TAN_SW?$swatch$
Description:
Polished style meets everyday comfort in the Rockport Whit Slip‑On Classic Dress Bit Loafer. Designed with a refined ornament detail, this versatile loafer elevates dress looks while staying easy to wear. Inside, a cushioned insole and flexible outsole team up with Rockport's TruTech technology to deliver lightweight shock absorption and all‑day support. The result is a smart, slip‑on essential that blends classic style with modern comfort, perfect for long days and evenings alike. -
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43XV_22_ROCKPORT_TAUPE_SW?$swatch$
Description:
Polished yet easy to wear, the Rockport Whit delivers a refined look with everyday comfort built in. Designed with an ornament detail, it adds a classic dress touch while maintaining a relaxed, slip‑on feel. A cushioned insole, flexible outsole, and TruTech technology work together to provide lightweight shock absorption and all‑day comfort, making this loafer a stylish blend of comfort and functionality for both work and special occasions. -
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43XL_41_ROCKPORT_COGNAC_SW?$swatch$ -
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43XL_22_ROCKPORT_TAUPE_SW?$swatch$
Description:
Designed for all‑day ease, these Rockport sneakers combine casual style with signature comfort technology. Lightweight construction and cushioned insoles deliver easy support from morning to night, while TruTech technology provides dependable shock absorption with every step. Finished with removable, orthotic‑friendly footbeds for a custom fit, these lace‑ups are a versatile go‑to for busy days when comfort matters just as much as style. -
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43XW_16_ROCKPORT_TAN_SW?$swatch$ -
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43XW_01_ROCKPORT_BLACK_SW?$swatch$
Description:
Designed with a classic silhouette, this refined essential slips on easily while delivering dependable support throughout the day. A cushioned insole pairs with a flexible outsole for lasting comfort, and Rockport's TruTech technology provides lightweight shock absorption with every step. Polished, versatile, and easy to wear, this penny loafer is a smart choice for workdays, events, and everything in between. -
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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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Going FastOnline ExclusiveThe sale price is $140.00Please choose a color.
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43VB_17_EASTLAND_LIGHT_TAN_SW?$swatch$
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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43VF_22_EASTLAND_TAUPE_SW?$swatch$
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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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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43T2_17_STACY_ADAMS_LIGHT_TAN_SW?$swatch$ -
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43T2_06_STACY_ADAMS_CHARCOAL_SW?$swatch$ -
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43T2_75_STACY_ADAMS_NAVY_SW?$swatch$
Description:
Meet the slip‑on that makes looking polished feel almost too easy. The Stacy Adams Ridgley blends modern style with laid‑back comfort. It's the kind of shoe you slide into once and immediately think, "Yep, this is the one." Crafted with a smooth mix of textile and manmade materials, the upper delivers a versatile look that pairs just as well with chinos as it does with your favorite denim. Lightweight and easy to wear, the Ridgley keeps things breezy without sacrificing refinement. Underneath, a durable manmade outsole gives you steady traction and dependable comfort from the first step out the door to the last step home. Effortless, comfortable, and endlessly wearable - this is your new everyday go‑to. -
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43T0_01_STACY_ADAMS_BLACK_SW?$swatch$
Description:
Ready to make an entrance? The Stacy Adams Sheridan is the kind of shoe that walks into the room before you do. With its luxurious velour texture and patent accents, this slip‑on is made for nights when your style deserves center stage. The upper blends manmade patent and velour textile materials, giving it that rich, eye‑catching shine. Inside, things get even smoother with satin textile linings that keep every step breathable and comfortable. The fully cushioned, satin‑covered insole adds plush support, while the durable rubber outsole keeps your stride confident from the first toast to the last goodbye. This is statement style done right. -
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43T1_10_STACY_ADAMS_WHITE_SW?$swatch$ -
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43T1_01_STACY_ADAMS_BLACK_SW?$swatch$
Description:
Meet the shoe that proves "effortlessly sharp" isn't just a vibe, it's a lifestyle. The Stacy Adams Sheridan is built for those moments when you want your style to speak first. Smooth, glossy, and always ready to shine, it's the kind of slip‑on that turns a simple outfit into a statement. The upper features a bold mix of manmade patent, giving the shoe its unmistakable sheen. Inside, satin textile linings keep things breathable and smooth, and the fully cushioned, satin‑covered insole adds comfort you can feel from the first step to the last dance of the night. This is the pair you pull out when you want compliments. -
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43T3_75_STACY_ADAMS_NAVY_SW?$swatch$ -
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43T3_17_STACY_ADAMS_LIGHT_TAN_SW?$swatch$ -
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43T3_10_STACY_ADAMS_WHITE_SW?$swatch$
Description:
Meet the shoe that brings effortless cool to every step. The Stacy Adams Colton blends undeniable style with easygoing comfort. With its polished bit detail and smooth silhouette, the Colton keeps things looking sharp. Inside, microfiber linings wrap your feet in soft, breathable comfort, while the fully cushioned microfiber‑covered insole gives you that "ahh" feeling from the moment you step in. And underneath it all, a durable manmade outsole keeps you steady and ready for wherever the day (or night) takes you. Dressy enough for dinner, relaxed enough for everyday, this is your new go‑to for just about anything. -
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Online ExclusiveThe sale price is $155.00Please choose a color.
