skip to main content

9.5 D Width Leather Dress Shoes

Refine your results

Filter
Clear All Filters
Total: 104 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Donald Pliner Victor Moc Toe Bit Driving Loafers
    New
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    With a buttery soft upper and high-traction outsole, the Victor is designed for both speed and ease. Crafted by Donald Pliner, these driving loafers embody a washed goat leather exterior with a fine moc toe and a polished, metal bit adorning the vamp. Inside, its memory foam footbed, sock lining, and arch support ensure all-day comfort. Secured by rubber soles with driver style, these loafers wear well with chinos, jeans, and even shorts.
  • Gift Badge For Donald Pliner Ted Bit Loafers
    New
    Online Exclusive
    The sale price is   $170.00
    Please choose a color.
    Description:
    Classic sophistication meets all-day comfort in the Donald Pliner Ted Bit Loafer. Crafted with a premium leather upper, this timeless slip-on style is accented with a polished metal bit for a refined, elevated look. Inside, a memory foam sock lining provides exceptional cushioning and support, while the stacked heel adds a distinguished finishing touch. Expertly made, the Ted loafer is a versatile choice for both professional and special-occasion wear.
  • Gift Badge For Donald Pliner Tristan Venetian Loafers
    New
    Online Exclusive
    The sale price is   $170.00
    Please choose a color.
    Description:
    Timeless refinement meets everyday comfort in the Donald Pliner Tristan Venetian Loafer. Crafted from premium calf leather, this sophisticated slip-on style showcases the streamlined profile that defines the classic Venetian loafer. The rich texture of the leather and hand-stitched vamp details lend an elevated, artisanal touch, making it a versatile choice for everything from office days to evening occasions. Inside, memory foam delivers cushioned comfort with every step, while the stacked heel provides a polished finish. Expertly crafted, the Tristan combines quality craftsmanship, luxurious materials, and effortless wearability in a silhouette that never goes out of style.
  • Gift Badge For Donald Pliner Miles Penny Loafers
    New
    Online Exclusive
    The sale price is   $170.00
    Please choose a color.
    Description:
    Timeless style meets everyday comfort in the Donald Pliner Miles Penny Loafer. Crafted in rich suede, this slip-on silhouette features a classic penny keeper design enhanced with contrast stitching for a refined, artisanal look. A memory foam sock lining provides cushioned comfort with every step, while the stacked leather heel adds a polished finishing touch. Expertly crafted, the Miles loafer is a versatile choice for both casual and dressier occasions.
  • Gift Badge For Rockport Cristian Loafers
    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 Clarks Steadwell Plain Toe Oxfords
    Online Exclusive
    The sale price is   $89.90
    Please choose a color.
    Description:
    Polished, practical, and ready to keep up with your day, the Clarks Steadwell is a dependable go-to. Crafted from premium leather for a refined look, it features a classic silhouette that works just as well at the office as it does after hours. A slip-resistant outsole adds confidence with every step, while the removable, contoured insole delivers all-day comfort. It's thoughtful design, the Clarks way: easy to wear, easy to rely on.
  • Gift Badge For Clarks Steadwell Slip-On Dress Shoes
    Online Exclusive
    The sale price is   $89.90
    Please choose a color.
    Description:
    Slip into easy polish with the Clarks Steadwell. Crafted from premium leather, it delivers a refined look without the fuss of laces. A slip-resistant outsole keeps your footing steady, while the removable contoured insole adds all-day comfort you can count on. It's a smart style that makes getting dressed (and out the door) feel effortless.
  • Gift Badge For Rockport Foley Almond Toe Casual Oxfords
    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 Keegan Wingtip Oxfords
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    Thoughtfully designed with a built‑in stretch system, this polished Oxford adapts naturally to your foot for a more flexible, personalized fit. Plush cushioning delivers 360‑degree comfort, while TruTech technology provides lightweight shock absorption to keep every step feeling easy. Finished with a bouncy, responsive sole that offers added arch support and removable, orthotic‑friendly footbeds, it's a refined choice that keeps you comfortably on your feet.
  • Gift Badge For Rockport Whit Slip‑On Classic Dress Bit Loafers
    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 Willcox Classic Penny Loafers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Designed with a classic silhouette, this refined essential slips on easily while delivering dependable support throughout the day. A cushioned insole pairs with a flexible outsole for lasting comfort, and Rockport's TruTech technology provides lightweight shock absorption with every step. Polished, versatile, and easy to wear, this penny loafer is a smart choice for workdays, events, and everything in between.
  • Gift Badge For Cole Haan Grand Neoclassic Venetian Loafers
    The sale price is   $180.00
    Please choose a color.
    Description:
    Timeless simplicity blends seamlessly with the modern elegance of these Grand Neoclassic Venetian Loafers. Crafted by Cole Haan, you'll slip into effortless comfort in the form of sumptous leather, a padded insole, and a stacked heel with a rubber outsole. From a long day at the office to a breezy weekend excursion, you'll look and feel polished yet perfectly relaxed.
