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$100-$150 Dress Shoes

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  • Gift Badge For Florsheim Tux Plain Toe Strap Formal Dress Shoes
    New
    Online Exclusive
    The sale price is   $140.00
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    Description:
    Sophisticated style and exceptional comfort come together in this polished slip-on dress shoe. Crafted with a high-gloss patent leather upper, it delivers a refined look that's perfect for formal occasions, weddings, and black-tie events. A cushioned memory foam footbed helps provide lasting comfort through long hours of wear, while the trap detail adds a modern finishing touch. Whether paired with a tuxedo, tailored suit, or dress pants, this shoe offers a distinguished look for special occasions.
  • Gift Badge For Johnston & Murphy Seth Plain Toe Shoe
    New
    The regular price is   $139.50 The sale price is   $111.60 sale

    20% Off!

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    Description:
    Bring versatile comfort and casual polish to your daily lineup. The Johnston & Murphy Seth features a rich leather upper crafted in a classic plain toe design that easily pairs with chinos or dark denim. On the inside, a removable, contoured TRUFOAM footbed delivers ultra-lightweight cushioning and support to keep your feet feeling fresh through long days on the move. Built for everyday wear, this reliable dress-casual style offers the ideal balance of relaxed function and elevated style.
  • Gift Badge For Clarks Aldwin 2 Limit Derby Shoes
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Classic brogue detailing and wingtip styling give the Clarks Aldwin a polished look that transitions effortlessly from the office to special occasions. Crafted with a premium leather upper, this lace-up derby is designed with a cushioned footbed for lasting comfort and a durable synthetic sole for reliable everyday wear.
  • Gift Badge For Jos. A. Bank Plain Toe Derby Shoes
    The regular price is   $129.50 The sale price is   $103.60 sale

    20% Off!

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    Description:
    Polish off your look with these derby shoes. Crafted in rich suede, this lace-up style delivers understated versatility. A lightweight crepe bottom adds comfort and a relaxed, modern feel, making them ideal for pairing with everything from denim to tailored trousers.
  • Gift Badge For Jos. A. Bank Cap Toe Boots
    The regular price is   $149.50 The sale price is   $119.60 sale

    20% Off!

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    Description:
    Step up your game with these boots, where classic polish meets modern ease. Effortlessly sharp, they bring a refined edge to a variety of looks. The cap toe adds a timeless, tailored finish, while the rich leather keeps things looking elevated. A subtle side zipper (hello, easy on and off) pairs with a traditional lace-up front, giving you the best of both worlds. Underneath, a durable TPR sole offers reliable traction and a steady feel, so you can move through your day with confidence. It's the kind of boot that transitions seamlessly from dressed-up moments to smart-casual plans without missing a step.
  • Gift Badge For Jos. A. Bank Plain Toe Derby Shoes
    The regular price is   $129.50 The sale price is   $103.60 sale

    20% Off!

    Please choose a color.
    Description:
    A timeless staple with easy versatility, these shoes keep your look classic, and effortlessly pulled together. The smooth, streamlined design makes it a natural match for everything from business attire to dressed-up casual looks. Finished with a leather and rubber outsole for durability and comfort, it's a dependable go-to that makes looking sharp feel simple.
  • Gift Badge For Joseph A. Bank Cap Toe Suede Boot
    The regular price is   $149.50 The sale price is   $119.60 sale

    20% Off!

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    Description:
    A little rugged, a little refined. This boot strikes the perfect balance. Crafted in soft suede with a classic cap toe detail, it brings a polished edge to a versatile, everyday style. The lace-up design keeps things timeless, while the rubber outsole adds durability and comfort for wherever your day takes you. Inner ankle zips make easy and quick on and offs. Dressed up or down, it's a confident step in the right direction.
  • Gift Badge For Johnston & Murphy Baxley Moc Toe Penny Loafer
    Online Exclusive
    The regular price is   $149.50 The sale price is   $119.60 sale

    20% Off!

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    Description:
    Step into effortless style with the Johnston & Murphy Baxley Moc Toe Penny Loafer. Crafted from genuine full-grain leather, this classic loafer brings a polished look that's ready for wherever the day takes you, from morning meetings to dinner plans and everything in between. The timeless moc toe design and traditional penny keeper details add just the right touch of sophistication, while the versatile finish makes pairing them with your favorite wardrobe pieces a breeze. Inside, leather and textile linings help keep every step feeling comfortable and breathable, so you can stay on the move with ease. Finished with a durable full-grain leather outsole, the Baxley is designed to deliver the kind of quality, comfort, and classic style you'll reach for season after season.
  • Gift Badge For Donald Pliner Victor Moc Toe Bit Driving Loafers
    Online Exclusive
    The regular price is   $179.00 The sale price is   $143.20 sale

    20% Off!

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    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 Tristan Venetian Loafers
    Online Exclusive
    The regular price is   $170.00 The sale price is   $136.00 sale

    20% Off!

