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  • Gift Badge For Vintage Foundry Randall Chelsea Boots
    Online Exclusive
    The sale price is   $130.00
    Description:
    This refined Chelsea boot blends rugged style with everyday ease. Made with a leather upper and stretch gore panels, it slips on effortlessly while offering a secure fit. The almond toe and stacked heel give it a sharp, versatile profile. A leather lining adds comfort, and the durable rubber outsole provides traction. A versatile footwear option, you can dress it up or down.
  • Gift Badge For Vintage Foundry Flint Dress Boots
    The sale price is   $200.00
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    Description:
    Known for vintage-inspired craftsmanship, Vintage Foundry Co. designs balance timeless detail with modern wearability. The Flint pairs classic style with standout texture. Made from a combination of leather and cotton, it features a two-tone herringbone pattern with a wool-like finish for a refined yet distinctive look. A pull tab and rubber outsole add function.
  • Gift Badge For Vintage Foundry Evans Chelsea Boots
    Online Exclusive
    The sale price is   $125.00
    Description:
    Effortlessly cool and undeniably versatile, this Chelsea boot is crafted from premium suede with elastic side panels for easy on and off. The streamlined silhouette and stacked heel offer a refined finish that works just as well with jeans as it does with tailored trousers. With a rugged yet polished feel, it's a modern essential for any well-rounded wardrobe.
  • Gift Badge For Vintage Foundry Martin Chelsea Boots
    Online Exclusive
    The sale price is   $120.00
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    Description:
    Rugged and built for everyday wear, this Chelsea boot brings together timeless style and dependable comfort. The elastic side panels and pull tab make it easy to slip on and go, while the durable sole adds traction and longevity. Whether you're dressing up or keeping it casual, it's a refined finish to your look.
  • Gift Badge For Eastland Allagash Standard Plain Toe Boots
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    Online Exclusive
    The sale price is   $145.00
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    Description:
    Take the rugged road in stride with these Eastland boots crafted from full-grain leather. Equal parts sturdy and stylish, they're your all-season sidekicks, offering comfort and classic charm. Crafted for durability with a plain toe design, they walk the fine line between polished and laid-back. Whether you're tackling city streets or weekend getaways, these boots stay ready to roll. Lace up, step out, and let them carry you wherever adventure calls. They're a versatile win for your casual wardrobe upgrade.
  • Gift Badge For Eastland Jack Chukka Ankle Boots
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    Online Exclusive
    The sale price is   $125.00
    Description:
    Built for everyday versatility, this chukka boot features a full-grain leather upper that adds a rich, polished finish to casual and business-casual looks alike. The durable, super lightweight rubber and EVA combo outsole delivers comfort without the bulk, making it ideal for long days on your feet. Pair it with slim-fit jeans and a Henley for a relaxed weekend vibe, or style it with tailored trousers and a sport coat for a modern office-ready ensemble.
  • Gift Badge For Eastland Daily Double Pull On Boots
    New
    Online Exclusive
    The sale price is   $125.00
    Description:
    With a smooth leather upper that's easy to care for, this pull-on boot delivers everyday polish with minimal effort. The Active Memory Foam comfort insole cushions each step, while the flexible TPR outsole moves with you for all-day wearability. Slip it on with slim jeans and a utility jacket for a casual, go-anywhere look, or pair it with khakis and a sweater for a laid-back office outfit.
  • Gift Badge For Ben Sherman Whitby Chukka Boots
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    Online Exclusive
    The sale price is   $70.00
    Description:
    Crafted for everyday wear, the Whitby chukka delivers a modern take on a timeless favorite. Its smooth synthetic leather upper pairs effortlessly with both jeans and chinos, while the lightweight EVA outsole adds a sporty edge. With a cushioned insole and breathable lining, it's built for comfort without compromising style.
  • Gift Badge For Johnston & Murphy Calder Chelsea Boots
    Online Exclusive
    The sale price is   $179.00
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    Description:
    The Calder boot brings together versatile design and everyday functionality. Crafted from rich leather, they feature elastic side panels and a pull tab for easy on-and-off wear. A natural fit for both dressier occasions and casual outings, this pair features a cushioned footbed and soft lining for lasting comfort. The durable outsole offers reliable traction. Pair them with denim, chinos, or tailored trousers for effortless style you can rely on.
  • Gift Badge For Florsheim Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $135.00
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    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 Stacy Adams Townsend Plain Toe Chelsea Boots
    The sale price is   $150.00
    Description:
    Modern and versatile, the Stacy Adams Townsend boot is crafted from rich tumbled leather with gore panels for easy on-and-off wear. It pairs effortlessly with both casual and dress looks, while the RedZone cushioned footbed provides anatomical arch support and a molded heel cup for enhanced comfort. A lightweight sole adds flexibility and durability, making this Chelsea boot a reliable choice for everyday style with a refined edge.
  • Gift Badge For Florsheim Forge Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $130.00
    Description:
    A smooth leather upper and stacked heel give this chukka boot a versatile, stylish look, while breathable textile linings add all-day ease. The removable footbed features OrthoLite high-rebound foam and a molded EVA heel cup for superior cushioning and support. A durable rubber outsole completes the design, offering reliable traction with every step.
  • Gift Badge For Florsheim Lodge Chukka Boots
    Online Exclusive
    The sale price is   $140.00
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    Description:
    An instant classic, these Florsheim chukka Boots blend smooth leather with modern stitching and a cool stacked heel. Its versatile design pairs effortlessly with chinos or jeans, making it your go-to for countless occasions. Inside, you'll find soft, comfortable Suedetec linings and a fully cushioned footbed with Ortholite high-rebound foam for exceptional all-day comfort, all supported by a durable rubber sole.
