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Cushioned Insoles Casual Shoes

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  • Gift Badge For Nunn Bush Griff Plain Toe Oxfords
    Online Exclusive
    The regular price is   $110.00 The sale price is   $82.50 sale

    25% Off Select Shoes! (Price reflects discount)

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    Description:
    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.
  • Gift Badge For Cole Haan Original Grand Energyweave Stitchlite Wingtip Oxfords
    Online Exclusive
    The sale price is   $160.00
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    Description:
    Feel like you're defying gravity in these Energyweave Stitchlite™ Oxfords. From Cole Haan's Original Grand collection, these smart-casual, knit kicks embody the future with their breathable, ultra-lightweight uppers while embracing tradition in dapper, wingtip fashion. The supreme comfort level is unparalleled with FlowerFoam™ cushioning made with a minimum of 25% dandelion rubber, an EVA midsole, and the flexible, shock-absorbing FlowerFlex™ sole. The result is a sustainable, dress-sneaker that stays ahead-of-the-curve and can go from upscale to downtown with ease.
  • 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 Wallabee EVO Shoes
    The sale price is   $100.00
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    Description:
    Expanding on a classic, this updated version arrives in premium leather or suede for versatile, everyday style. The natural crepe-effect rubber outsole adds a retro-cool vibe while delivering durability and traction. With a supersoft footbed and signature suede logo fobs, each step feels easy and unmistakably authentic.
  • Gift Badge For Belvedere Studio Marcio Double Buckle Monk Strap Shoes
    Online Exclusive
    The regular price is   $179.00 The sale price is   $134.25 sale

    25% Off Select Shoes! (Price reflects discount)

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    Description:
    Sophisticated and distinctive, these shoes from Belvedere make a bold statement with a trim silhouette and rich leather construction. The double monk strap design adds a modern twist to classic craftsmanship, offering both elegance and edge. Finished with fine detailing and a cushioned insole for comfort, these shoes are a standout choice for dressing up your tailored looks or elevating everyday style.
  • Gift Badge For Eastland Oxfords
    Online Exclusive
    The sale price is   $110.00
    Description:
    A timeless classic, this Eastland Oxford delivers heritage style with everyday comfort. The handsewn moccasin construction gives it a crafted, authentic feel, while the full-grain leather upper is both durable and low-maintenance. Inside, Eastland's exclusive Active Memory Foam insole molds to your foot for personalized support, and the flexible natural rubber outsole absorbs shock and adds reliable traction.
  • Gift Badge For Eastland Solstice Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Description:
    Easygoing days call for shoes that can keep up and look good doing it. The Eastland Solstice brings laid‑back style together with all‑day comfort, making it a go‑to for warm‑weather adventures. A padded insole and tongue add extra cushioning where it counts, while the easy‑to‑care full‑grain leather upper keeps things polished without feeling fussy. Breathable nylon mesh panels help keep feet cool and comfortable, whether you're dockside, strolling the boardwalk, or heading out for a casual day around town. Relaxed, versatile, and effortlessly wearable, the Solstice is ready for whatever the day brings next.
  • 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 Tropics Moc Toe Venetian Slip-On Shoes
    Online Exclusive
    The sale price is   $120.00
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    Description:
    Relaxed style meets all-day comfort in this easy slip-on Venetian. The soft Suedetec lining and Comfortech footbed crafted with molded EVA and an anti-odor treatment keep feet feeling fresh and supported. Finished with a lightweight EVA outsole and rubber traction for added durability, it's the perfect go-to for warm-weather outings or casual days on the move.
  • Gift Badge For Florsheim Motor Knit Moc Toe Penny Loafers
    The sale price is   $110.00
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    Description:
    Laid-back style meets modern comfort in this lightweight knit penny loafer. Designed with a breathable upper and classic moc toe detailing, it's a fresh take on a timeless silhouette. The cushioned footbed and flexible sole deliver all-day comfort, making it an easy choice for everything from weekend outings to casual Fridays.
  • Gift Badge For Cole Haan Zerogrand Remastered Wingtip Oxfords
    The sale price is   $220.00
    Description:
    These Oxfords combine brogue detailing with cutting-edge comfort. Designed for all-day wear, they feature a lightweight, cushioned sole with Grand.OS energy foam for superior flexibility and support. The updated design offers a modern profile, making this pair perfect for both professional and casual settings.
  • Gift Badge For Jos. A. Bank Plain Toe Oxfords
    The regular price is   $119.50 The sale price is   $89.62 sale

    25% Off Select Shoes! (Price reflects discount)

