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Cushioned Insoles Leather Dress Shoes

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  • Gift Badge For Johnston & Murphy XC Flex Harrison Bit Loafers
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    Refined and ready for anything, the Harrison loafer combines timeless style with advanced comfort features. The soft suede upper is accented by a metal bit, adding a touch of polish to the classic moc toe silhouette. Built with Johnston & Murphy's XC Flex technology, this loafer features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and excellent traction. Inside, a removable memory-foam footbed offers personalized support, while the antimicrobial-treated leather and mesh lining ensures lasting freshness. Whether you're dressing for the office or heading out for the weekend, this loafer delivers all-day comfort.
  • 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 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.
  • Gift Badge For Johnston & Murphy Flynch Plain Toe Oxfords
    Online Exclusive
    The sale price is   $328.00
    Please choose a color.
    Description:
    Understated and versatile, the Flynch offers a modern profile that's perfect for everyday wear. Crafted with a smooth leather upper and minimal detailing, it delivers a polished look that transitions easily from office to evening. A cushioned footbed and durable outsole ensure comfort and support with every step, making it a reliable go-to for refined, low-profile style.
  • Gift Badge For Johnston & Murphy XC Flex Landry Bit Moc Toe Loafers
    The sale price is   $159.00
    Please choose a color.
    Description:
    Designed for effortless style and all-day comfort, this loafer blends classic sophistication with modern performance. The moc toe design is elevated by a metal bit detail, giving it a polished, versatile look that transitions seamlessly from office to evening. Built with Johnston & Murphy's XC Flex technology, it features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and superior traction. Inside, a removable memory-foam footbed offers personalized support, while the leather and mesh lining treated with antimicrobial protection ensures lasting freshness.
  • Gift Badge For Johnston & Murphy XC Flex Harrison Penny Loafers
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    Polished and performance-driven, these penny loafers reimagine a timeless silhouette with modern comfort technology. Its classic penny strap and moc toe design offer understated good looks, while Johnston & Murphy's XC Flex construction ensures flexibility and support with every step. A removable memory-foam footbed provides personalized cushioning, and the ultralight TRUFOAM midsole delivers high-rebound comfort ideal for long days on your feet. Finished with a flexible, grooved sole and rubber pod inserts for enhanced traction, this loafer is perfect for travel, commuting, or everyday wear.
  • Gift Badge For Florsheim Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Stacy Adams Todridge Moc Toe Bit Slip On Shoes
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    The Todridge loafer features rich tumbled leather, a moc toe, and a metal bit detail across the vamp. The lightweight EVA outsole ensures everyday durability, while the RedZone cushioned footbed with a molded heel cup provides anatomical arch support for a more comfortable stride. Soft microfiber linings enhance wearability, making this slip-on ideal for both dress and casual occasions.
  • Gift Badge For Stacy Adams Phineas Plain Toe Oxfords
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    Designed with everyday versatility in mind, the Phineas Oxford features a modern upper in fresh colors and a trendy stacked heel. Its trim silhouette makes it suitable for everything from casual outings to more polished occasions. Lightweight construction and a comfortable fit ensure it's easy to wear throughout the day, whether you're heading to school, weekend plans, or family gatherings.
  • Gift Badge For Stacy Adams Pacer Plain Toe Oxfords
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    The Pacer's traditional upper is paired with a two-toned wedge sole, creating a hybrid look that transitions effortlessly between dress and casual settings. The RedZone removable footbed crafted with recycled materials including EVA, OrthoLite foam, and a microfiber cover offers anatomical arch support and a molded heel cup for all-day comfort.
  • Gift Badge For Stacy Adams Richardson Moc Toe Bit Loafers
    The sale price is   $90.00
    Please choose a color.
    Description:
    Refined yet relaxed, the Richardson blends timeless loafer styling with modern comfort. A polished bit detail adds a touch of sophistication, while soft microfiber linings and a fully cushioned footbed ensure all-day wearability. The flexible, lightweight sole makes it an easy choice for both workdays and weekends, offering a versatile look that transitions effortlessly across settings.
  • Gift Badge For Florsheim Traveler® Cap Toe Oxfords
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Refined and ready from work to weekend, this shoe from Florsheim delivers classic style with all-day comfort. Premium leather and a timeless cap toe design give it a polished, professional look, while the cushioned footbed and soft lining keep every step comfortable. A durable sole adds traction and stability, making it a smart, reliable choice for the office, dress wear occasions, and everything in between.
  • Gift Badge For Stacy Adams Brinkley Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    A bold blend of classic and contemporary, the Stacy Adams Brinkley loafer features a moccasin-inspired toe and a polished metal bit detail that adds a refined touch. The upper combines printed suede and leather for a textured, eye-catching look, while the slip-on design ensures easy wear. Inside, the FlexZone removable footbed with a molded heel cup provides anatomical arch support for lasting comfort. Finished with soft microfiber linings and a lightweight rubber outsole, this loafer is ideal for both business and casual occasions.
  • Gift Badge For Johnston & Murphy Collier Penny Moc Toe Loafers
    The sale price is   $149.00
    Please choose a color.
    Description:
    Crafted with precision and purpose, the Collier loafer features a hand-sewn moc toe and a penny keeper, offering a distinguished look that transitions seamlessly from office to evening. The lightweight lug sole adds a contemporary edge without compromising sophistication, while the TRUFOAM footbed ensures comfort that lasts. It's footwear that speaks to tradition.
  • Gift Badge For Florsheim Anthem Wingtip Oxfords
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Cole Haan Newmark Grand Penny Loafers
    Online Exclusive
    The sale price is   $148.00
    Description:
    Timeless and versatile, this penny loafer pairs classic design with modern comfort for effortless everyday wear. Crafted from rich full-grain leather, it features a traditional moc toe and penny keeper strap that nod to heritage style. Beneath the surface, Cole Haan's FlowerFoam™ cushioned footbed and FlexCraft™ technology provide lightweight support and enhanced flexibility, making it ideal for long days on your feet. With durable construction, they're a smart choice for both professional and casual settings.
  • Gift Badge For Nunn Bush Griff Moc Toe Oxfords
    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:
    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.
  • Gift Badge For Nunn Bush KORE EZ Icon Cap Toe Oxfords
    Online Exclusive
    The regular price is   $110.00 The sale price is   $82.50 sale

    25% Off Select Shoes! (Price reflects discount)

    Please choose a color.
    Description:
    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.
  • 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)

    Please choose a color.
    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 Johnston & Murphy Richland Monk Strap Shoes
    The sale price is   $165.00
    Please choose a color.
    Description:
    Classic sophistication meets modern craftsmanship in these Johnston & Murphy shoes. Featuring a single-strap design and smooth leather upper, they offer a refined alternative to traditional dress shoes. Cushioned insoles and a flexible sole provide all-day comfort, making them ideal for everything from office wear to dressier occasions.
  • Gift Badge For Florsheim Sorrento Lux Cap Toe Balmoral Oxfords
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    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.
  • Gift Badge For Stacy Adams Wesbridge Cap Toe Oxfords
    Online Exclusive
    The sale price is   $120.00
    Description:
    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.
  • Gift Badge For Cole Haan Grandflex Laser Dress Oxfords
    The sale price is   $208.00
    Description:
    These Cole Haan Oxfords blend classic sophistication with modern innovation. Crafted with precision laser-cut detailing and premium leather, they offer a polished look that's perfect for the office or dress wear events. Featuring GrandFlex technology and a lightweight FlowerFoam midsole, these shoes deliver exceptional cushioning, flexibility, and all-day comfort while incorporating sustainable materials for a more eco-conscious choice.