10 Wide Cushioned Insoles Dress Shoes

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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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Designed for the modern professional, this plain toe Oxford blends timeless style with advanced comfort features. The TRUTECH® sport technology provides shock-absorbing heel cushioning to help reduce foot fatigue, while the moisture-wicking lining keeps you feeling fresh throughout the day. A cushioned insole adds extra support, making it a smart choice for long hours at the office or dress wear events. Pair it with a tailored suit for a polished look or dress it down with chinos and a blazer for business casual ease.

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<p>Dress shoes that don&#39;t act like dress shoes. The Keefe Oxford brings the best of both worlds; sharp style and serious comfort. With an almond-shaped toe and cushioned insole, they look polished but feel like a dream. Thanks to Stretch Adapt, they flex and move with your feet for a custom fit that keeps up with your day. And with truTECH &reg; shock absorption, every step feels lighter.</p>

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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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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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A masterful blend of tradition and innovation, these Rockport loafers are crafted for the gentleman who values both style and substance. The embossed leather upper and woven detailing lend a distinguished touch, while the classic penny keeper anchors the design in timeless elegance. With a cushioned insole and Rockport's signature truTECH® technology for lightweight shock absorption, these slip-ons offer day-to-night comfort without compromising sophistication. Whether paired with tailored trousers or dressed-down denim, they're a wardrobe essential that speaks volumes quietly.

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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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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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Polished yet practical, these Florsheim chukka boots deliver everyday versatility with a refined edge. Crafted from rich leather and set on a durable rubber sole, it pairs classic chukka styling with modern comfort features. A cushioned footbed and soft Suedetec lining provide support from morning commutes to evening plans, while the clean plain toe keeps your look sharp. Whether you're dressing up denim or adding a relaxed touch to tailored trousers, this boot moves effortlessly through the week.

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Rich leather and intricate brogue detailing meet modern design in these Florsheim Oxfords. A stacked sole adds a contemporary edge, while soft Suedetec linings and a cushioned, removable EVA footbed wrapped in leather deliver comfort that lasts from morning meetings to evening plans. With a durable rubber outsole providing reliable traction, this versatile style is built to move with you wherever the season takes you.

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Versatile for both casual days and dressier occasions, these Nunn Bush Oxfords blend polished style with long-lasting comfort. A genuine leather upper pairs with breathable, fully padded mesh linings for moisture control and soft support. The EVA footbed, enhanced with eco-conscious Dual Comfort technology, cushions every step while offering arch support. An elastic gore patch adds slip-on ease and a flexible fit, and the lightweight sole with a shock-absorbing rubber heel pod keeps you moving comfortably from morning to night.

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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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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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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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Step into classic style with a modern twist. This cap toe Oxford features a smooth leather upper and refined stitching for a sharp, polished look. The removable RedZone footbed provides targeted arch support and heel cushioning, keeping you comfortable from morning meetings to evening events. A smart choice for many dress wear occasions.

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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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Make a statement without compromising comfort with these Oxfords from Florsheim. The classic wingtip design adds a touch of sophistication, while the athletic-inspired wedge sole offers unexpected flair. The soft suede linings and fully cushioned footbed ensure all-day comfort, making it perfect for those who value both style and practicality.

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Clean lines over a smooth leather upper lend classic style to these plain-toe Oxfords from Florsheim. With a padded footbed, soft and comfortable Suedetec lining, and rubber sole, these versatile lace-ups can be worn with anything from slacks to chinos to jeans.

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Attain a refined dress wear look with these sophisticated Oxfords from Stacy Adams. Made with smooth, polished leather and adorned with brogue detailing, they have fully cushioned insoles with memory foam for all-day comfort. Genuine leather upper. Leather linings for added breathability. Non-leather outsole. Imported.

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Expertly crafted from rich, Italian leather, these plain toe Oxfords from Johnston & Murphy feature advanced technology for major foot pampering. A removable, molded TRUFOAM footbed makes this pair out-of-the-box comfortable, as does temperature-regulating Smart Degree Technology that keeps feet warm when cold and cool when hot. Leather and textile lining. EVA midsole. Flexible rubber sole. Imported.

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Classic fashion meets contemporary style in these formal Oxfords from Stacy Adams. It pairs polished, patent leather with a finely woven, textile upper for a refined, regal look. Cap toe. Breathable, leather linings. Fully cushioned, memory-foam insole for all-day comfort. Non-leather outsole. Imported.

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Impeccably crafted, these patent leather formal loafers from Stacy Adams are the definition of polished. Softly textured tassels embellish a smooth, plain toe. Leather linings for added breathability. Fully cushioned insole with memory foam for all day comfort. Non-leather outsole. Imported.

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Experience comfy luxury as you slip on these formal loafers from Stacy Adams. Soft tassels top the intricately patterned, textile upper. Leather linings add breathability while a fully cushioned, memory-foam insole provides all day comfort. Rubber outsole. Imported.

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Exude understated confidence in these posh Oxfords from Stacy Adams. A smooth exterior made of soft, burnished leather is styled with sleek lines and a classic cap toe. The RedZone removable footbed with molded heel cup provides anatomical arch support for a more comfortable stride. Breathable textile linings. Stacked heel. Durable rubber outsole. Imported.