skip to main content

Cushioned Insoles Leather Shoe Deals

Refine your results

Filter
Clear All Filters
Total: 26 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Nunn Bush Stark Plain Toe Oxfords
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    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 Nunn Bush Stark Cap Toe Oxfords
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    A good pair of shoes should feel timeless, comfortable, and easy to wear, and this style checks every box. Crafted from naturally soft genuine leather, the upper brings a polished, classic look that only gets better with time. The cap toe adds that subtle, refined detail that makes this Oxford feel just a little extra special. Inside, Suedetec linings keep things smooth and comfortable, wrapping your feet in a soft touch that feels great from the very first step. Beneath it all, the Comfort Gel footbed blends molded EVA with a memory foam insole, creating a cushioned, supportive base that makes long days surprisingly easy on your feet.
  • Gift Badge For Johnston & Murphy Mills Perfed Bit Loafers
    The regular price is   $139.50 The sale price is   $119.00 sale

    Last Chance!

    Description:
    Crafted for refined comfort and warm‑weather wear, these loafers deliver a polished look with breathable ease. The perforated leather upper enhances airflow, while the bit detail adds a touch of classic sophistication. Designed for all‑day support, they feature a cushioned footbed and flexible sole for effortless movement. Versatile and timeless, this style pairs perfectly with tailored trousers, chinos, or dressy casual looks.
  • Gift Badge For Florsheim Remi Moc Toe Penny Loafer
    The regular price is   $139.50 The sale price is   $119.00 sale

    Last Chance!

