Shop Macy's Men's Leather Boots up to 75% Off

Men's Carl Wingtip Chelsea Leather Pull-Up Boots from Macy's

30% OFF

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Anthony Veer Men's Carl Wingtip Chelsea Leather Pull-Up Boots

from Macy's

$143.46 $204.95

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RefrigiWear Men's Tungsten Hiker Warm Insulated Waterproof Leather Work Boots

from Macy's

$201.34

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RefrigiWear Ice Viking Waterproof Insulated Work Boots

from Macy's

$191.43

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RefrigiWear Men's PolarForce Hiker Insulated Waterproof Black Leather Work Boots

from Macy's

$208.11

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RefrigiWear Men's EnduraMax Warm Insulated Waterproof Black Leather Work Boots

from Macy's

$178.25

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RefrigiWear Men's Ice Logger Warm Insulated Waterproof Tan Leather Work Boots

from Macy's

$178.25

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Timberland Pro Men's Direct Attach 6" Water-Resistant Insulated Soft-Toe Leather Boots

from Macy's

$170.00

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Taft Men's Livingston Handcrafted Leather and Wool Dress Lace-up Rubber Sole Boots

from Macy's

$295.00

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RefrigiWear Men's Crossover Hiker Waterproof Lightweight Work Boots

from Macy's

$165.08

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RefrigiWear Men's Polar Force Max Waterproof Insulated 8-Inch Leather Work Boots

from Macy's

$224.43

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RefrigiWear Men's Frost line Hiker Waterproof Insulated Work Boots

from Macy's

$204.60

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RefrigiWear Men's Platinum Leather Warm Insulated Waterproof Non-Slip Work Boots

from Macy's

$217.77

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RefrigiWear Men's Extreme Pull-On Insulated Freezer Boots

from Macy's

$250.77

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RefrigiWear Men's Barrier Lightweight Insulated 9-Inch Brown Leather Work Boots

from Macy's

$175.51

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RefrigiWear Men's Waterproof Anti-Slip Extreme Pac Boots with Boa Fit System For Lacing

from Macy's

$283.64

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RefrigiWear Men's Extreme Hiker Waterproof Insulated Freezer Boots with Boa Fit System

from Macy's

$233.94

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Swissbrand Men's Work Boot Gladiator 510701 Brown

from Macy's

$120.00

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Swissbrand Men's Urban Boot Alpes 404 Black

from Macy's

$123.00

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Swissbrand Men's Urban Biker Boot Zug 365 Black

from Macy's

$118.00

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Discovery Expedition Men's Outdoor Boot Kenai Brown 1933

from Macy's

$110.00

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Swissbrand Men's Urban Boot Alpes 404 Honey

from Macy's

$123.00

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Discovery Expedition Men's Outdoor Boot Sarek 2050 Camel

from Macy's

$109.00

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Discovery Expedition Men's Outdoor Boot Sarek 2050 Brown

from Macy's

$109.00

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Discovery Expedition Men's Outdoor Boot Forlandet Brown 1911

from Macy's

$110.00

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Swissbrand Men's Work Boot Gladiator 510701 Black

from Macy's

$120.00

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Swissbrand Men's Urban Biker Boot Zug 365 Honey

from Macy's

$118.00

12% OFF

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Swissbrand Men's Urban Boot Zug 361 Brown

from Macy's

$105.00 $120.00

14% OFF

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Discovery Expedition Men's Outdoor Boot Ajusco 2310 Honey

from Macy's

$88.00 $103.00

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Discovery Expedition Men's Outdoor Boot Kenai Black 1937

from Macy's

$110.00

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Swissbrand Men's Urban Boot Zug 368 Black

from Macy's

$118.00

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Swissbrand Men's Urban Boot Grisones Brown 337

from Macy's

$110.00

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Swissbrand Men's Urban Boot Zug 361 Honey

from Macy's

$120.00

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Taft Men's Troy Handcrafted Leather and Suede Dress Boots

