13 Wide Cushioned Insoles Shoes
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43VH_38_EASTLAND_BROWN_SW?$swatch$ -
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43VH_01_EASTLAND_BLACK_SW?$swatch$
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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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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?$swatch$
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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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43XN_16_ROCKPORT_TAN_SW?$swatch$ -
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43XN_77_ROCKPORT_DARK_NAVY_SW?$swatch$
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Designed for effortless style and dependable comfort, the Rockport Cristian is an easy choice for everyday wear. The slip‑on design allows for quick, convenient on‑and‑off, while contrast stitching adds subtle visual interest. Inside, a cushioned insole with built‑in arch support keeps your feet comfortable throughout the day. Rockport's TruTech technology provides lightweight shock absorption, and removable, orthotic‑friendly footbeds offer a customized fit, making this loafer as practical as it is polished. -
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43XM_77_ROCKPORT_DARK_NAVY_SW?$swatch$ -
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43XM_16_ROCKPORT_TAN_SW?$swatch$
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The Rockport Criss Lace‑Up Casual Oxfords are designed to keep you comfortable without sacrificing everyday style. Featuring a cushioned insole with built‑in arch support, they provide dependable comfort for long hours on your feet. Rockport's TruTech technology delivers lightweight shock absorption, while removable, orthotic‑friendly footbeds allow for a customized fit. Versatile and easy to wear, these shoes are a reliable choice for all‑day support with a polished, relaxed look. -
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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_77_ROCKPORT_DARK_NAVY_SW?$swatch$ -
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43XT_04_ROCKPORT_LIGHT_GREY_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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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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43T4_79_STACY_ADAMS_GREEN_SW?$swatch$ -
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43T4_03_STACY_ADAMS_GREY_SW?$swatch$ - +2
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Description:
Meet the slip‑on that knows how to have a little fun while keeping things classy. The Stacy Adams Spratley blends understated style with just the right hint of flair, making it perfect for nights out, special events, or any moment when you want your shoes to impress. The upper pairs manmade patent and velour textile for a mix of shine and texture that catches the light. Inside, satin fabric linings keep every step smooth and breathable, while the fully cushioned insole with memory foam delivers that all‑day comfort you don't always expect from dress shoes. -
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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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43R4_01_NUNN_BUSH_BLACK_SW?$swatch$ -
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43R4_41_NUNN_BUSH_COGNAC_SW?$swatch$
Description:
Stepping into a pair of shoes has never felt this easy. Crafted from naturally soft genuine leather, this style delivers that rich, classic look while staying wonderfully comfortable from day one. Smooth SuedeTec linings greet your feet with a soft, glove‑like feel, making every wear effortlessly comfortable. The Comfort Gel footbed, where molded EVA support meets a memory‑foam insole, creates a cushiony, step‑softening feel you'll notice immediately. Clean lines keep the silhouette timeless, while the modern sole adds lightweight flexibility perfect for both work and weekend outings. Stylish, comfortable, and never fussy, this Oxford is designed to look sharp while keeping life simple. -
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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_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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43KZ_01_NUNN_BUSH_BLACK_PATENT_SW?$swatch$
Description:
With its smooth plain toe, stacked heel, and refined profile, the Centro Flex Plain Toe Oxford offers formidable fashion for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this patent leather shoe offers high-sheen style 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 luxe cushioning and support all day and all night long. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish. -
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43MZ_01_NUNN_BUSH_BLACK_PATENT_SW?$swatch$
Description:
Step into timeless elegance with the Nunn Bush Centro. Made for formal occasions, this shoe features a plain toe design and a smooth, easy-care upper for a refined look. Comfort meets sophistication with a fully cushioned memory foam footbed, comfort gel heel pod, and Flex Technology for superior flexibility and shock absorption. The lightweight outsole ensures all-day comfort, making it the perfect choice for weddings and black-tie events. -
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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?$swatch$
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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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43GG_38_ROCKPORT_MED_NATURAL_SW?$swatch$ -
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43GG_01_ROCKPORT_BLACK_SW?$swatch$
Description:
Experience the perfect blend of polished style and all-day comfort with these Rockport dress Oxfords. These distinguished lace-ups feature the innovative Stretch Adapt system, precision-engineered to flex with your foot's natural movement for a truly personalized fit. With the truTECH® system for lightweight shock absorption and a cushioned insole for 360 degrees of support, these Oxfords ensure you maintain a confident, comfortable stride no matter how long your day lasts. -
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43GA_18_ROCKPORT_DARK_TAN_SW?$swatch$ -
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43GA_01_ROCKPORT_BLACK_SW?$swatch$
Description:
The Rockport Style Leader 2 Bike Toe Slip-On is the essential dress shoe for the working professional. It features a polished full-grain leather upper with a modern bike-toe detail, ensuring a sharp look with no fuss. Dual elastic side panels make for quick and easy wear. The shoe is built for endurance: an EVA outsole provides lightweight shock absorption, and truTECH® technology cushions the heel, drastically reducing foot fatigue. Additionally, DEWIX linings manage moisture and fight odor. This durable, easy-to-care-for shoe handles long days on your feet while maintaining a sophisticated appearance. -
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43KD_01_JOHNSTON_MURPHY_BLACK_SW?$swatch$ -
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43KD_38_JOHNSTON_MURPHY_BROWN_SW?$swatch$
Description:
Bridging rugged charm and refined style, the Johnston & Murphy Calder Chukka Boots are a versatile staple for a modern wardrobe. Crafted from premium leather, these ankle-high boots have subtle stitching and a classic lace-up design. The cushioned footbed and soft lining provide all-day comfort, while the durable outsole offers reliable traction on a variety of surfaces. -
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438W_01_CLARKS_BLACK_SW?$swatch$ -
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438W_18_CLARKS_DARK_TAN_SW?$swatch$
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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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438U_43_CLARKS_MAHOGANY_SW?$swatch$
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Polished and comfortable, these shoes from Clarks deliver classic lace-up style with a modern comfort upgrade. Crafted from rich leather with refined stitching, they feature a breathable, cushioned footbed and lightweight sole for all-day ease. A versatile go-to for workdays and special occasions alike. -
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438V_01_CLARKS_BLACK_SW?$swatch$ -
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438V_43_CLARKS_MAHOGANY_SW?$swatch$
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Effortless, and built for comfort, these shoes from Clarks bring a modern edge to classic style. Crafted from rich leather with subtle detailing, they slip on easily, thanks to hidden elastic panels, and deliver a flexible, breathable feel from morning meetings to evening outings. Lightweight cushioning and a soft footbed keep every step comfortable, while the streamlined profile pairs perfectly with both weekday tailoring and weekend denim. -
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437M_42_FLORSHEIM_COGNAC_MULTI_SW?$swatch$ - +2
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Description:
Crafted with a smooth, hand-burnished leather upper and lined with breathable leather, this cap toe Oxford offers both style and quality. A fully cushioned footbed, complete with a leather cover, provides superior all-day comfort. The durable rubber outsole incorporates Flexsole Technology for immediate flexibility and ease of wear, making it a versatile choice for any occasion. -
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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.
