skip to main content

Cushioned Insoles Plain Shoes

Refine your results

Filter
Clear All Filters
Total: 83 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Jos. A. Bank Knit Hybrid Sneakers
    The regular price is   $99.50 The sale price is   $69.65 sale

    30% Off Jos. A. Bank & Joseph Abboud Shoes! (Price reflects discount)

    Please choose a color.
    Description:
    Step into a perfect blend of style and comfort with Jos. A. Bank. Designed for the modern man on the move, these sneakers feature a breathable knit upper that provides a contemporary look. The cushioned insole delivers exceptional out-of-the-box comfort, ensuring all-day support whether you're heading to the office or out for a casual weekend. Built for durability, the sturdy rubber sole offers reliable traction and long-lasting wear, making these sneakers as functional as they are fashionable.
  • Gift Badge For Jos. A. Bank Plain Toe Oxfords
    The regular price is   $119.50 The sale price is   $83.65 sale

    30% Off Jos. A. Bank & Joseph Abboud Shoes! (Price reflects discount)

    Please choose a color.
    Description:
    Elevate your footwear game with the timeless sophistication of these Oxfords. Featuring a smooth leather upper that transitions effortlessly from smart-casual to dressier occasions, its minimalist design pairs well with tailored suits, dress slacks, or even denim. A comfortable fit and durable construction ensure out-of-the-box wearability.
  • Gift Badge For Joseph Abboud Soiree Formal Oxfords
    The regular price is   $125.00 The sale price is   $87.50 sale

    30% Off Jos. A. Bank & Joseph Abboud Shoes! (Price reflects discount)

