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Cushioned Insoles Plain Shoes

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  • Gift Badge For Rockport Criss Casual Oxfords
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    The sale price is   $135.00
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    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.
  • 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 Eastland Newport Slip-On Shoes
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    The sale price is   $140.00
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    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.
  • Gift Badge For Eastland Buck Oxfords
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    The sale price is   $125.00
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    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.
  • Gift Badge For Eastland Plainview Lace‑Up Shoes
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    The sale price is   $140.00
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    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.
  • Gift Badge For Johnston & Murphy Braxton Knit Saddle Sneakers
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    The sale price is   $155.00
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    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.
  • 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 Johnston & Murphy Tyson Plain Toe Oxfords
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    The sale price is   $169.00
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    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.
  • 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 Born Shep Knit Sneakers
    Online Exclusive
    The sale price is   $120.00
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    Description:
    Ready for anything your weekend throws at you, this knit sneaker delivers an ultralight fit that's breathable and incredibly comfortable. A combination of soft knit fabric and hand-finished leather gives it a premium look, while the removable cushioned footbed with enhanced arch support ensures all-day ease. Finished with a high-traction, flexible EVA and rubber outsole and Born's signature 2-way Opanka handcrafted construction, it's the perfect blend of style and performance.
  • Gift Badge For Nunn Bush Centro Flex Formal Plain Toe Oxfords
    Online Exclusive
    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
    Online Exclusive
    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
    Online Exclusive
    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 Style Leader 2 Plain Toe Oxfords
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    The sale price is   $130.00
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    Description:
    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.
  • Gift Badge For Ben Sherman Hammond Sneakers
    The sale price is   $65.00
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    Description:
    This Ben Sherman sneaker has a slip-on design that balances smart style with everyday ease. Made with a manmade upper and laceless vamp, it's built for quick wear without sacrificing sophistication. A padded collar, breathable lining, and cushioned insole add comfort, making it a versatile choice for both office wear and casual outfits.
  • Gift Badge For Rockport Keelan Plain Toe Oxfords
    The sale price is   $130.00
    Please choose a color.
    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.
  • Gift Badge For Belvedere Fernando Woven Slip On Sneakers
    Online Exclusive
    The sale price is   $219.00
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    Description:
    Where ease meets craftsmanship, this Belvedere sneaker is a study in understated luxury. Handwoven Nappa leather panels form the upper, offering breathable texture and a striking visual finish. Smooth leather trim and dual elastic side gores ensure a flexible, slip-on fit, while the cushioned leather-lined interior and lightweight rubber sole provide all-day comfort and modern polish. Handmade in Brazil and designed in California, this versatile sneaker transitions effortlessly from weekday to weekend.
  • Gift Badge For Belvedere Silvano Formal Sneakers
    The sale price is   $169.00
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    Description:
    Step into elevated style with Belvedere. Crafted from rich black velvet and accented with genuine patent leather, their hip style blends luxury with modern edge. Hidden elastic laces create a smooth look and are easy wearing, while a padded collar and tongue ensure all-day comfort. Finished with a breathable lining and durable rubber sole, it's the perfect choice for dressing up without sacrificing ease.
  • Gift Badge For Florsheim Vibe Jr. Boys Saddle Shoes
    Online Exclusive
    The sale price is   $59.95
    Please choose a color.
    Description:
    Start his style story off right with a shoe that's as sharp as it is comfortable. Featuring a classic saddle design, detailed perfing, and a stitched welt, this plain toe saddle shoe brings timeless charm to little feet. The smooth manmade upper, soft Suedetec linings, and a cushioned memory foam footbed, keeping him comfy from classroom to special occasions. And thanks to a lightweight blown rubber outsole with Flexsole Technology and a traction pod, he'll enjoy flexible, ready-to-go comfort from the very first wear.
  • Gift Badge For Florsheim Vibe Jr. Boys Plain Toe Chukka Boots
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    The sale price is   $65.95
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    Description:
    Stylish enough for special occasions and tough enough for everyday play, this kids' plain toe chukka boot delivers grown-up looks with all the comfort a young wearer needs. The durable manmade upper stands up to school days and weekend adventures, while soft Suedetec lining keep things cozy inside. A cushioned memory foam footbed ensures all-day support, and the lightweight outsole with Flexsole Technology offers flexibility and traction right out of the box.
  • Gift Badge For Johnston & Murphy Upton One-Piece Perfed Plain Toe
    Online Exclusive
    The sale price is   $175.00
    Please choose a color.
    Description:
    Ready to kick your style into high gear? Meet the Upton Oxfords, the shoes that are all about looking good and feeling even better. They're crafted from one solid piece of premium leather and feature subtle perforated details that not only look cool but also give your feet some breathing room. Whether you're acing a big presentation or celebrating a win with friends, the versatile plain-toe design means they're the perfect partner for any outfit. Plus, with a soft leather lining and a super durable sole, you can confidently stride through your day, knowing your feet are as comfortable as they are stylish.
  • Gift Badge For Johnston & Murphy Braxton Plain Toe Oxfords
    Online Exclusive
    The sale price is   $149.00
    Please choose a color.
    Description:
    The Braxton's smooth leather upper and minimalist design make it a versatile choice for both professional and polished casual looks. The plain toe keeps the profile simple, while subtle stitching adds just the right amount of detail. Inside, a cushioned footbed provides all-day comfort, and the durable outsole ensures reliable traction and wear. Whether paired with tailored trousers or dark denim, this shoe is one to keep on your footwear rotation.
  • Gift Badge For Johnston & Murphy Calder Chelsea Boots
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    The sale price is   $179.00
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    Description:
    The Calder boot brings together versatile design and everyday functionality. Crafted from rich leather, they feature elastic side panels and a pull tab for easy on-and-off wear. A natural fit for both dressier occasions and casual outings, this pair features a cushioned footbed and soft lining for lasting comfort. The durable outsole offers reliable traction. Pair them with denim, chinos, or tailored trousers for effortless style you can rely on.
  • Gift Badge For Johnston & Murphy Calder Chukka Boots
    The sale price is   $179.00
    Please choose a color.
    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.

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.