skip to main content

Leather Plain Casual Shoes

Refine your results

Filter
Clear All Filters
Total: 35 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 sale price is   $135.00
    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 Capitol Canvas Plain Toe Lace Up Oxfords
    The sale price is   $100.00
    Please choose a color.
    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.
  • Gift Badge For Rockport Colden Oxfords
    New
    Online Exclusive
    The sale price is   $130.00
    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 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 Johnston & Murphy Ackerson Perfed Plain Toe Sneakers
    The sale price is   $155.00
    Please choose a color.
    Description:
    Refined, easygoing, and quietly confident, these Johnston & Murphy shoes deliver everyday sophistication with a modern twist. The perfed finish adds subtle texture and breathability, giving a classic silhouette a fresh, laid‑back vibe that's just as comfortable at work as it is after hours. It features a removable, contoured EVA memory foam footbed that cushions every step and keeps comfort front and center. A durable rubber sole provides reliable traction, while the lightweight, flexible construction makes all‑day wear feel effortless. Polished without feeling stiff, this pair is made for moving through your day in 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 Cole Haan Grand Phaze Plain Toe Quick On Oxfords
    The sale price is   $150.00
    Please choose a color.
    Description:
    Modern ease meets everyday comfort in this plain toe quick‑on Oxford, designed to move seamlessly from workdays to weekends. The streamlined silhouette delivers a neat, versatile look, while the slip‑on construction offers effortless wear without sacrificing polish. Engineered with Cole Haan's SkyWeave™ cushioning system and a cushioned footbed, it provides lightweight support and all‑day comfort. A durable rubber outsole adds traction and flexibility, making this Oxford a smart choice for everyday wear.
  • Gift Badge For Eastland Plainview Lace‑Up Shoes
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary.
  • Gift Badge For Johnston & Murphy Braxton Knit Saddle Sneakers
    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
    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 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 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 Eastland Gabe Clogs
    Online Exclusive
    The sale price is   $100.00
    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 Florsheim Traveler® Plain Toe Oxfords
    The sale price is   $120.00
    Please choose a color.
    Description:
    These Florsheim Oxfords offer the utmost in versatility for both professional and casual settings. The premium leather upper features an understated plain toe silhouette, while the slender profile and stacked rubber sole lend a modern, streamlined look. Inside, its comfort-first design includes a removable footbed, soft Suedetec lining, and Flexsole technology for cushioning from day to night. The Traveler® strikes a balance of timeless style and modern comfort, pairing well with a tailored suit or smart-casual jeans alike.
  • Gift Badge For Florsheim Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Polished yet practical, these Florsheim chukka boots deliver everyday versatility with a refined edge. Crafted from rich leather and set on a durable rubber sole, it pairs classic chukka styling with modern comfort features. A cushioned footbed and soft Suedetec lining provide support from morning commutes to evening plans, while the clean plain toe keeps your look sharp. Whether you're dressing up denim or adding a relaxed touch to tailored trousers, this boot moves effortlessly through the week.
  • 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 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 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 Florsheim Fleet Plain Toe Slip-On Shoes
    The sale price is   $120.00
    Please choose a color.
    Description:
    The perfect addition to your footwear rotation, this slip-on shoe offers the utmost in versatility and ease with its SupaStep hands-free design. Simply step in and go. A classic plain toe design provides a polished look suitable for both professional and dress-casual occasions. Easy on and easy off, they're a great choice for everyday wear, further enhanced by a fully cushioned, removable Comfortech footbed that ensures exceptional all-day support.
  • Gift Badge For Rockport Tristen Step Activate Lace Up Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Whatever the occasion, these shoes rise to it. Built with Rockport's innovative Step Activated technology, they make hands-free comfort a reality. A molded heel hugs your foot for a secure fit, while advanced flexibility and cushioning keep you moving with ease. The lightweight EVA outsole adds durability without weighing you down, and truTECH® delivers shock absorption with every step. Orthotic-friendly and designed for all-day wear, this pair is proof that style and comfort can walk hand in hand.
  • Gift Badge For Jos. A. Bank Plain Toe Oxfords
    The sale price is   $119.50
    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.