    Description:
    Polished and refined, Joseph Abboud s Soiree formal Oxford adds sophistication to dress occasions. The classic lace-up silhouette pairs effortlessly with suiting, while a cushioned footbed offers lasting comfort throughout the evening.
  • 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 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 Cole Haan Grand Crosscourt Daily Court Sneakers
    Online Exclusive
    The sale price is   $120.00
    Description:
    Classic court style meets modern comfort in these Cole Haan sneakers. These lace-up showcase premium full-grain leather uppers, capturing the iconic tennis-inspired design with a modern twist. Inside, a cushioned EVA insole wrapped in breathable textile delivers lasting comfort, while the sturdy rubber cupsole offers a reliable grip and long-lasting wear. Enhanced with a nylon lining and perforated tongue, these sneakers keep your feet fresh and comfortable all day long.
  • Gift Badge For Born Allegheny II Sneakers
    The sale price is   $130.00
    Please choose a color.
    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 Carrucci Monk Strap Plain Toe Dress Shoes
    Online Exclusive
    The sale price is   $175.00
    Please choose a color.
    Description:
    Step up your style with this dress shoe from Carrucci, a refined classic designed with versatility and comfort in mind. Crafted from soft milled leather, this monk strap pair showcases a smooth, plain toe silhouette enhanced by a hand‑finished, burnished toe. Inside, you'll find a full‑length, cushioned, leather‑lined footbed that adds comfort and support with every step. The leather upper and lining elevate the feel, while the rubber sole with an exclusive tread pattern delivers dependable grip and slip resistance. Thoughtfully constructed and easy to style, this shoe offers a polished look you can rely on from workdays to weekend outings.
  • Gift Badge For Cole Haan Grand Crosscourt Daily Laser Sneakers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    A stylish fusion of athletic comfort and refined design, these Cole Haan sneakers offer exceptional versatility for everyday wear. The upper features laser-cut details, which provide a modern aesthetic and enhanced breathability. Engineered with GRANDFOAM cushioning, they ensure responsive, all-day comfort and support, making them a polished choice for elevated casual looks.
  • Gift Badge For Eastland Beacon No-Toggle Lace Sneakers
    The sale price is   $90.00
    Please choose a color.
    Description:
    The Beacon is the ultimate summer sneaker, offering unmatched comfort and lightweight convenience. It features an extra thick cushioned insole, a no-tie toggle lace system, and breathable mesh uppers. Rubber tread soles provide traction and will hold up against the elements to give you all day comfort.
  • Gift Badge For Rockport Garrett Plain Toe Shoes
    Online Exclusive
    The sale price is   $135.00
    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 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 Rockport Garrett Plain Toe Oxfords
    Online Exclusive
    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 Braxton Knit Saddle Sneakers
    New
    Online Exclusive
    The sale price is   $155.00
    Please choose a color.
    Description:
    Experience modern ease with the Braxton sneaker, where athletic-inspired comfort meets elevated craftsmanship. Designed with a breathable knit and full‑grain leather upper, this unlined style offers a soft, flexible fit that adapts naturally to your foot. Inside, a highly cushioned, removable TRUFOAM footbed provides ultra‑light comfort and responsive support, making every step feel effortless. Finished with durable rubber pods on the outsole for enhanced traction and longevity, these sneakers deliver the perfect blend of comfort, versatility, and refined casual style.
  • Gift Badge For Cole Haan GrandPro Luxe Slip-On Sneakers
    New
    The sale price is   $170.00
    Please choose a color.
    Description:
    Effortlessly stylish and engineered for comfort, the Cole Haan GrandPro slip-on sneaker is crafted from premium leather in a low-top silhouette. Designed with elastic stretch laces for easy on-and-off wear, it features Cole Haan's innovative FlowerFoam® cushioning, delivering responsive energy return with every step. A padded collar and fully cushioned footbed enhance all-day comfort, while the durable rubber cup sole offers stability and traction. Perfect for casual outings or elevated everyday wear, this versatile sneaker blends modern design with heritage craftsmanship.
  • 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 Johnston & Murphy Tyson Plain Toe Oxfords
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    The Johnston & Murphy Tyson blends timeless craftsmanship with modern comfort, featuring a full‑grain leather upper and smooth leather lining that offer both durability and breathability. Its removable, contoured footbed with memory foam provides personalized cushioning that adapts to your stride, while the ultra‑light TRUFOAM midsole delivers soft, responsive support without added weight. Finished with durable rubber pods for enhanced traction and longevity, this versatile style moves effortlessly from work to weekend while keeping comfort at the forefront.
  • 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 Cole Haan Grandpro Angleace Sneakers
    The sale price is   $160.00
    Please choose a color.
    Description:
    The Cole Haan GrandPro Angleace sneakers offer a refined blend of minimalist design and advanced comfort technology. Crafted from premium leather and suede, they feature laser-cut perforations for enhanced breathability and a modern silhouette. Inside, the GRANDFORM midsole provides responsive cushioning and energy return, while the removable memory foam footbed ensures personalized comfort. A durable rubber outsole delivers reliable traction, making these sneakers have a versatile style and lightweight construction.
  • Gift Badge For Born Shep Knit Sneakers
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Ready for anything your weekend throws at you, this knit sneaker delivers an ultralight fit that's breathable and incredibly comfortable. A combination of soft knit fabric and hand-finished leather gives it a premium look, while the removable cushioned footbed with enhanced arch support ensures all-day ease. Finished with a high-traction, flexible EVA and rubber outsole and Born's signature 2-way Opanka handcrafted construction, it's the perfect blend of style and performance.
  • 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 Centro Flex Formal Slip-On Shoes
    Online Exclusive
    The sale price is   $85.00
    Description:
    Step into timeless elegance with the Nunn Bush Centro. Made for formal occasions, this shoe features a plain toe design and a smooth, easy-care upper for a refined look. Comfort meets sophistication with a fully cushioned memory foam footbed, comfort gel heel pod, and Flex Technology for superior flexibility and shock absorption. The lightweight outsole ensures all-day comfort, making it the perfect choice for weddings and black-tie events.
  • Gift Badge For Rockport Style Leader 2 Plain Toe Oxfords
    Online Exclusive
    The sale price is   $130.00
    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.

WHY OUR MEN’S SHOES ARE WORTH AN EXTRA LOOK:

We began as a purveyor of fine suits and sport jackets, but we pride ourselves on our ability to deliver great looks from head to toe. That means you’ll find a wide selection of well-crafted men’s dress shoes and casual shoes in our stores. Our dress shoes for men are made from rich materials like leather and suede and offered in classic looks ranging from dressy wingtips to stylish Oxfords or Derby shoes. There are sleek dress boots to consider as well. The looks and styles of shoes are many; with pointed, square and cap toes, shiny and matte looks, and details without end. For our more casual shoes, you’ll see loafers, boat shoes and less formal boots or chukkas. Every pair of shoes is a personal choice, and size is everything when you want a shoe that feels as great as it looks. You’ll want to allow your sales associate to measure your foot carefully for the proper size. Then try on several variations, preferably with the pants you intend to wear and a dress sock in the appropriate style. That’s the beauty of shopping for shoes as part of your overall decision-making. It’s all right there. And with a little help, it all works together.