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    Description:
    Refined yet easy to wear, this Venetian loafer brings together timeless style and everyday comfort. The supple suede upper delivers a sophisticated look, while the hand-stitched vamp adds a touch of artisanal craftsmanship. A memory foam lining cushions every step, and the stacked heel provides a classic finishing detail. Designed in a convenient slip-on silhouette, it's a versatile choice for both casual and dressed-up occasions.
  • Gift Badge For Donald Pliner Ted Bit Loafers
    Online Exclusive
    The regular price is   $170.00 The sale price is   $136.00 sale

    20% Off!

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    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
    Online Exclusive
    The regular price is   $170.00 The sale price is   $136.00 sale

    20% Off!

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    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
    Online Exclusive
    The regular price is   $170.00 The sale price is   $136.00 sale

    20% Off!

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    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 regular price is   $135.00 The sale price is   $108.00 sale

    20% Off!

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    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 Foley Almond Toe Casual Oxfords
    Online Exclusive
    The regular price is   $145.00 The sale price is   $116.00 sale

    20% Off!

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    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 Whit Slip‑On Classic Dress Bit Loafers
    Online Exclusive
    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    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
    Online Exclusive
    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

    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 Willcox Classic Penny Loafers
    Online Exclusive
    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    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 Stacy Adams Boswell Men's Double Monk Strap Shoes
    Online Exclusive
    The sale price is   $130.00
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    Description:
    The Stacy Adams Boswell men's double monk strap cap toe shoe brings polished style with plenty of personality. Instead of laces, it uses buckle closures, giving the dress shoe a distinctive look that works from the office to date night. A smooth leather upper and cap toe deliver a refined finish, while microfiber linings wrap your feet in soft, all-day comfort. The RedZone removable footbed with a molded heel cup provides cushioning and support from morning to midnight, and a durable rubber outsole keeps each step steady and sure. Pair the Boswell with suits, dress trousers, or chinos and a blazer. Key features: smooth leather upper; double monk strap buckle closure; cap toe; microfiber linings; RedZone removable footbed with molded heel cup; durable rubber outsole. Best for: business offices, date nights, weddings, and evening events.
  • Gift Badge For Stacy Adams Lockwood Wingtip Ornament Slip On Shoes
    Online Exclusive
    The sale price is   $140.00
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    Description:
    Meet the slip‑on that proves classic style can still have a little swagger. The Stacy Adams Lockwood brings together timeless wingtip detailing with a modern silhouette. It's the perfect shoe for moments when you want to look sharp without putting in too much effort. Crafted with a rich mix of burnished smooth leather and textured leather, the upper has depth, dimension, and that just‑right touch of polish. Inside, textile linings keep things breathable and comfortable, so your feet stay cool. And for all‑day support, the Lockwood features the RedZone removable footbed with a molded heel cup: a cushioned, supportive base that keeps every step feeling steady and comfortable.
  • Gift Badge For Florsheim Remi Moc Toe Penny Loafer
    The regular price is   $139.50 The sale price is   $111.60 sale

    20% Off!

    Please choose a color.
    Description:
    Get ready to love your new go-to shoes; the Florsheim Remi Moc Toe Loafer instantly elevates both your business and casual attire. Crafted with a genuine leather upper, this slip-on features a refined moc toe and a classic penny loafer saddle, delivering a distinguished, contemporary look. Florsheim built the Remi for all-day performance, incorporating a fully cushioned footbed and soft Suedetec linings to ensure lasting comfort. With its flexible rubber outsole, this loafer moves easily from the boardroom to a weekend outing, proving the perfect blend of polished style and modern wearability.
  • Gift Badge For Rockport Style Leader 2 Plain Toe Oxfords
    Online Exclusive
    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    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 Cory Penny Loafers
    Online Exclusive
    The regular price is   $140.00 The sale price is   $112.00 sale

    20% Off!

    Please choose a color.
    Description:
    A masterful blend of tradition and innovation, these Rockport loafers are crafted for the gentleman who values both style and substance. The embossed leather upper and woven detailing lend a distinguished touch, while the classic penny keeper anchors the design in timeless elegance. With a cushioned insole and Rockport's signature truTECH® technology for lightweight shock absorption, these slip-ons offer day-to-night comfort without compromising sophistication. Whether paired with tailored trousers or dressed-down denim, they're a wardrobe essential that speaks volumes quietly.
  • Gift Badge For Rockport Cory Slip-On Dress Penny Loafer
    Online Exclusive
    The regular price is   $140.00 The sale price is   $112.00 sale

    20% Off!

    Please choose a color.
    Description:
    The Rockport Cory Slip-On Dress Penny Loafer delivers exceptional comfort without compromising a classic, handsome appearance, making it an essential piece of footwear for your business and formal wear. Constructed with a smooth, premium leather upper, this penny loafer offers a timeless profile and a versatile finish. Engineered for those on their feet, the shoe incorporates Rockport's truTECH® technology—a lightweight, shock-absorbing foam into the EVA footbed and heel area, ensuring superior underfoot cushioning and all-day support. Easy to put on and durable with a sturdy rubber outsole, the Cory Loafer is the perfect functional addition to your favorite polished outfits.