    Please choose a color.
    Description:
    Get ready to love your new go-to shoes; the Florsheim Remi Moc Toe Loafer instantly elevates both your business and casual attire. Crafted with a genuine leather upper, this slip-on features a refined moc toe and a classic penny loafer saddle, delivering a distinguished, contemporary look. Florsheim built the Remi for all-day performance, incorporating a fully cushioned footbed and soft Suedetec linings to ensure lasting comfort. With its flexible rubber outsole, this loafer moves easily from the boardroom to a weekend outing, proving the perfect blend of polished style and modern wearability.
  • Gift Badge For Nunn Bush Centro Flex Formal Plain Toe Oxfords
    Online Exclusive
    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 Drexel Moc Toe Penny Loafers
    The sale price is   $110.00
    Please choose a color.
    Description:
    Refined craftsmanship meets everyday comfort in this moc toe penny loafer, designed with detailed stitching and a rich two-tone leather upper. Lined with breathable Suedetec for moisture control, it features a removable Comfort Gel footbed with memory foam and a heel pod for all-day support. The lightweight LITES outsole, made with millions of air bubbles for feather-light durability, pairs with KORE technology to deliver a smooth, cushioned stride.
  • Gift Badge For Belvedere Fernando Woven Slip On Sneakers
    Online Exclusive
    The sale price is   $219.00
    Please choose a color.
    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
    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 Belvedere Eros Formal Sneakers
    Online Exclusive
    The sale price is   $169.00
    Description:
    Elevate your formal footwear game with Belvedere. This low-top sneaker features a luxurious velvet upper paired with smooth leather accents at the toe, heel, and eyestay. Hidden elastic laces offer a clean, slip-on fit, while the fully padded tongue and collar ensure comfort with every step. A breathable lining and foam-cushioned insole enhance wearability, and the durable rubber sole provides reliable grip and flexibility. The Eros is ideal for pairing with tailored suiting or upscale casual looks.
  • Gift Badge For Nunn Bush Kore EZ Icon Plain Toe Oxfords
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Versatile and built for comfort, these Nunn Bush Oxfords are a wardrobe staple with a modern edge. Crafted from smooth leather, they feature breathable, fully padded linings for all-around comfort and moisture control. The Dual Comfort footbed combines two EVA foam layers with arch support for cushioned support throughout the day. A 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 Odell II Wingtip Boots
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Step into effortless style with these Nunn Bush wingtip boots, where classic masculine appeal meets modern lightweight comfort. Crafted from genuine leather paired with a durable manmade upper, this boot blends rugged charm with contemporary versatility. Inside, soft Suedetec linings provide a smooth, comfortable feel, while Dual Comfort technology combines two EVA foam compounds and built-in arch support for all-day cushioning with an eco-friendly touch. The outsole balances lightweight EVA with durable rubber.
  • Gift Badge For Nunn Bush Griff Moc Toe Oxfords
    The sale price is   $110.00
    Please choose a color.
    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 sale price is   $110.00
    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 sale price is   $110.00
    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 Belvedere Maurizio Hybrid Penny Loafers
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    This hybrid penny loafer blends timeless design with modern comfort. Crafted from supple Nappa leather, it features a classic silhouette complemented by a two-tone rubber gel sole for enhanced durability and traction. The foam-cushioned insole and soft lining ensure all-day comfort, making it suitable for both formal occasions and everyday wear.
  • Gift Badge For Belvedere Olivier Sneakers
    Online Exclusive
    The sale price is   $199.00
    Description:
    Crafted from rich suede with leather accents, this low-top sneaker delivers a clean, elevated look with a sporty edge. A contrast stripe and minimalist sole add modern flair, while the cushioned interior keeps every step comfortable. Versatile enough for jeans, joggers, or casual pants, it brings everyday luxury to your rotation. Distinctive color options make it easy to stand out.
  • Gift Badge For Belvedere Maxim Polished Formal Sneakers
    The sale price is   $169.00
    Please choose a color.
    Description:
    This polished formal sneaker seamlessly blends timeless sophistication with modern comfort. Crafted from rich patent leather, it features elegant laser-cut wingtip designs that add a touch of classic refinement. The luxe neoprene lining and foam-cushioned insole ensure all-day comfort, while the Extralight sole provides durability without added weight. This shoe is perfect for those seeking a stylish yet comfortable option for formal occasions.
  • Gift Badge For Belvedere Studio Marcio Double Buckle Monk Strap Shoes
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    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 Belvedere Duke Cap Toe Oxfords
    The sale price is   $150.00
    Description:
    Meticulously crafted from rich, premium leather, these oxfords exude quality and refinement with a classic cap toe design. The lace-up closure ensures a secure and comfortable fit, while the thoughtfully constructed interior provides lasting support for all-day wear. A hallmark of enduring style and exceptional craftsmanship, the Belvedere Duke Oxfords are the perfect foundation for a polished and confident presence, whether you're navigating the boardroom or attending a special occasion.
  • Gift Badge For Florsheim Finance Plain Toe Oxfords
    The sale price is   $149.50
    Please choose a color.
    Description:
    These Florsheim Oxfords offer a sophisticated, streamlined look ideal for both professional and dressier settings. Crafted from high-quality leather, they feature a simple yet refined plain toe design that pairs well with a variety of looks. The cushioned footbed provides comfort throughout the day, while the durable outsole ensures reliable traction.
  • Gift Badge For Florsheim Remi Cap Toe Oxfords
    The sale price is   $135.00
    Please choose a color.
    Description:
    These plain toe Oxfords from Florsheim have a clean, elegant design that perfectly complements your dress or dress-casual style. Crafted with genuine leather uppers, they also feature a fully cushioned footbed for all-day comfort.
  • Gift Badge For Florsheim Remi Plain Toe Oxfords
    The regular price is   $135.00 The sale price is   $119.00 sale

    Last Chance!

    Please choose a color.
    Description:
    Clean lines over a smooth leather upper lend classic style to these plain-toe Oxfords from Florsheim. With a padded footbed, soft and comfortable Suedetec lining, and rubber sole, these versatile lace-ups can be worn with anything from slacks to chinos to jeans.
  • Gift Badge For Florsheim Newtown Plain Toe Lace-Up Oxfords
    Online Exclusive
    The sale price is   $144.50
    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 Florsheim Capitol Canvas Plain Toe Lace Up Oxfords
    The sale price is   $100.00
    Description:
    Lighten up for warm weather without missing a step in this casually cool Oxford from Florsheim. Leather details add rich contrast to the smooth canvas upper. Soft, comfortable Suedetec lining. Durable rubber sole. Imported.