skip to main content

11.5 Wide Cushioned Insoles Shoe Deals

Refine your results

Filter
Clear All Filters
Total: 14 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Eastland Tanner Slip‑On Shoes
    New
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    Easy to slip on, even easier to love. The Eastland Tanner is made for laid‑back days that still call for all‑day comfort. Designed with a removable cushioned insole, they provide a soft, supportive feel with flexibility to customize your fit. Underfoot, a lightweight and flexible rubber outsole delivers dependable comfort and slip-resistance, keeping you steady wherever the day takes you. Comfortable, casual, and effortlessly wearable, the Tanner is the kind of shoe you'll reach for again and again.
  • Gift Badge For Rockport Atwell Slip‑On Moc Toe Shoes
    New
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Built for everyday durability with comfort you can count on, the Rockport Atwell delivers rugged style and reliable support. Crafted with a rich leather upper and contrast stitching, this versatile pair brings a refined yet casual look to daily wear. A cushioned insole and durable rubber outsole provide all‑day comfort and traction, while TruTech technology offers lightweight shock absorption with every step. Finished with removable, orthotic‑friendly footbeds for a custom fit, these slip‑ons are made to keep up from morning to night.
  • Gift Badge For Rockport Cristian Loafers
    New
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Designed for effortless style and dependable comfort, the Rockport Cristian is an easy choice for everyday wear. The slip‑on design allows for quick, convenient on‑and‑off, while contrast stitching adds subtle visual interest. Inside, a cushioned insole with built‑in arch support keeps your feet comfortable throughout the day. Rockport's TruTech technology provides lightweight shock absorption, and removable, orthotic‑friendly footbeds offer a customized fit, making this loafer as practical as it is polished.
  • Gift Badge For Rockport Criss Casual Oxfords
    New
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    The Rockport Criss Lace‑Up Casual Oxfords are designed to keep you comfortable without sacrificing everyday style. Featuring a cushioned insole with built‑in arch support, they provide dependable comfort for long hours on your feet. Rockport's TruTech technology delivers lightweight shock absorption, while removable, orthotic‑friendly footbeds allow for a customized fit. Versatile and easy to wear, these shoes are a reliable choice for all‑day support with a polished, relaxed look.
  • Gift Badge For Rockport Foley Almond Toe Casual Oxfords
    New
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Polished enough for dressier moments and relaxed enough for everyday wear, the Rockport Foley delivers versatile style with dependable comfort. Designed for all‑day support, they feature a cushioned insole and Rockport's TruTech technology for lightweight shock absorption. Removable, orthotic‑friendly footbeds allow for a customized fit, making this lace‑up Oxford an easy choice for long days that move seamlessly from work to after‑hours plans.
  • Gift Badge For Rockport Rodger Casual Loafers
    New
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    Designed for life on the move, the Rockport Rodger pairs effortlessly cool style with modern comfort technology. A grippy pieced rubber outsole delivers reliable traction, while advanced cushioning and TruTech technology provide lightweight shock absorption with every step. Easy to slip on and endlessly versatile, this loafer offers all‑day comfort in a trim silhouette, making it an exceptional choice for everyday wear.
  • Gift Badge For Rockport Whit Slip‑On Classic Dress Bit Loafers
    New
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Polished style meets everyday comfort in the Rockport Whit Slip‑On Classic Dress Bit Loafer. Designed with a refined ornament detail, this versatile loafer elevates dress looks while staying easy to wear. Inside, a cushioned insole and flexible outsole team up with Rockport's TruTech technology to deliver lightweight shock absorption and all‑day support. The result is a smart, slip‑on essential that blends classic style with modern comfort, perfect for long days and evenings alike.
  • Gift Badge For Rockport Whit Dress Bit Loafers
    New
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Polished yet easy to wear, the Rockport Whit delivers a refined look with everyday comfort built in. Designed with an ornament detail, it adds a classic dress touch while maintaining a relaxed, slip‑on feel. A cushioned insole, flexible outsole, and TruTech technology work together to provide lightweight shock absorption and all‑day comfort, making this loafer a stylish blend of comfort and functionality for both work and special occasions.
  • Gift Badge For Rockport LiteCourt Sneakers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Keep it casually cool with the ultra-comfy LiteCourt Sneakers. Made by Rockport, these laid-back lace-ups are fashioned from genuine, durable leather. They're both stylish and orthopedic friendly with their padded collar and tongue, cushioned insole, EVA midsole, and truTECH® technology for lightweight shock absorption. Complete with a thick and grippy rubber outsole, these kicks are sure to become an instant wardrobe favorite.
  • Gift Badge For Rockport Style Leader 2 Plain Toe Oxfords
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Designed for the modern professional, this plain toe Oxford blends timeless style with advanced comfort features. The TRUTECH® sport technology provides shock-absorbing heel cushioning to help reduce foot fatigue, while the moisture-wicking lining keeps you feeling fresh throughout the day. A cushioned insole adds extra support, making it a smart choice for long hours at the office or dress wear events. Pair it with a tailored suit for a polished look or dress it down with chinos and a blazer for business casual ease.
  • Gift Badge For Rockport Keefe Cap Toe Oxfords
    The sale price is   $120.00
    Please choose a color.
    Description:
    <p>Dress shoes that don&#39;t act like dress shoes. The Keefe Oxford brings the best of both worlds; sharp style and serious comfort. With an almond-shaped toe and cushioned insole, they look polished but feel like a dream. Thanks to Stretch Adapt, they flex and move with your feet for a custom fit that keeps up with your day. And with truTECH &reg; shock absorption, every step feels lighter.</p>
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Combining hands-free convenience with everyday polish, this slip-on features Rockport's Step Activated technology, which allows you to step in and out with ease. A molded heel keeps your foot securely in place. The leather and textile upper balances durability with a relaxed look, and the removable cushioned insole accommodates custom orthotics. Finished with a rubber outsole for reliable traction, it's a smart, low-effort option for daily wear.
  • Gift Badge For Rockport Garrett Plain Toe Shoes
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Clean lines and all-day comfort come together in this versatile plain toe Oxford. Made from smooth leather with a lightweight EVA outsole, it offers a polished look that transitions easily from work to weekend. Heel cushioning and a removable memory foam footbed deliver comfort with every step.
  • Gift Badge For Rockport Garrett Plain Toe Oxfords
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    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.