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    Description:
    Elevate your footwear game with the timeless sophistication of these Oxfords. Featuring a smooth leather upper that transitions effortlessly from smart-casual to dressier occasions, its minimalist design pairs well with tailored suits, dress slacks, or even denim. A comfortable fit and durable construction ensure out-of-the-box wearability.
  • Gift Badge For Clarks Mapstone Sneakers
    Online Exclusive
    The sale price is   $130.00
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    Description:
    The perfect fusion of casual style and everyday comfort. Designed for versatility, this genuine leather sneaker features a low-profile silhouette for a modern, laid-back look. The cushioned insole and lightweight EVA midsole provide superior comfort and support, making it ideal for all-day wear. A durable rubber outsole ensures excellent traction, whether you're exploring the city or running errands.
  • Gift Badge For Jos. A. Bank Knit Hybrid Sneakers
    The regular price is   $99.50 The sale price is   $74.62 sale

    25% Off Select Shoes! (Price reflects discount)

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    Description:
    Step into a perfect blend of style and comfort with Jos. A. Bank. Designed for the modern man on the move, these sneakers feature a breathable knit upper that provides a contemporary look. The cushioned insole delivers exceptional out-of-the-box comfort, ensuring all-day support whether you're heading to the office or out for a casual weekend. Built for durability, the sturdy rubber sole offers reliable traction and long-lasting wear, making these sneakers as functional as they are fashionable.
  • Gift Badge For Rockport ProWalker Eureka Plus Slip-On Shoes
    The sale price is   $120.00
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    Description:
    Engineered with topnotch walking shoe technology, the Rockport ProWalker Eureka Plus is practical, fashionable, and incredibly comfortable. The richly pebbled leather upper features a fine moc toe, distinctive topstitching, and dual elastic gores for easy on and off. These trusty slip-ons have removable footbeds made with memory foam, as well the EVA midsole and heel cup that cushions every step. Featuring truTECH® for lightweight shock absorption, breathable mesh lining, and moisture wicking properties, these loafers are secured with a slip-resistant rubber sole.
  • Gift Badge For Born Todd Plain Toe Oxfords
    The sale price is   $120.00
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    Description:
    Distinctive stitching over soft, hand-finished leather defines the smooth attitude of these Todd shoes. Created by Born, these laid-back Oxfords are crafted with two-way Opanka patented construction for an unbelievably flexible fit. The removable, soft fabric suede covered footed has added foam for extra comfort, and the EVA outsole is both lightweight and high-traction.
  • Gift Badge For Cole Haan Grand Remix Plain Toe Oxfords
    The sale price is   $130.00
    Description:
    The is a modern take on a timeless classic, merging elegant style with contemporary comfort. Crafted with a smooth leather upper, this Oxford has a polished look ideal for both professional and dress-casual occasions. Its lightweight construction and Grand cushioning technology ensure all-day comfort, while the rubber outsole provides durability and traction. Versatile and refined, this shoe is perfect for anyone seeking a sophisticated yet comfortable option for daily wear.
  • Gift Badge For Born Marcel Moc Toe Driving Loafers
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Quite possibly the most cozy loafers you'll ever wear outdoors, the Marcel exudes cool comfort and style. Created by Born, these debonaire drivers have a buttery soft, hand-finished leather upper, removable, plush foam footbed, and a lightweight, flexible rubber sole. Sewn with two-way Opanka handcrafted construction, these chic moc toes feature Born's signature Quad Gore Flex with two stretch points in the front and back. You can even forget your socks thanks to their soft and breathable moisture-wicking lining.
  • Gift Badge For Rockport Garrett Plain Toe Oxfords
    Online Exclusive
    The sale price is   $125.00
    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.
  • Gift Badge For Stacy Adams Synchro Plain Toe Shoes
    The sale price is   $115.00
    Please choose a color.
    Description:
    This versatile shoe from Stacy Adams seamlessly blends classic dress shoe elegance with modern sneaker comfort. The result? A sophisticated yet relaxed look that transitions effortlessly from the office to a night out, or even a weekend getaway. Crafted with a rich leather upper and featuring a convenient elastic lace system, the Synchro offers both style and practicality.
  • Gift Badge For Eastland Leap Trainer Boat Shoes
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Navigate any adventure in style and comfort with these boat shoes from Eastland. Designed for the modern explorer, they feature a timeless silhouette crafted from premium, full-grain leather for both durability and sophistication. Conquer any deck with the sewn-on rubber sole for superior traction on wet or dry surfaces, while the supportive footbed and moisture-wicking lining keep your feet cool and dry all day long.
  • Gift Badge For Eastland Baldwin Penny Loafers
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe.
  • Gift Badge For Eastland Yarmouth Boat Shoes
    Online Exclusive
    The sale price is   $110.00
    Description:
    Embrace timeless moc comfort and effortless style with these Eastland boat shoes. This one-eyelet slip-on combines classic aesthetics with modern functionality. Handsewn moccasin construction provides a flexible and supportive fit, while the easy-to-care-for, soft and smooth leather upper offers both durability and luxurious comfort. Active memory foam comfort insoles mold to your foot for all-day support, and the shock-absorbing, flexible natural rubber outsole ensures reliable traction on any surface.
  • Gift Badge For Florsheim Dash Wing Tip Oxfords
    Online Exclusive
    The sale price is   $115.00
    Description:
    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.