from Macy's

$295.00

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Taft Men's Saint Handwoven Leather Wingtip Dress Boots

from Macy's

$350.00

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Taft Men's Mack Handcrafted Burnished Suede Leather Wingtip Brogue Dress Lace-up Boots

from Macy's

$295.00

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Taft Men's Rome Full-grain Leather Cap Toe Dress Boots

from Macy's

$295.00

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Taft Men's Jude Floral Embossed Leather Chelsea Boots

from Macy's

$295.00

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Taft Men's Paris Floral Embossed Leather Dress Boots

from Macy's

$295.00

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Timberland Men's Mt. Maddsen Mid Leather Waterproof Hiking Boot

from Macy's

$120.00

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Lobo Solo Men's Brown Premium Leather Boots, Handmade Unique Shoes With Laces Closure

from Macy's

$99.00

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Lobo Solo Men's Brown Premium Leather Boots, Handmade Unique Shoes With Laces Closure

from Macy's

$99.00

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Taft Men's Hiro Leather and Embossed Croc Detailing Chelsea Boots

from Macy's

$295.00

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Taft Men's Dylan Hand-Woven Leather Buckle Jodhpur Boots

from Macy's

$395.00

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Timberland Men's Waterproof Leather & Fabric Field Boot

from Macy's

$185.00

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Steve Madden Men's Azzure Leather Chelsea Boot

from Macy's

$120.00

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Steve Madden Men's Shaunn Leather Chukka Boot

from Macy's

$160.00

66% OFF

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Vince Camuto Men's Lannie Leather Jack Boot

from Macy's

$57.43 $169.00

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Vince Camuto Men's Soleh Leather Chukka Boot

from Macy's

$169.00

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Ugg Men's Skyview Waterproof Leather Chelsea Boot

from Macy's

$150.00

66% OFF

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Sperry Men's Duck Float Lace-Up Water-Resistant Leather Boot

from Macy's

$37.33 $110.00

50% OFF

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Vince Camuto Men's Langston Leather Lace-Up Boot

from Macy's

$89.50 $179.00

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Vince Camuto Men's Huntsley Leather Chelsea Boot

from Macy's

$169.00

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Vince Camuto Men's Leandro Leather Chukka Boot

from Macy's

$159.00

66% OFF

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Steve Madden Men's Heritage Leather Chelsea Boot

from Macy's

$54.33 $160.00

57% OFF

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Weatherproof Vintage Men's Hiker Faux-Leather Boots

from Macy's

$42.50 $100.00

66% OFF

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Cole Haan Men's Go-To Grand.36Ø Leather Chelsea Boot

from Macy's

$67.93 $200.00

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Karl Lagerfeld Men's Leather & Nubuck Chelsea Boot

from Macy's

$275.00

62% OFF

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Sun + Stone Men's Glenn Faux-Leather Fleece-Trimmed Lace-Up Boots

from Macy's

$26.24 $69.99

66% OFF

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Weatherproof Vintage Men's Faux-Leather Chukka Boots

from Macy's

$30.53 $90.00

62% OFF

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Weatherproof Vintage Men's Hiker Faux-Leather Boots

from Macy's

$37.50 $100.00

Macy's Men's Leather Boots

Anthony Veer Men's Carl Wingtip Chelsea Leather Pull-Up Boots

RefrigiWear Men's Tungsten Hiker Warm Insulated Waterproof Leather Work Boots

RefrigiWear Ice Viking Waterproof Insulated Work Boots

RefrigiWear Men's PolarForce Hiker Insulated Waterproof Black Leather Work Boots

RefrigiWear Men's EnduraMax Warm Insulated Waterproof Black Leather Work Boots

RefrigiWear Men's Ice Logger Warm Insulated Waterproof Tan Leather Work Boots

Timberland Pro Men's Direct Attach 6" Water-Resistant Insulated Soft-Toe Leather Boots

Taft Men's Livingston Handcrafted Leather and Wool Dress Lace-up Rubber Sole Boots

