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$100-$150 Oxfords

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  • Gift Badge For Stacy Adams Evan Moc Toe Oxfords
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    The sale price is   $109.50
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    Description:
    With its modern moc toe and polished leather upper, this Oxford brings a fresh perspective to a dress-shoe staple. The refined profile makes it easy to pair with everything from tailored trousers to dark denim, while breathable textile linings and memory foam cushioning help keep you comfortable throughout the day.
  • Gift Badge For Stacy Adams Langford Plain Toe Oxfords
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    The sale price is   $139.50
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    Description:
    A polished Oxford with comfort built right in, this versatile pair is ready for everything from important meetings to special occasions. Textile linings help keep things breathable, while a removable footbed with a molded heel cup delivers anatomical arch support throughout the day. Finished with subtle perforated detailing and a durable rubber sole, it's a refined style you'll keep on rotation.
  • Gift Badge For Florsheim Forecast II Waterproof Bike Toe Oxfords
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    The sale price is   $150.00
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    Description:
    Built to handle unpredictable weather without sacrificing professional style, the Florsheim Forecast II offers dependable protection and everyday comfort. The sleek bike toe silhouette and sharp design make it a versatile choice for the office, formal occasions, or daily wear. A waterproof leather upper helps keep feet dry in wet conditions, while the cushioned OrthoLite footbed provides lasting comfort and support. Finished with a slip-resistant rubber outsole, this Oxford delivers confident traction and stability throughout the day.
  • Gift Badge For Florsheim Avenue Cap Toe Oxfords
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    The sale price is   $125.00
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    Description:
    Elevated style meets everyday comfort in this versatile cap toe Oxford. Crafted with a smooth leather upper and refined dress silhouette, it delivers a polished look that transitions easily from the office to special occasions. A cushioned interior and lightweight sole help provide lasting comfort throughout the day, while the classic design pairs easily with everything from tailored suits to smart-casual separates.
  • Gift Badge For Florsheim Highrise Perf Hands Free Oxfords
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    The sale price is   $145.00
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    Description:
    Designed for life on the move, these Florsheim Oxfords combine refined style with everyday convenience. Featuring innovative hands-free technology, this versatile pair allows for effortless slip-on wear while maintaining a polished, professional appearance. The perforated design pairs easily with office attire, dress-casual looks, and weekend ensembles alike. Enhanced cushioning helps keep every step light and comfortable, while the leather upper and durable rubber sole deliver lasting quality and versatility.
  • Gift Badge For Florsheim Avenue Plain Toe Oxfords
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    The sale price is   $125.00
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    Description:
    A versatile staple from Florsheim, the Avenue Plain Toe Oxford combines neat, understated styling with lasting comfort. The smooth leather upper, cushioned footbed, and supportive rubber sole create a polished look that feels as good as it looks. Easy to dress up with tailored trousers or pair with jeans, it's a dependable choice for everything from the office to special occasions.
  • Gift Badge For Eastland Walden Oxfords
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    The sale price is   $110.00
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    Description:
    Whether you're heading into the office on a casual day or out for the weekend, the Eastland Walden Oxford delivers the comfort of a sneaker with a refined look that elevates your everyday wardrobe. Crafted with a premium leather upper and subtle suede accents, this low-profile style offers a relaxed yet put-together look that pairs effortlessly with everything from denim to chinos. For generations, Eastland has been known for combining quality craftsmanship with everyday comfort, and the Walden is no exception. A durable rubber sole and cushioned design help keep you comfortable throughout the day, while its minimalist aesthetic makes it an easy choice for work, weekends, and travel.
  • Gift Badge For Eastland Seville Oxfords
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    The sale price is   $110.00
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    Description:
    The Seville blends expert craftsmanship with everyday comfort, making it a versatile addition to your footwear collection. Featuring a premium leather upper, this lace-up Oxford delivers a polished look that pairs effortlessly with both casual and smart-casual attire. The durable rubber sole provides dependable traction and support, while the comfortable design helps keep you moving with ease throughout the day. Whether worn with chinos, jeans, or dress-casual separates, this shoe will become your new favorite go to.
  • Gift Badge For Eastland Seville Oxfords
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    The sale price is   $115.00
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    Description:
    The Seville blends expert craftsmanship with everyday comfort, making it a versatile addition to your footwear collection. Featuring a premium leather upper, this lace-up Oxford delivers a polished look that pairs effortlessly with both casual and smart-casual attire. The durable rubber sole provides dependable traction and support, while the comfortable design helps keep you moving with ease throughout the day. Whether worn with chinos, jeans, or dress-casual separates, this shoe will become your new favorite go to.
  • Gift Badge For Born Edwin Oxfords
    Online Exclusive
    The sale price is   $145.00
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    Description:
    Polished yet comfortable, the Born Edwin Oxford is a wardrobe essential designed for effortless versatility. Crafted in rich leather, the classic Oxford silhouette brings a refined finish to both professional and dress-casual looks. Built for all-day wear, it combines lasting comfort with a durable rubber sole for dependable traction and support. Pair it with tailored trousers, suiting, or dark denim for a timeless look that transitions seamlessly from the office to evening events.
  • Gift Badge For Rockport Colden Oxfords
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    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    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 Collins Sneakers
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    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    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 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 Cole Haan Grand Phaze Plain Toe Quick On Oxfords
    The sale price is   $150.00
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    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. <br><br>Lace up, plain toe<br> Quick-on design<br> SkyWeave cushioning system<br> Cushioned footbed<br> Rubber outsole<br> Leather<br> Imported<br> Oxfords<br> <br> <p><strong>Frequently Asked Questions</strong></p><br> <p><strong>What is SkyWeave cushioning and why does it matter?</strong></p> <p>SkyWeave is Cole Haan's cushioning system built into the footbed to provide lightweight support, so this Oxford stays comfortable whether you're on your feet for a full workday or running weekend errands.</p> <p><strong>Do I need to lace these up every time I wear them?</strong></p> <p>No, the quick-on, slip-on construction lets you step in and go, while still keeping the neat, plain-toe Oxford look on top.</p> <p><strong>What's the outsole made of, and will it hold up?</strong></p> <p>A durable rubber outsole handles the traction and flexibility, which is what lets this shoe move between workdays and weekends without breaking down.</p> <p><strong>What material is the shoe built from?</strong></p> <p>It's leather on top of the SkyWeave cushioning system and rubber outsole, pairing a classic material with modern comfort engineering.</p>
  • Gift Badge For Eastland Buck Oxfords
    Online Exclusive
    The sale price is   $125.00
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    Description:
    A classic with a little Ivy League swagger. The Eastland Buck brings timeless style to modern days with its signature red sole: an instant nod to retro campus cool. Crafted from soft, easy‑to‑care suede, this shoe keeps things polished without feeling fussy. Inside, a fully lined interior and cushioned insole provide all‑day comfort, while the lightweight EVA outsole and supportive shank help reduce foot and leg fatigue step after step. Equal parts nostalgic and easygoing, the Buck Oxford is made to dress up your everyday look with confidence and comfort.
  • Gift Badge For Cole Haan Grand Phaze Laser Quick-On Oxfords
    The sale price is   $130.00
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    Description:
    Meet your new go-to for style that doesn't slow you down. These Cole Haan shoes combine classic Oxford charm with modern ease, thanks to quick-on elastic laces that make slipping in and out a breeze. Laser-cut detailing adds a fresh, contemporary twist, while lightweight comfort keeps you moving effortlessly from work to weekend. It's polished, practical, and ready for anything.
  • 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 Keelan Plain Toe Oxfords
    The regular price is   $130.00 The sale price is   $104.00 sale

