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8 Wide Cushioned Insoles Shoes

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  • Gift Badge For Eastland Tanner Slip‑On Shoes
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    The sale price is   $90.00
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    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.
  • Gift Badge For Rockport Atwell Slip‑On Moc Toe Shoes
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    The sale price is   $120.00
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    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.
  • Gift Badge For Rockport Cristian Loafers
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    The sale price is   $135.00
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    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.
  • Gift Badge For Rockport Foley Almond Toe Casual Oxfords
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    The sale price is   $145.00
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    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.
  • Gift Badge For Rockport Rodger Casual Loafers
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    The sale price is   $125.00
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    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.
  • Gift Badge For Rockport Whit Slip‑On Classic Dress Bit Loafers
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    The sale price is   $130.00
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    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.
  • Gift Badge For Rockport Whit Dress Bit Loafers
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    The sale price is   $130.00
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    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.
  • Gift Badge For Stacy Adams Spratley Moc Toe Saddle Loafers
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    The sale price is   $90.00
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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.
  • Gift Badge For Nunn Bush Stark Plain Toe Oxfords
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    The sale price is   $100.00
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    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.
  • Gift Badge For Nunn Bush Stark Cap Toe Oxfords
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    The sale price is   $100.00
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    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.
  • Gift Badge For Rockport LiteCourt Sneakers
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    The sale price is   $130.00
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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.
  • Gift Badge For Nunn Bush Centro Flex Formal Plain Toe Oxfords
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    The sale price is   $85.00
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    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.
  • Gift Badge For Nunn Bush Centro Flex Formal Slip-On Shoes
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    The sale price is   $85.00
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    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.
  • Gift Badge For Eastland Gabe Clogs
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    The sale price is   $100.00
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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.
  • Gift Badge For Rockport Cory Penny Loafers
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    The sale price is   $140.00
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    Description:
    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.
  • Gift Badge For Rockport Style Leader 2 Bike Toe Loafers
    The sale price is   $130.00
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    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.
  • Gift Badge For Johnston & Murphy Calder Chukka Boots
    The sale price is   $179.00
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    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.
  • Gift Badge For Clarks Eldredge Step Slip-On Shoes
    The sale price is   $130.00
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    Description:
    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.
  • Gift Badge For Clarks Un Kendric Way Shoes
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    The sale price is   $170.00
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    Description:
    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.
  • Gift Badge For Clarks Un Kendric Go Shoes
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    The sale price is   $170.00
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    Description:
    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.
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
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    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.
  • Gift Badge For Florsheim Fleet Knit Elastic Lace Sneakers
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    The sale price is   $120.00
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    Description:
    This sneaker offers a modern blend of comfort and style with its breathable knit upper and the convenience of a SupaStep hands-free design. Simply step in and go, thanks to the clever construction. Convenient elastic laces provide a secure and flexible fit, while the versatile design makes these perfect for casual outings or a more relaxed office vibe. A cushioned insole keeps you light on your feet throughout the day.
  • Gift Badge For Florsheim Fleet Plain Toe Slip-On Shoes
    The sale price is   $120.00
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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.
  • Gift Badge For Florsheim Sorrento Lux Cap Toe Balmoral Oxfords
    Online Exclusive
    The sale price is   $145.00
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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.

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.