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Cushioned Insoles Leather Casual Shoes

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  • Gift Badge For Johnston & Murphy Upton Plain Toe Oxfords
    The sale price is   $159.00
    Description:
    Timeless and versatile, these plain toe Oxfords are a true wardrobe staple. With their clean lines and smooth leather construction, they easily transition from office to evening. A classic lace-up design keeps the look polished, while thoughtful details like cushioned comfort and durable outsoles ensure they're as practical as they are stylish. Whether paired with a suit or dressed down with chinos, they deliver effortless sophistication every step of the way.
  • Gift Badge For Rockport ProWalker Eureka Plus Slip-On Shoes
    The sale price is   $120.00
    Please choose a color.
    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 Langley Penny Loafers
    The sale price is   $140.00
    Description:
    <p>These Born shoes offer a fresh, modern take on the classic loafer, combining style with lightweight comfort. Signature Opanka hand-crafted construction and&nbsp;hand-finished&nbsp;soft Italian leather upper&nbsp;result in trusted and luxurious quality.&nbsp; The microfiber suede covered footbed has extra foam for added comfort. The lightweight rubber outsoles provide strong&nbsp;traction.&nbsp; With a sleek penny strap detail and streamlined design, these loafers&nbsp;effortlessly transition from business casual to weekend wear, offering a versatile, easygoing option for any occasion.</p>
  • Gift Badge For Born Todd Plain Toe Oxfords
    The sale price is   $120.00
    Please choose a color.
    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
    The sale price is   $110.00
    Please choose a color.
    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 Born Tobias Wingtip Oxfords
    The sale price is   $120.00
    Description:
    Classic, carefully crafted, and extra comfortable, the Tobias by Born effortlessly blends upscale with urbane. Showcasing a soft, hand-finished leather upper adorned with wingtip styling, it boasts Opanka handcrafted patented construction. It also ensures ease with every step with fabric suede lining and covering over the plush foam footbed. And the lightweight EVA outsole offers flexibility and traction for your busy schedule both in and out of the office.
  • Gift Badge For Rockport Garrett Plain Toe Oxfords
    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 Johnston & Murphy XC4 Prentiss 2.0 Sneakers
    The sale price is   $179.00
    Please choose a color.
    Description:
    This versatile shoe combines style and comfort with modern functionality. Designed with water-resistant leather, it offers durability while maintaining a polished look, suitable for both business and casual settings. The shoe features a memory-foam footbed and moisture-wicking lining, ensuring lasting comfort throughout the day. Additionally, its lightweight, flexible construction and rubber sole provide excellent traction and ease of movement, making it a solid choice for those who need a reliable, all-day wearing shoe with understated sophistication.
  • Gift Badge For Cole Haan Zerogrand Remastered Wingtip Oxfords
    Online Exclusive
    The sale price is   $220.00
    Description:
    Create a look that's classic, creative, and sustainable. Cole Haan's ZERGRAND Remastered Wingtip Oxfords are crafted with a recycled leather upper adorned with ornate brogue detailing. These sneaker-like, lightweight lace-ups have been updated to reduce heel friction and add room at the toe. They feature a patented FlowerFoam&trade; EVA sole made from a minimum of 25% natural dandelion rubber. Cole Haan creates time-honored footwear and accessories rooted in craft, innovation and design. Reimagining tradition since 1928.
  • Gift Badge For Stacy Adams Synchro Plain Toe Shoes
    Online Exclusive
    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.
  • Gift Badge For Cole Haan Grand Crosscourt II Sneakers
    Online Exclusive
    The sale price is   $120.00
    Description:
    A casual classic that's always on-trend, these sneakers feature Cole Haan engineering inside and out. With a Grandfoam insole, you get all-day comfort and cushioned, lightweight steps.
  • Gift Badge For Florsheim Central Penny Loafers
    Online Exclusive
    The sale price is   $105.00
    Description:
    Offering a modern update on the classic penny loafer, this pair from Florsheim is one of the most versatile styles around. Featuring Suedetec linings, a Comfortech footbed and Flexsole technology, it's as comfy as it is good looking. Genuine leather upper. Imported.
  • Gift Badge For Cole Haan Grandpro Rally Laser Cut Sneakers
    Online Exclusive
    The sale price is   $160.00
    Please choose a color.
    Description:
    A sneaker so light, your feet will thank you. The GrandPro Rally Laser Cut Sneaker combines a stylishly perforated leather upper with an Ortholite&reg; footbed for a soft, cushioned landing. Ventilating details and temp-regulating materials allow you to stay dry all day, everyday. The lightweight EVA outsole and minimally reinforced upper reduce weight without sacrificing comfort, while an anatomical last ensures an ideal fit.
  • Gift Badge For Johnston & Murphy Upton Plain Toe Oxfords
    Online Exclusive
    The sale price is   $159.00
    Please choose a color.
    Description:
    Incredibly lightweight and flexible, these Oxfords from Johnston & Murphy strike the perfect balance between dressy and casual. A removable, memory-foam cushioned insole and TRUEFOAM outsole keep you comfortably supported. Double-stitched leather welt. Antimicrobial leather lining. Full-grain leather uppers. Imported.
  • Gift Badge For Florsheim Newtown Plain Toe Lace-Up Oxfords
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    We love the versatility of these Oxfords from Florsheim. They pair just as perfectly with jeans and chinos as they do with dress slacks. The soft, comfortable Suedetec linings are smooth to the touch, while the fully cushioned, Comfortech footbed with molded EVA offers long-term wearability. Flexible TPU midsole for enhanced comfort. Durable and lightweight TPU outsole with Flexsole technology for out-of-the-box comfort.
  • Gift Badge For Cole Haan 2.Zerogrand Stitchlite Oxford Sneakers
    Online Exclusive
    Description:
    The 2.Zerogrand Oxford with Stitchlite&trade;: more energy, more breathability, less weight. Stretch knit upper materials and precision construction promote airflow and cooling, while the dynamic Grand.OS energy foam delivers targeted cushioning right where you need it. A finished jersey stitch in the topline area allows for ease of entry and tight knitting in the midfoot area provides ultimate medial and lateral stability. Unbelievably light and flexible, they are the ultimate in reductive engineering so nothing weighs you down. These knit kicks also have rubber pods on the forefoot and heel for increased traction.
  • Gift Badge For Florsheim Remi Moc Toe Slip-On
    The sale price is   $135.00
    Please choose a color.
    Description:
    These moc toe slip-on shoes from Florsheim have a clean, elegant design that perfectly complements any dress or casual style. Crafted with genuine leather uppers, they also feature fully cushioned footbeds for all-day comfort.