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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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  • 84 items in Boots

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    • 4 colors
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      Clarks Men's Bushacre 2 Chukka Boots
      $100.00
      Spend $50, get $20 off
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      (23)
    • 4 colors
    • 2 colors
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    • 2 colors
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      Steve Madden Harken Chukka Boots
      $90.00
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      (178)
    • 2 colors
      Steve Madden Men's Jonnie Boots, Created for Macy's
      $110.00
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      (34)
    • 2 colors
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    • 2 colors
      Florsheim Men's Beat Plain-Toe Chelsea Gore Boots
      $130.00
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      (48)
    • 2 colors
      Stacy Adams Men's Alomar Cap-Toe Chelsea Boots
      $105.00
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      (40)
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      Timberland Men's 6" Basic Waterproof Boot
      $145.00
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      (345)
    • Extended Widths
    • 3 colors
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      Clarks Men's Bushacre 2 Chukka Boot
      $100.00
      Spend $50, get $20 off
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      Spend $50, get $20 off
      (123)
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    • Clarks Men's Hinman Mid-High Boots
      $100.00
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      (4)
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      Rockport Men's Classic Break Chukka Boot
      $135.00
      Sale $93.99
      Extra 15% off use: SUNDAY
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      With offer $79.89
      (32)
    • G. H. Bass & Co. Men's Bennett Chukka Boots
      $110.00
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      (2)
    • 2 colors
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    • 3 colors
    • 2 colors
    • Frye Men's Scott Chelsea Harness Boots Created for Macy's
      LAST ACT
      $228.00
      Now $113.93
      coupon excluded
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      coupon excluded
      (2)
    • ALDO Men's Sthephanus Double-Zip Boots
      $160.00
      Sale $79.99
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      With offer $67.99
    • 2 colors
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    • 2 colors
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    • 3 colors
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    • 5 colors
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      Eastland Men's Lumber Up Boot
      $125.00 - 130.00
      (14)
    • 3 colors
      G.H. Bass & Co. Men's Buck 2.0 Demi Boots
      $135.00
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      (1)
    • Frye Men's Scott Suede Chukka Boots, Created for Macy's
      $228.00
      Now $148.20
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      Prices just reduced - Limited Quantities
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    • UGG® Men's Freamon Leather Chukka Boots
      $150.00
      Now $97.50
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    • 2 colors
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    • Unlisted by Kenneth Cole Men's Roll With It Boots
      LAST ACT
      $75.00
      Now $37.43
      coupon excluded
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      coupon excluded
      (53)
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      Kenneth Cole Reaction Desert Sun Leather Chukka Boots
      $98.00
      Now $63.70
      Extra 15% off use: SUNDAY
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      With offer $54.15
      (2)
    • 2 colors
    • Steve Madden Men's Verner Boots
      LAST ACT
      $110.00
      Now $54.93
      coupon excluded
      Last Act: Extra savings do not apply
      coupon excluded
      (1)
    • Kenneth Cole Reaction Men's Desert Sun Boots
      $98.00
      Now $63.70
      Extra 15% off use: SUNDAY
      Extra 15% off select merchandise!
      Extra 15% off use: SUNDAY
      With offer $54.15
    • Calvin Klein Men's Albe Nappa Leather Chukka Boots
      $150.00
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    • Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
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      Extra 15% off use: SUNDAY
      With offer $54.15
      (20)
    • 9 colors
      Extended Widths
    • Extended Widths
      Kenneth Cole Reaction Desert Sun Suede Chukkas
      $98.00
      Now $63.70
      Extra 15% off use: SUNDAY
      Extra 15% off select merchandise!
      Extra 15% off use: SUNDAY
      With offer $54.15
      (1)
    • 2 colors
    • Tommy Hilfiger Men's Casey Waterproof Duck Boots Created for Macy's
      $90.00
      Spend $50, get $20 off
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      (73)
    • 2 colors
    • Stacy Adams Men's Delaney Chukka Boots
      $105.00
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      (14)
    • 2 colors
    • NEW! Alfani Men's Briar Harness Boots, Created for Macy's
      $99.99
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    • 2 colors
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