RefrigiWear Men's Crossover Hiker Waterproof Lightweight Work Boots

RefrigiWear Men's Polar Force Max Waterproof Insulated 8-Inch Leather Work Boots

RefrigiWear Men's Frost line Hiker Waterproof Insulated Work Boots

RefrigiWear Men's Platinum Leather Warm Insulated Waterproof Non-Slip Work Boots

RefrigiWear Men's Extreme Pull-On Insulated Freezer Boots

RefrigiWear Men's Barrier Lightweight Insulated 9-Inch Brown Leather Work Boots

RefrigiWear Men's Waterproof Anti-Slip Extreme Pac Boots with Boa Fit System For Lacing

RefrigiWear Men's Extreme Hiker Waterproof Insulated Freezer Boots with Boa Fit System

Swissbrand Men's Work Boot Gladiator 510701 Brown

Swissbrand Men's Urban Boot Alpes 404 Black

Swissbrand Men's Urban Biker Boot Zug 365 Black

Discovery Expedition Men's Outdoor Boot Kenai Brown 1933

Swissbrand Men's Urban Boot Alpes 404 Honey

Discovery Expedition Men's Outdoor Boot Sarek 2050 Camel

Discovery Expedition Men's Outdoor Boot Sarek 2050 Brown

Discovery Expedition Men's Outdoor Boot Forlandet Brown 1911

Swissbrand Men's Work Boot Gladiator 510701 Black

Swissbrand Men's Urban Biker Boot Zug 365 Honey

Swissbrand Men's Urban Boot Zug 361 Brown

Discovery Expedition Men's Outdoor Boot Ajusco 2310 Honey

Discovery Expedition Men's Outdoor Boot Kenai Black 1937

Swissbrand Men's Urban Boot Zug 368 Black

Swissbrand Men's Urban Boot Grisones Brown 337

Swissbrand Men's Urban Boot Zug 361 Honey

Taft Men's Troy Handcrafted Leather and Suede Dress Boots

Taft Men's Saint Handwoven Leather Wingtip Dress Boots

Taft Men's Mack Handcrafted Burnished Suede Leather Wingtip Brogue Dress Lace-up Boots

Taft Men's Rome Full-grain Leather Cap Toe Dress Boots

Taft Men's Jude Floral Embossed Leather Chelsea Boots

Taft Men's Paris Floral Embossed Leather Dress Boots

Timberland Men's Mt. Maddsen Mid Leather Waterproof Hiking Boot

Lobo Solo Men's Brown Premium Leather Boots, Handmade Unique Shoes With Laces Closure

Lobo Solo Men's Brown Premium Leather Boots, Handmade Unique Shoes With Laces Closure

Taft Men's Hiro Leather and Embossed Croc Detailing Chelsea Boots

Taft Men's Dylan Hand-Woven Leather Buckle Jodhpur Boots

Timberland Men's Waterproof Leather & Fabric Field Boot

Steve Madden Men's Azzure Leather Chelsea Boot

Steve Madden Men's Shaunn Leather Chukka Boot

Vince Camuto Men's Lannie Leather Jack Boot

Vince Camuto Men's Soleh Leather Chukka Boot

Ugg Men's Skyview Waterproof Leather Chelsea Boot

Sperry Men's Duck Float Lace-Up Water-Resistant Leather Boot

Vince Camuto Men's Langston Leather Lace-Up Boot

Vince Camuto Men's Huntsley Leather Chelsea Boot

Vince Camuto Men's Leandro Leather Chukka Boot

Steve Madden Men's Heritage Leather Chelsea Boot

Weatherproof Vintage Men's Hiker Faux-Leather Boots

Cole Haan Men's Go-To Grand.36Ø Leather Chelsea Boot

Karl Lagerfeld Men's Leather & Nubuck Chelsea Boot

Sun + Stone Men's Glenn Faux-Leather Fleece-Trimmed Lace-Up Boots

Weatherproof Vintage Men's Faux-Leather Chukka Boots

Weatherproof Vintage Men's Hiker Faux-Leather Boots

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