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40EX_75_JOHNSTON_MURPHY_NAVY_SW?$swatch$ -
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40EX_22_JOHNSTON_MURPHY_TAUPE_SW?$swatch$
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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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_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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43N7_10_CLARKS_WHITE_SW?$swatch$
Description:
The perfect fusion of athletic style, urbane fashion, and unbelievable comfort. The Mapstone Sport by Clarks rocks a low-profile for a modern, laid-back look. The cushioned insole and lightweight EVA midsole are supremely supportive and comfy, making them ideal for all-day wear. A durable rubber outsole ensures excellent traction, whether you're exploring the city or running errands. -
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43N8_03_CLARKS_GREY_SW?$swatch$ -
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43N8_75_CLARKS_NAVY_SW?$swatch$
Description:
Combining classic panache with modern charm, these boat shoes are sailing in with standout style. What makes the Lockford by Clarks so impressive is the way it pairs preppy boat shoe detailing such as a fine moc toe with sneaker elements like woven shoelaces over sumptuous suede leather. With a breathable, cushioned footbed and a durable, rubber outsole, they can go from brunch downtown to dinner uptown with ease. -
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43R5_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43R5_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
A good pair of shoes should feel timeless, comfortable, and easy to wear, and this style checks every box. Crafted from naturally soft genuine leather, the upper brings a polished, classic look that only gets better with time. The cap toe adds that subtle, refined detail that makes this Oxford feel just a little extra special. Inside, Suedetec linings keep things smooth and comfortable, wrapping your feet in a soft touch that feels great from the very first step. Beneath it all, the Comfort Gel footbed blends molded EVA with a memory foam insole, creating a cushioned, supportive base that makes long days surprisingly easy on your feet. -
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40EY_38_JOHNSTON_MURPHY_BROWN_SW?$swatch$ -
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40EY_16_JOHNSTON_MURPHY_TAN_SW?$swatch$
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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43GH_80_ROCKPORT_LIGHT_GREEN_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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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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WHY OUR MEN’S SHOES ARE WORTH AN EXTRA LOOK:
We began as a purveyor of fine suits and sport jackets, but we pride ourselves on our ability to deliver great looks from head to toe. That means you’ll find a wide selection of well-crafted men’s dress shoes and casual shoes in our stores. Our dress shoes for men are made from rich materials like leather and suede and offered in classic looks ranging from dressy wingtips to stylish Oxfords or Derby shoes. There are sleek dress boots to consider as well. The looks and styles of shoes are many; with pointed, square and cap toes, shiny and matte looks, and details without end. For our more casual shoes, you’ll see loafers, boat shoes and less formal boots or chukkas. Every pair of shoes is a personal choice, and size is everything when you want a shoe that feels as great as it looks. You’ll want to allow your sales associate to measure your foot carefully for the proper size. Then try on several variations, preferably with the pants you intend to wear and a dress sock in the appropriate style. That’s the beauty of shopping for shoes as part of your overall decision-making. It’s all right there. And with a little help, it all works together.
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.
