skip to main content

12 Wide Leather Casual Shoes

Refine your results

Filter
Clear All Filters
Total: 31 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Florsheim Remi Plain Toe Oxfords
    The regular price is   $135.00 The sale price is   $94.50 sale

    30% Off!

    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 Eastland Tanner Slip‑On Shoes
    New
    Online Exclusive
    The regular price is   $90.00 The sale price is   $63.00 sale

    30% Off!

    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 regular price is   $120.00 The sale price is   $84.00 sale

    30% Off!

    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 Colden Oxfords
    New
    Online Exclusive
    The regular price is   $130.00 The sale price is   $91.00 sale

    30% Off!

    Please choose a color.
    Description:
    Designed to keep up with long days, the Rockport Colden delivers a smart balance of style, durability, and comfort. Built for all‑day wear, it features Rockport's TruTech technology for lightweight shock absorption that helps reduce foot fatigue with every step. Removable, orthotic‑friendly footbeds allow for a customized fit, making these lace‑ups a reliable choice with polished, everyday versatility.
  • Gift Badge For Rockport Criss Casual Oxfords
    New
    Online Exclusive
    The regular price is   $135.00 The sale price is   $94.50 sale

    30% Off!

    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 regular price is   $145.00 The sale price is   $101.50 sale

    30% Off!

    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 regular price is   $125.00 The sale price is   $87.50 sale

    30% Off!

    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 Collins Sneakers
    New
    Online Exclusive
    The regular price is   $130.00 The sale price is   $91.00 sale

    30% Off!

    Please choose a color.
    Description:
    Designed for all‑day ease, these Rockport sneakers combine casual style with signature comfort technology. Lightweight construction and cushioned insoles deliver easy support from morning to night, while TruTech technology provides dependable shock absorption with every step. Finished with removable, orthotic‑friendly footbeds for a custom fit, these lace‑ups are a versatile go‑to for busy days when comfort matters just as much as style.
  • Gift Badge For Drew Maker Leather Sneakers
    Online Exclusive
    The sale price is   $180.00
    Please choose a color.
    Description:
    The Drew® Maker Casual Shoe combines comfortable features with stylish looks, making it a perfect addition to any shoe collection. The Maker comes with an upper made with premium leather. The Walk Right Technology removable footbed provides arch support and shock absorption, plus it can be removed to accommodate custom orthotics or diabetic insoles. The wide, rocker bottom, and strong shank offer lateral, medial, and arch support as well as better motion control by maximizing rearfoot stability. The slip-resistant outsole will keep you sure on your feet. It's ideal for diabetics and casual wearers alike.
  • Gift Badge For Nunn Bush KORE City Rally Mesh Moc Toe Sneakers
    Online Exclusive
    The regular price is   $85.00 The sale price is   $59.50 sale

    30% Off!

    Please choose a color.
    Description:
    Some sneakers are built for style, some for comfort, but this one shows up ready to do both without breaking a sweat. A manmade upper with textile containing recycled content gives it a modern, eco‑minded edge, while the moc toe adds a touch of laid‑back character that plays well with everything from joggers to jeans. Unlined for a naturally flexible feel, this sneaker keeps things light and easy. And when the weather gets moody? The slip‑resistant rubber sole steps in with all‑weather traction that keeps you steady on your feet. With its durable construction, subtle leather touches, and classic lace‑up styling, it's the kind of everyday sneaker that moves effortlessly between errands, commutes, and casual weekends.
  • Gift Badge For Nunn Bush Stark Moc Toe Loafers
    Online Exclusive
    The regular price is   $100.00 The sale price is   $70.00 sale

    30% Off!

    Please choose a color.
    Description:
    Sliding into comfort shouldn't require effort and this slip‑on proves it. Crafted from naturally soft genuine leather, it brings a polished look with that easy, broken‑in feel everyone loves. Inside, the Suedetec linings keep things smooth and cozy, wrapping your feet in soft comfort from the very first step. A Comfort Gel footbed does its quiet magic, combining molded EVA for support with a memory foam insole that delivers that satisfying little "ahh" with every stride. A smooth leather upper, a refined stacked heel, and a clean, modern profile give this slip‑on a versatile look that works everywhere from office days to evenings out.
  • 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 regular price is   $130.00 The sale price is   $91.00 sale

    30% Off!

    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 Eastland Gabe Clogs
    Online Exclusive
    The regular price is   $100.00 The sale price is   $70.00 sale

    30% Off!

    Please choose a color.
    Description:
    Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day.
  • Gift Badge For Nunn Bush Drexel Moc Toe Penny Loafers
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off!

    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 Florsheim Anthem Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Classic design meets modern edge in these Florsheim Chukka boots. With a clean three-eyelet profile and stacked heel, they bring effortless style to everything from office hours to off-duty adventures. Crafted from rich leather, these boots pair perfectly with jeans and a sport coat for a look that's both polished and relaxed. Inside, soft Suedetec linings and a cushioned, removable EVA footbed wrapped in leather provide lasting comfort and flexibility, while the durable rubber outsole ensures reliable traction wherever the day takes you.
  • Gift Badge For Florsheim Anthem Plain Toe Chelsea Boots
    Online Exclusive
    The sale price is   $145.00
    Please choose a color.
    Description:
    Effortlessly stylish and endlessly versatile, these Florsheim boots are designed to keep up with wherever life takes you. Crafted in rich leather, their clean lines and modern silhouette make them a natural match for everything from tailored trousers to worn-in denim. Inside, soft Suedetec linings and a fully cushioned, removable EVA footbed wrapped in leather deliver comfort that lasts all day. Finished with a durable rubber outsole for added traction and flexibility, it's the kind of boot you'll want to keep on rotation.
  • Gift Badge For Nunn Bush Kore EZ Icon Plain Toe Oxfords
    Online Exclusive
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off!

    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 KORE EZ Icon Moc Toe Slip On Shoes
    Online Exclusive
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off!

    Please choose a color.
    Description:
    Blending classic style with modern ease, these Nunn Bush shoes is built for all-day wear. Featuring a moc toe design, it offers the convenience of a slip-on with the support of a Dual Comfort footbed, combining two layers of cushioned EVA foam and arch support for lasting comfort. Fully padded linings enhance breathability and softness, while the KORE technology sole provides flexibility and shock absorption to keep you moving with ease.
  • Gift Badge For Nunn Bush KORE EZ Icon Cap Toe Oxfords
    Online Exclusive
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off!

    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   $77.00 sale

    30% Off!

    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 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.
  • Gift Badge For Florsheim Motor Knit Moc Toe Penny Loafers
    The sale price is   $110.00
    Please choose a color.
    Description:
    Laid-back style meets modern comfort in this lightweight knit penny loafer. Designed with a breathable upper and classic moc toe detailing, it's a fresh take on a timeless silhouette. The cushioned footbed and flexible sole deliver all-day comfort, making it an easy choice for everything from weekend outings to casual Fridays.
  • Gift Badge For Florsheim Tropics Elastic Lace Moc Toe Boat Shoes
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Easygoing and effortlessly cool, this moc toe boat shoe is built for comfort and convenience. The elastic no-tie laces create a slip-on fit with a laid-back vibe, while the Suedetec lining adds a soft touch inside. A cushioned EVA outsole with rubber traction keeps every step light and steady perfect for dockside days, weekend getaways, or everyday wear.