  • Gift Badge For Stacy Adams Henry Cap Toe Lace Boots
    Online Exclusive
    The sale price is   $165.00
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    Description:
    A modern take on a classic silhouette, the Henry boot is perfect for elevating your professional or casual style. Crafted with a polished upper and a distinctive cap-toe design, this boot offers a refined look that's both timeless and on-trend. The secure lace-up closure and durable stacked heel provide both a comfortable fit and lasting quality. Whether you pair it with a tailored suit or with dark denim, it's a versatile staple for your wardrobe.
  • Gift Badge For Florsheim Forge Plain Toe Chelsea Boots
    Online Exclusive
    The sale price is   $130.00
    Description:
    Made with a smooth leather upper and a modern stacked heel, this Florsheim boot slips on easily thanks to flexible side gore panels. Inside, a breathable textile lining and cushioned, removable footbed with OrthoLite high-rebound foam, and a molded EVA heel cup deliver lasting support. A durable rubber outsole rounds out the design, offering reliable traction for workdays and weekends alike.
  • Gift Badge For Florsheim Forge Plain Toe Lace Up Boots
    Online Exclusive
    The sale price is   $135.00
    Description:
    A blend of durability and sophisticated style, these Florsheim boots feature a smooth leather upper with elegant lines of stitching and a plain toe design. While it offers a secure lace-up closure, a convenient side zipper ensures an easy-on, easy-off fit. Its versatile style is complemented by a modern lug outsole, providing durability, traction, and comfort. Inside, breathable textile linings and a fully cushioned, removable footbed with OrthoLite high rebound foam and a molded EVA heel cup offer exceptional long-term wearability and support.
  • Gift Badge For Born Reed Pull On Boots
    Online Exclusive
    The sale price is   $150.00
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    Description:
    Crafted from full-grain leather, this pull-on boot showcases timeless style and rich character that only improves with wear. A breathable leather and microfiber lining, paired with a foam-cushioned, leather-covered footbed, delivers exceptional comfort. Finished with a high-traction, lightweight rubber outsole and stacked wood-finish heel, it's built for stability and style, while the Opanka handcrafted construction ensures lasting durability and flexibility.
  • Gift Badge For Born Ryker Boots
    The sale price is   $150.00
    Description:
    Step into rugged style with Born. Made from hand-finished leather, this cap toe boot combines classic looks with modern comfort. A cushioned footbed and breathable lining keep you comfortable all day, while the durable rubber outsole and stacked heel offer reliable traction and a polished finish. With Born's signature Opanka construction, the Ryker delivers flexibility, support, and timeless appeal perfect for everyday wear or dressing up your look.
  • Gift Badge For Florsheim Anthem Plain Toe Chukka Boots
    Online Exclusive
    The sale price is   $145.00
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    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
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    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 Cole Haan Chamberlain Grand Chelsea Boots
    The sale price is   $150.00
    Description:
    These Chelsea boots blend classic style with modern innovation for unmatched all-day comfort. The refined silhouette transitions effortlessly from office to evening. Inside, Cole Haan's FlexCraft™ technology delivers hidden foam cushioning and enhanced flexibility, making each step feel smooth and supported. The lightweight Grand.OS energy foam sole adds responsive comfort and shock absorption, while the durable construction ensures lasting wear. Perfect for professionals on the move, these boots elevate your look without compromising on comfort.
  • Gift Badge For Clarks Desert EVO Boots
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Rooted in heritage but made for today, this evolution of the iconic Clarks Desert boot brings modern comfort to a timeless silhouette. With premium leather, a streamlined profile, and a lightweight EVA outsole, they have the same classic style with enhanced cushioning and flexibility. It's a smart, everyday staple that pairs effortlessly with jeans, chinos, and more.
  • Gift Badge For Johnston & Murphy XC Flex Connelly Wingtip Boots
    Online Exclusive
    The sale price is   $219.00
    Description:
    This updated classic from Johnston & Murphy has a sleek yet relaxed appeal. An EVA insole with cushioned XC Flex construction and a removable EVA memory-foam footbed provide support and comfort.
  • Gift Badge For Johnston & Murphy Upton Chukka Boots
    Online Exclusive
    The sale price is   $169.00
    Description:
    Create the perfect casual look with these chukka boots from Johnston & Murphy. Made with comfort in mind, they feature a TRUFOAM midsole for lightweight cushioned support and a flexible rubber outsole.

WHY OUR MEN’S SHOES ARE WORTH AN EXTRA LOOK:

We began as a purveyor of fine suits and sport jackets, but we pride ourselves on our ability to deliver great looks from head to toe. That means you’ll find a wide selection of well-crafted men’s dress shoes and casual shoes in our stores. Our dress shoes for men are made from rich materials like leather and suede and offered in classic looks ranging from dressy wingtips to stylish Oxfords or Derby shoes. There are sleek dress boots to consider as well. The looks and styles of shoes are many; with pointed, square and cap toes, shiny and matte looks, and details without end. For our more casual shoes, you’ll see loafers, boat shoes and less formal boots or chukkas. Every pair of shoes is a personal choice, and size is everything when you want a shoe that feels as great as it looks. You’ll want to allow your sales associate to measure your foot carefully for the proper size. Then try on several variations, preferably with the pants you intend to wear and a dress sock in the appropriate style. That’s the beauty of shopping for shoes as part of your overall decision-making. It’s all right there. And with a little help, it all works together.