    20% Off!

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    Description:
    Experience the perfect blend of polished style and all-day comfort with these Rockport dress Oxfords. These distinguished lace-ups feature the innovative Stretch Adapt system, precision-engineered to flex with your foot's natural movement for a truly personalized fit. With the truTECH® system for lightweight shock absorption and a cushioned insole for 360 degrees of support, these Oxfords ensure you maintain a confident, comfortable stride no matter how long your day lasts.
  • Gift Badge For Florsheim Traveler® Plain Toe Oxfords
    Online Exclusive
    The sale price is   $120.00
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    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&reg; strikes a balance of timeless style and modern comfort, pairing well with a tailored suit or smart-casual jeans alike.
  • Gift Badge For Stacy Adams Bailey Cap Toe Oxfords
    Online Exclusive
    The sale price is   $130.00
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    Description:
    This Stacy Adams Oxford is crafted from rich leather and finished with subtle perfing along the toe for added detail. Its trim lines and stacked sole make it a versatile choice for everything from office wear to dressier occasions. Inside, the RedZone removable footbed features a molded heel cup and anatomical arch support, delivering comfort with every step. Whether paired with a suit or dressed down with chinos, this Oxford offers classic style and all-day wearability.
  • Gift Badge For Stacy Adams Benson Plain Toe Oxfords
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    The sale price is   $130.00
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    Description:
    Crafted for versatility and polish, the Benson features a hand-burnished leather upper accented with a refined line of perfing and a modern stacked heel. This lace-up is designed for comfort as much as style, thanks to the RedZone removable footbed with a molded heel cup and anatomical arch support. Soft microfiber linings enhance wearability, making it a reliable choice for both professional and dress-casual settings.
  • Gift Badge For Florsheim Traveler® Cap Toe Oxfords
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    The sale price is   $120.00
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    Description:
    Refined and ready from work to weekend, this shoe from Florsheim delivers classic style with all-day comfort. Premium leather and a timeless cap toe design give it a polished, professional look, while the cushioned footbed and soft lining keep every step comfortable. A durable sole adds traction and stability, making it a smart, reliable choice for the office, dress wear occasions, and everything in between.
  • Gift Badge For Florsheim Anthem Wingtip Oxfords
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    The sale price is   $135.00
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    Description:
    Rich leather and intricate brogue detailing meet modern design in these Florsheim Oxfords. A stacked sole adds a contemporary edge, while soft Suedetec linings and a cushioned, removable EVA footbed wrapped in leather deliver comfort that lasts from morning meetings to evening plans. With a durable rubber outsole providing reliable traction, this versatile style is built to move with you wherever the season takes you.
  • Gift Badge For Cole Haan Morse Grand Wingtip Oxfords
    The sale price is   $140.00
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    Description:
    Combining classic brogue flair with modern comfort, this wingtip Oxford features premium leather uppers detailed with timeless perforations. Built on Cole Haan s Grand.OS platform with an EVA midsole, it delivers lightweight cushioning and natural flexibility. The rubber outsole adds durable traction, while textile linings and padded footbeds ensure all day wearability. Perfect for bridging the gap between formal and casual, these shoes seamlessly elevate both dress pants and jeans.