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Men’s Boots

From simple and laidback to smart and tailored, men’s boots look great with almost any outfit. Boots for men will be the style stars of your cool weather wardrobe. Explore our collection of leather, suede and faux leather boots from popular brands.

When buying men’s boots, always keep your individual taste, profession and lifestyle at the forefront of your mind. Take notes as we break down a few popular styles. Let’s start with chukka boots. Hitting at the ankle, lace-up chukkas are absolutely perfect for casual outings.

Is versatility high on your wish list? Pull-on boots can be dressed up or down. Chelsea boots are a classic pull-on style. These ankle boots feature elastic side panels and round toes. Invest in a pair with a rubber sole to help ensure you can wear them during rain or snow. Speaking of battling the elements, don’t forget to add a pair of work and waterproof boots to your collection. Something sleeker? Military and combat boots will bring the edge.

Round out your collection with a pair of dress boots. Look for duos boasting amazing details like wingtips or brogues. Any lace-up style will look amazing when partnered with a suit or a button-up shirt & dress pants.

We’ve only mentioned a few men’s boots offered at Macy’s—be sure to check out our entire footwear collection. Interested in a complete closet refresh? Shop for men’s clothing and accessories, too.

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      Clarks Men's Bushacre 2 Chukka Boots
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      Timberland Men's Groveton Hi-Top Sneakers
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      Timberland Men's Mt. Maddsen Waterproof Hiking Boots
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      Steve Madden Harken Chukka Boots
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      Timberland Men's 6" Premium Waterproof Boot
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      Steve Madden Men's Jonnie Boots, Created for Macy's
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      Stacy Adams Men's Alomar Cap-Toe Chelsea Boots
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      Florsheim Men's Beat Plain-Toe Chelsea Gore Boots
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      Clarks Men's Bushacre 2 Chukka Boot
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      Timberland Men's 6" Basic Waterproof Boot
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      Rockport Men's Classic Break Chukka Boot
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      Timberland Men's Earthkeeper Original 6" Boot
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      Johnston & Murphy Copeland Chukka Boots
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      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
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    • G. H. Bass & Co. Men's Bennett Chukka Boots
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    • HUGO Men's Dress Appeal Zip Boots
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    • Frye Men's Scott Chukka Boots, Created for Macy's
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      Kenneth Cole Reaction Desert Sun Suede Chukkas
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      Kenneth Cole Reaction Men's Desert Sun Perforated Chukka Boots
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      Rockport Men's Rugged Bucs H20 Waterproof Plain Toe Boots
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    • ALDO Men's Sthephanus Double-Zip Boots
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      Stacy Adams Men's Madison Boot
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      Florsheim Men's Duke Bike Toe Ankle Boot
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    • Frye Men's Scott Chelsea Harness Boots Created for Macy's
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      Clarks Men's Original Desert Boots
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    • UGG® Men's Freamon Leather Chukka Boots
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    • Timberland Men's Kendrick Chelsea Boots
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      Eastland Men's Lumber Up Boot
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    • Kenneth Cole Reaction Men's Desert Sun Textured Suede Chukka Boots
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      Eastland Daily Double Side-Gore Boots
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    • Frye Men's Scott Suede Chukka Boots, Created for Macy's
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      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
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      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
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      Florsheim Men's Essex Moc Toe Ankle Boot
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      Clarks Men's Stinson Hi Top Wallabee Boots
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    • Kenneth Cole Reaction Men's Desert Sun Boots
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      Eastland High Fidelity Lace-Up Boots
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      Dr. Scholl's Men's Credence Suede Chelsea Boots
      $125.00
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      Timberland Men's 6" Boot, Created for Macy's
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    • Tommy Hilfiger Men's Casey Waterproof Duck Boots Created for Macy's
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    • Stacy Adams Men's Delaney Chukka Boots
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    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
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    • Eastland Men's Chester Boots
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      Eastland Men's Seneca Boot
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    • Mark Nason Los Angeles Men’s Double Cup - Sergeant Boots from Finish Line
      $150.00
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      Kenneth Cole Reaction Desert Sun Suede Chukkas
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    • The North Face Men's Storm III Waterproof Mid-High Boots
      $120.00
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      Eastland Men's Jett Boots
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    • Frye Men's Scott Cap-Toe Suede Oxfords, Created for Macy's
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    • Eastland Men's Daily Double Chelsea Boots
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      Eastland Men's Jack Boots
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      $125.00
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    • UGG® Men's Olivert Boots
      $190.00
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    • UGG® Men's Freamon Leather Chukka Boots
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    • UGG® Men's Waterproof Butte Boots
      $225.00
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    • UGG® Men's Halfdan Boot
      $190.00
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