13 Wide Cushioned Insoles Shoe Deals
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NewOnline ExclusiveThe sale price is $90.00 clearancePlease choose a color.
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43VH_38_EASTLAND_BROWN_SW?$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 $120.00Please choose a color.
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43XG_18_ROCKPORT_DARK_TAN_SW?$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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NewOnline ExclusiveThe sale price is $135.00Please choose a color.
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43XN_16_ROCKPORT_TAN_SW?$swatch$ -
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43XN_01_ROCKPORT_BLACK_SW?$swatch$ -
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43XN_77_ROCKPORT_DARK_NAVY_SW?$swatch$
Description:
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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NewOnline ExclusiveThe sale price is $135.00Please choose a color.
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43XM_77_ROCKPORT_DARK_NAVY_SW?$swatch$ -
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43XM_16_ROCKPORT_TAN_SW?$swatch$
Description:
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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NewOnline ExclusiveThe sale price is $145.00Please choose a color.
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43XP_03_ROCKPORT_GREY_SW?$swatch$ -
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43XP_17_ROCKPORT_LIGHT_TAN_SW?$swatch$
Description:
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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NewOnline ExclusiveThe sale price is $125.00Please choose a color.
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43XT_18_ROCKPORT_DARK_TAN_SW?$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?$swatch$
Description:
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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NewOnline ExclusiveThe sale price is $130.00Please choose a color.
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43XU_01_ROCKPORT_BLACK_SW?$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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NewOnline ExclusiveThe sale price is $130.00Please choose a color.
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43XV_22_ROCKPORT_TAUPE_SW?$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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Online ExclusiveThe sale price is $100.00Please choose a color.
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43R4_01_NUNN_BUSH_BLACK_SW?$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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Online ExclusiveThe sale price is $100.00Please choose a color.
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43R5_41_NUNN_BUSH_COGNAC_SW?$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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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 $100.00Please choose a color.
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43J9_38_EASTLAND_BROWN_SW?$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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Online ExclusiveThe sale price is $130.00Please choose a color.
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43GG_38_ROCKPORT_MED_NATURAL_SW?$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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Online ExclusiveThe sale price is $130.00Please choose a color.
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43GA_18_ROCKPORT_DARK_TAN_SW?$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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Going FastOnline ExclusiveThe sale price is $85.00Please choose a color.
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43DM_01_NUNN_BUSH_BLACK_PATENT_SW?$swatch$
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. -
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Online ExclusiveThe sale price is $110.00Please choose a color.
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43DN_41_NUNN_BUSH_COGNAC_SW?$swatch$ -
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43DN_01_NUNN_BUSH_BLACK_SW?$swatch$
Description:
Versatile and built for comfort, these Nunn Bush Oxfords are a wardrobe staple with a modern edge. Crafted from smooth leather, they feature breathable, fully padded linings for all-around comfort and moisture control. The Dual Comfort footbed combines two EVA foam layers with arch support for cushioned support throughout the day. A 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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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 $110.00Please choose a color.
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43DT_41_NUNN_BUSH_COGNAC_SW?$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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Online ExclusiveThe sale price is $85.00More Colors for Nunn Bush KORE CityWalk EZ Lace-To-Toe Oxfords. Link will open product details page.Please choose a color.
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43DU_42_NUNN_BUSH_BRANDY_MULTI_SW?$swatch$ -
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43DU_75_NUNN_BUSH_NAVY_MULTI_SW?$swatch$ -
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43DU_10_NUNN_BUSH_WHITE_SW?$swatch$ -
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43DU_02_NUNN_BUSH_BLACK_MULTI_SW?$swatch$
Description:
Blending the polish of a dress shoe with the ease of a sneaker, the Nunn Bush KORE CityWalk EZ is built for style and comfort. Its manmade upper includes recycled content for a more sustainable choice, while soft textile linings enhance flexibility and ease of movement. A molded Memory Foam insole, Comfort Gel heel pod, and Smartscent technology deliver lasting cushioning and help control odors. Designed with KORE technology for forward momentum and supported strides, this lightweight Oxford also features an EVA sole made with recycled material and an EZ rigid heel for easy on-and-off convenience. -
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Online ExclusiveThe sale price is $130.00Please choose a color.
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437R_40_ROCKPORT_DARK_BROWN_SW?$swatch$ -
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437R_01_ROCKPORT_BLACK_SW?$swatch$
Description:
Combining hands-free convenience with everyday polish, this slip-on features Rockport's Step Activated technology, which allows you to step in and out with ease. A molded heel keeps your foot securely in place. The leather and textile upper balances durability with a relaxed look, and the removable cushioned insole accommodates custom orthotics. Finished with a rubber outsole for reliable traction, it's a smart, low-effort option for daily wear. -
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Online ExclusiveThe sale price is $135.00Please choose a color.
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437N_01_ROCKPORT_BLACK_SW?$swatch$
Description:
Clean lines and all-day comfort come together in this versatile plain toe Oxford. Made from smooth leather with a lightweight EVA outsole, it offers a polished look that transitions easily from work to weekend. Heel cushioning and a removable memory foam footbed deliver comfort with every step. -
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Online ExclusiveThe sale price is $149.50Please choose a color.
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40MG_01_FLORSHEIM_BLACK_SW?$swatch$ -
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40MG_16_FLORSHEIM_COGNAC_SW?$swatch$
Description:
These Florsheim Oxfords offer a sophisticated, streamlined look ideal for both professional and dressier settings. Crafted from high-quality leather, they feature a simple yet refined plain toe design that pairs well with a variety of looks. The cushioned footbed provides comfort throughout the day, while the durable outsole ensures reliable traction. -
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Online ExclusiveThe sale price is $135.00Please choose a color.
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40MY_01_FLORSHEIM_BLACK_SW?$swatch$ -
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40MY_16_FLORSHEIM_TAN_SW?$swatch$
Description:
These plain toe Oxfords from Florsheim have a clean, elegant design that perfectly complements your dress or dress-casual style. Crafted with genuine leather uppers, they also feature a fully cushioned footbed for all-day comfort. -
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Online ExclusiveThe sale price is $125.00Please choose a color.
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411X_16_ROCKPORT_COGNAC_SW?$swatch$
Description:
Upgrade your everyday footwear with Rockport. These oxfords combine classic style with modern comfort, making them a versatile choice. The smooth leather upper has a sophisticated look that transitions seamlessly from workday to weekend. A memory foam footbed and lightweight construction provide all-day comfort, while a flexible EVA outsole ensures a smooth, comfortable stride. Rock them with confidence, knowing you'll look sharp and feel great wherever you go. -
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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.