  • Gift Badge For Drew Park Moc Toe Dress Shoes
    Online Exclusive
    The sale price is   $250.00
    Please choose a color.
    Description:
    The Park dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! An extended medial heel stabilizer cradles the heel and arch to reduce overpronation. Added depth and leather linings help provide all-day comfort, and the design accommodates prescribed orthotics.
  • 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 Tyson Cap Toe Dress Shoes
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    A clean cap toe design meets modern comfort tech in this refined dress shoe crafted from full‑grain leather with a smooth leather lining for a truly elevated feel. Beneath the classic exterior, a removable contoured footbed with memory foam provides plush, personalized cushioning, while the ultra‑light TruFoam midsole adds soft, responsive support that keeps you comfortable from the first meeting to the last. Finished with durable rubber pods for steady traction, it's a smart blend of timeless style and everyday ease, making it perfect for days when looking polished and feeling great need to go hand in hand.
  • Gift Badge For Stacy Adams Boswell Double Monk Strap Cap Toe Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Meet the shoe that proves a little polish can still have plenty of personality. The Boswell brings sophistication with a wink, because why tie laces when you can buckle up in style? Crafted with a smooth leather upper, it delivers that refined look that works everywhere from the office to date night. Inside, microfiber linings wrap your feet in soft, all‑day comfort, so you can stay sharp without feeling stiff. A durable rubber outsole keeps each step steady and sure. And the real treat? The RedZone removable footbed with a molded heel cup. It's like a tiny pep talk for your feet, giving them cushioning, support, and excuse‑free comfort from morning to midnight.
  • Gift Badge For Stacy Adams Colton Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    Meet the shoe that brings effortless cool to every step. The Stacy Adams Colton blends undeniable style with easygoing comfort. With its polished bit detail and smooth silhouette, the Colton keeps things looking sharp. Inside, microfiber linings wrap your feet in soft, breathable comfort, while the fully cushioned microfiber‑covered insole gives you that "ahh" feeling from the moment you step in. And underneath it all, a durable manmade outsole keeps you steady and ready for wherever the day (or night) takes you. Dressy enough for dinner, relaxed enough for everyday, this is your new go‑to for just about anything.
  • Gift Badge For Moc Toe Lace Up Oxfords
    The sale price is   $99.50
    Please choose a color.
    Description:
    Step into style that knows how to balance classic charm with easygoing confidence. These Joseph Abboud Heritage Oxfords are the kind of shoes that instantly make your outfit feel more polished yet still totally approachable. Crafted from 100% leather, they've got that rich, smooth feel and subtle sheen that only real leather can offer. The moc toe design adds a touch of character. Lace them up, and you'll feel that comfortable, supportive fit that makes long days on your feet feel a whole lot friendlier. Whether you're heading to the office, going out for dinner, or just want to elevate your everyday style, these dress shoes are ready to walk with you.
  • Gift Badge For Clarks Mapstone Sport Sneakers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    The perfect fusion of athletic style, urbane fashion, and unbelievable comfort. The Mapstone Sport by Clarks rocks a low-profile for a modern, laid-back look. The cushioned insole and lightweight EVA midsole are supremely supportive and comfy, making them ideal for all-day wear. A durable rubber outsole ensures excellent traction, whether you're exploring the city or running errands.
  • Gift Badge For Johnston & Murphy Mills Perfed Cap Toe Oxfords
    The sale price is   $139.50
    Please choose a color.
    Description:
    Designed with understated refinement, these Oxfords deliver classic structure with a modern twist. A clean cap‑toe front keeps the silhouette timeless, while perforated side detailing adds subtle texture and breathability. Crafted from smooth leather, this versatile style pairs seamlessly with tailored suiting or polished business looks, making it an elevated essential for work and dress occasions.
  • 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 Carrucci Hybrid Lace‑Up Cap Toe Oxfords
    Online Exclusive
    The sale price is   $175.00
    Please choose a color.
    Description:
    Experience a smarter kind of sophistication with the Carrucci Hybrid Oxford. Designed for those who want classic style with modern comfort, this pair blends elevated craftsmanship with a lightweight, flexible hybrid sole that's perfect for daily wear. Made from a single piece of leather, the upper and leather lining create a seamless profile that showcases Carrucci's attention to detail. The hand‑stained, two‑tone patina brings rich depth and dimension, giving each shoe a unique, artisanal finish. Inside, a full‑length cushioned, leather‑lined footbed delivers lasting comfort and support. The EVA and rubber outsole keeps things light and responsive, while the mini‑lug tread adds dependable traction without compromising the refined silhouette.