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Cushioned Insoles Leather Shoes

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  • Gift Badge For Johnston & Murphy Calder Chelsea Boots
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    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    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
    New
    The sale price is   $179.00
    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
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    The sale price is   $328.00
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    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 Flynch Braided Strap Loafers
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    The sale price is   $328.00
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    Description:
    Made with smooth, premium leather, the Flynch features a cool braided strap across the top that adds a touch of personality and texture. The timeless moc-toe design keeps things looking sophisticated, while the cushioned footbed and flexible sole make sure you're comfortable all day long.
  • Gift Badge For Johnston & Murphy XC Flex Landry Bit Moc Toe Loafers
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    Online Exclusive
    The sale price is   $159.00
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    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 Braxton Chukka Boots
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    Online Exclusive
    The sale price is   $159.00
    Description:
    The Braxton chukka boot is crafted from rich leather with subtle stitched details. Designed for flexibility and durability, they have a cushioned footbed and sturdy outsole that provide support whether you're heading to the office or exploring the city. The ankle-high profile delivers a tailored look that pairs effortlessly with denim, chinos, or even casual suiting, making it a go-to choice for transitional dressing and year-round wear.
  • Gift Badge For Johnston & Murphy Flynch Bit Loafers
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    Online Exclusive
    The sale price is   $328.00
    Description:
    Polished and easygoing, the Flynch loafer blends classic detailing with modern comfort. With a leather upper and a refined metal bit across the vamp, they have a sophisticated look that transitions effortlessly from work to weekend. The moc toe adds subtle structure, while a cushioned footbed and flexible outsole ensure all-day wearability. Whether paired with chinos, denim, or suiting separates, this loafer delivers timeless style with a contemporary twist.
  • Gift Badge For Johnston & Murphy Upton One-Piece Perfed Plain Toe
    New
    Online Exclusive
    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 Anders Perforated U Throat Sneakers
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    The sale price is   $159.00
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    Description:
    Sporty yet sophisticated, these Johnston & Murphy sneakers offer a fresh take on casual footwear. Perforated leather uppers add texture and breathability while maintaining a modern look. The cushioned interior and flexible sole provide all-day comfort, making them ideal for travel, weekend outings, or everyday wear. They pair effortlessly with everything from jeans to chinos.
  • Gift Badge For Stacy Adams Todridge Moc Toe Bit Slip On Shoes
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    The sale price is   $140.00
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    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 Townsend Plain Toe Chelsea Boots
    New
    The sale price is   $150.00
    Description:
    Modern and versatile, the Stacy Adams Townsend boot is crafted from rich tumbled leather with gore panels for easy on-and-off wear. It pairs effortlessly with both casual and dress looks, while the RedZone cushioned footbed provides anatomical arch support and a molded heel cup for enhanced comfort. A lightweight sole adds flexibility and durability, making this Chelsea boot a reliable choice for everyday style with a refined edge.
  • Gift Badge For Stacy Adams Phineas Plain Toe Oxfords
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    The sale price is   $100.00
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    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
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    The sale price is   $100.00
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    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
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    Online Exclusive
    The sale price is   $90.00
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    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 Johnston & Murphy Collier Penny Moc Toe Loafers
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    Online Exclusive
    The sale price is   $149.00
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    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 Born Ryker Boots
    New
    The sale price is   $150.00
    Description:
    Step into rugged style with Born. Made from hand-finished leather, this cap toe boot combines classic looks with modern comfort. A cushioned footbed and breathable lining keep you comfortable all day, while the durable rubber outsole and stacked heel offer reliable traction and a polished finish. With Born's signature Opanka construction, the Ryker delivers flexibility, support, and timeless appeal perfect for everyday wear or dressing up your look.
  • Gift Badge For Born Allegheny II Sneakers
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    Online Exclusive
    The sale price is   $130.00
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    Description:
    These shoes bring back a modern classic with rugged style and a relaxed, broken-in look. Crafted in hand-finished full-grain leather, they're built for comfort with a breathable microsuede lining and a removable, foam-cushioned footbed. The lightweight rubber outsole offers flexibility and traction, while Born's signature 2-Way Opanka construction ensures lasting durability. Finished with a subtle 1-inch heel, it's a versatile everyday staple with handcrafted character.
  • Gift Badge For Born Reed Pull On Boots
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    The sale price is   $150.00
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    Description:
    Crafted from full-grain leather, this pull-on boot showcases timeless style and rich character that only improves with wear. A breathable leather and microfiber lining, paired with a foam-cushioned, leather-covered footbed, delivers exceptional comfort. Finished with a high-traction, lightweight rubber outsole and stacked wood-finish heel, it's built for stability and style, while the Opanka handcrafted construction ensures lasting durability and flexibility.
  • Gift Badge For Cole Haan Chamberlain Grand Chelsea Boots
    New
    The sale price is   $150.00
    Description:
    These Chelsea boots blend classic style with modern innovation for unmatched all-day comfort. The refined silhouette transitions effortlessly from office to evening. Inside, Cole Haan's FlexCraft™ technology delivers hidden foam cushioning and enhanced flexibility, making each step feel smooth and supported. The lightweight Grand.OS energy foam sole adds responsive comfort and shock absorption, while the durable construction ensures lasting wear. Perfect for professionals on the move, these boots elevate your look without compromising on comfort.
  • Gift Badge For Cole Haan Newmark Grand Penny Loafers
    New
    Online Exclusive
    The sale price is   $148.00
    Please choose a color.
    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 Cole Haan GrandPro Half Court SkyWeave Sneakers
    New
    Online Exclusive
    Description:
    A modern take on the classic court sneaker, this pair is crafted with a breathable SkyWeave™ upper and ultra-lightweight construction. They're engineered for comfort with responsive cushioning, a molded footbed for arch support, and a flexible rubber outsole for traction. Relaxed enough for casual wear, supportive enough for all-day movement.
  • Gift Badge For Clarks Desert EVO Boots
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Rooted in heritage but made for today, this evolution of the iconic Clarks Desert boot brings modern comfort to a timeless silhouette. With premium leather, a streamlined profile, and a lightweight EVA outsole, they have the same classic style with enhanced cushioning and flexibility. It's a smart, everyday staple that pairs effortlessly with jeans, chinos, and more.
  • Gift Badge For Moretti Alexander Lace-Up Boots
    The sale price is   $130.00
    Description:
    Step into rugged sophistication with these Moretti boots. Crafted from premium leather and fabric, they combine durable construction with refined design. The classic lace-up closure ensures a secure fit, while the sturdy sole offers traction and stability for all-day wear. Whether you're navigating the city streets or enjoying a weekend getaway, these boots are built to keep you looking sharp.
  • Gift Badge For Clarks Eldredge Step Slip-On Shoes
    The sale price is   $130.00
    Please choose a color.
    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.