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$100-$150 Casual Shoes

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  • Gift Badge For Florsheim Zacarro Moc Bit Loafers
    The regular price is   $144.50 The sale price is   $115.60 sale

    20% Off!

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    Description:
    From the Florsheim fine line of shoes, these impeccable loafers are perfect for both work week and weekend. Relax in comfort with their fully cushioned footbed and soft linings. They have a soft, fine leather upper with simple detailing.
  • Gift Badge For Florsheim Remi Plain Toe Oxfords
    The regular price is   $135.00 The sale price is   $108.00 sale

    20% Off!

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    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 Finance Cap Toe Oxfords
    The regular price is   $149.50 The sale price is   $119.60 sale

    20% Off!

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    Description:
    Smooth and stylish, these classic cap-toe oxfords will complete your dress-wear look. Breathable, durable, and soft leather quarter linings and sock liner. Fully cushioned insole with removable footbed with ortholite high rebound foam. Flexible rubber sole. Full grain leather upper. Spot clean. Imported.
  • Gift Badge For Eastland Yarmouth Loafers
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Whether you're heading to the waterfront, exploring the town, or simply enjoying a laid-back day, the Eastland Yarmouth Slip On offers the perfect balance of comfort, craftsmanship, and relaxed sophistication. It has that classic coastal-inspired style blended with comfort and ease that make it a go-to for everyday wear. Crafted with a premium leather upper, this versatile slip-on features traditional moc-toe stitching and leather lace detailing for a relaxed yet polished look. Known for creating footwear that blends quality craftsmanship with exceptional comfort, Eastland brings its heritage of casual American style to the Yarmouth. A durable rubber sole provides reliable traction, while the easy slip-on design makes it perfect for everything from weekend outings to casual evenings out.
  • Gift Badge For Eastland Seneca Ankle LA Boots
    Online Exclusive
    The sale price is   $120.00
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    Description:
    Built for comfort and everyday versatility, the Eastland Seneca is a dependable addition to your casual wardrobe. Featuring a premium leather upper and classic lace-up ankle boot design, it delivers a rugged yet refined look that pairs effortlessly with jeans, chinos, and seasonal layers. Known for creating footwear that prioritizes comfort without sacrificing style, Eastland combines quality craftsmanship with practical design. The Seneca continues that tradition with a durable rubber sole and supportive construction designed to keep you comfortable throughout your day.
  • Gift Badge For Born Nigel Lace Up Boots
    Online Exclusive
    The sale price is   $150.00
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    Description:
    Built for lasting comfort and everyday wear, the Born Nigel Lace Up Boot is crafted in rich leather and finished with a durable rubber sole for reliable traction. The classic lace-up design features a rounded toe shape for a timeless look and comfortable fit, while the sharp profile pairs effortlessly with jeans, chinos, and other casual staples. From workdays to weekends, it's an easy choice for versatile style.
  • Gift Badge For Born Easton Loafers
    Online Exclusive
    The sale price is   $145.00
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    Description:
    Polished enough for the office and comfortable enough for all-day wear, the Born Easton Slip On is a versatile wardrobe staple. Crafted in smooth leather with stretch gore panels for easy on-and-off wear, this classic silhouette delivers lasting comfort with every step. The durable rubber sole provides dependable traction, while the streamlined design pairs effortlessly with everything from tailored trousers to dark-wash denim for a smart, everyday look.
  • 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 Born Silvo Slip On Shoes
    Online Exclusive
    The sale price is   $145.00
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    Description:
    The Born Silvo delivers effortless comfort in a versatile silhouette. Crafted in smooth leather, this everyday essential features a classic moc-toe design that adds enduring appeal to both casual and business-casual looks. The easy slip-on construction makes it a convenient choice for busy days, while the durable rubber sole provides reliable traction and support. Pair it with chinos, khakis, or dark denim for a polished yet relaxed finish.
  • Gift Badge For Born Richie Sneakers
    Online Exclusive
    The sale price is   $145.00
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    Description:
    Casual, comfortable, and built with rugged character, the Born Richie Sneaker is crafted in distressed leather for a lived-in look from day one. The low-profile lace-up design features a rounded toe and contrast stitching for understated style, while the durable rubber sole delivers dependable traction and support. Easy to dress up or down, this versatile sneaker pairs effortlessly with jeans, joggers, and other everyday favorites.
  • Gift Badge For Born Reagan Slip On Shoes
    Online Exclusive
    The sale price is   $145.00
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    Description:
    Easygoing style meets all-day comfort in the Born Reagan. Crafted in rich leather with elastic gore panels for a flexible fit, this casual essential is designed for effortless wear. Contrast stitching and moc-toe detailing lend timeless appeal, while the durable rubber sole provides dependable traction and support. Pair it with jeans, khakis, or casual workwear for a polished yet relaxed look.
  • Gift Badge For Born Weston Loafers
    Online Exclusive
    The sale price is   $130.00
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    Description:
    Classic slip-on convenience meets everyday comfort in the Born Weston. Designed with a cushioned feel and durable rubber sole, this versatile style is built to keep you comfortable from morning errands to evening plans. Easy to dress up or down, it has a slip-on design that delivers grab-and-go ease. Pair it with everything from chinos to denim for a look that's relaxed, polished, and ready for wherever the day takes you.
  • Gift Badge For Born Davis Loafers
    Online Exclusive
    The sale price is   $135.00
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    Description:
    The Born Davis Loafer reimagines the classic penny loafer with modern comfort built in. Crafted with a durable rubber sole and cushioned support, this versatile style is designed for easy wear throughout the day. Contrasting accents at the collar and heel add a distinct touch, giving it a fresh, contemporary look. Pair it with everything from chinos to denim for a versatile style you'll reach for again and again.
  • Gift Badge For Born Jax Slide Sandals
    Online Exclusive
    The sale price is   $105.00
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    Description:
    Easygoing comfort meets everyday versatility in these Born slide sandals. Designed for effortless wear, they feature a simple silhouette that pairs just as easily with casual weekend looks as it does with laid-back vacation style. Slip them on and enjoy the comfort-focused design that makes every step feel a little easier. Built with a durable rubber sole for reliable traction and lasting wear, the Jax Slide is the kind of warm-weather essential you'll reach for again and again. Whether you're heading out for a quick errand, relaxing outdoors, or enjoying a day on the go, these sandals deliver comfort without compromise.
  • Gift Badge For Born Sandor Slip-On Shoes
    Online Exclusive
    The sale price is   $135.00
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    Description:
    Enjoy easygoing comfort with the Born Sandor. Designed with a flexible slip-on silhouette for effortless wear, this casual shoe features a durable rubber sole that helps provide reliable traction and all-day support. The soft, relaxed design makes it a versatile choice for everyday outings.
  • Gift Badge For Born Wilkins Loafers
    Online Exclusive
    The sale price is   $130.00
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    Description:
    Slip into comfort and get on with your day. The Born Shoes Wilkins is designed for effortless wear, combining laid-back style with the all-day comfort the brand is known for. Its easy slip-on design makes getting out the door a breeze, while the versatile look pairs seamlessly with everything from jeans to casual chinos. Built with comfort in mind and finished with a durable rubber sole, the Wilkins offers dependable support and traction wherever the day takes you. Whether you're heading to brunch, traveling, or simply enjoying a busy weekend, this easygoing shoe is ready for the ride.
  • Gift Badge For Born Nigel Lace Up Shoes
    Online Exclusive
    The sale price is   $125.00
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    Description:
    Combining everyday comfort with timeless style, the Born Nigel Lace Up is crafted in supple leather and finished with a durable rubber sole for dependable wear. The lace-up design features an elongated almond-shaped toe that creates a refined silhouette, making it easy to dress up or down. Pair it with chinos, trousers, or dark denim for a polished look that transitions effortlessly from workdays to weekends.
  • Gift Badge For Rockport Colden Oxfords
    Online Exclusive
    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 Carlo Almond Toe Dress Loafers
    Online Exclusive
    The regular price is   $140.00 The sale price is   $112.00 sale

    20% Off!

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    Description:
    Refined and effortlessly comfortable, the Rockport Carlo is designed to keep you polished from morning to night. Featuring an almond toe design and a smooth, polished finish, this loafer delivers timeless style with modern ease. A cushioned insole and stable outsole provide all‑day support, while TruTech technology offers lightweight shock absorption with every step. Finished with an easy slip‑on closure, this versatile pair blends comfort and sophistication for both work and special occasions.
  • Gift Badge For Rockport Carlo Almond Toe Dress Loafers
    Online Exclusive
    The regular price is   $140.00 The sale price is   $112.00 sale

    20% Off!

    Please choose a color.
    Description:
    Refined and easygoing all at once, the Rockport Carlo delivers polished style without sacrificing comfort. Crafted with an almond and a smooth, sophisticated finish, this loafer slips on effortlessly for everyday wear. Inside, a cushioned insole and Rockport's TruTech technology provide lightweight shock absorption, while the stable outsole keeps you comfortable and confident on your feet from morning meetings to evening plans.
  • Gift Badge For Rockport Collins Sneakers
    Online Exclusive
    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!

    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 Eastland Scarborough Venetian Loafers
    Online Exclusive
    The sale price is   $125.00
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    Description:
    The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks.
  • 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>