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Men Chukka Boots

Discover our exclusive Designer Men’s Chukka Boots collection, where timeless style meets modern craftsmanship. Perfect for the discerning gentleman, each pair in this curated selection is meticulously crafted from premium materials such as rich leather and supple suede, ensuring both durability and sophisticated appeal. Our Chukka boots feature versatile designs that effortlessly transition from casual outings to more formal occasions, offering unmatched comfort and style. With a variety of colors, finishes, and detailing, you’ll find the perfect pair to complement your wardrobe. Enjoy features like cushioned insoles, durable outsoles, and impeccable stitching that highlight the quality and attention to detail in every boot. Elevate your footwear game with our Designer Chukka Boots, where luxury and versatility meet.

9 Results

UGG Men Hafstein Port Waterproof Brown Leather  Lace-up Boots sz 13
51% off

UGG Men Hafstein Port Waterproof Brown Leather Lace-up Boots sz 13

UGG

Regular price $195.00 $95.00

Unit price
per 

1 color, 1 size
  • 13
Camperlab Men Traktori Black Leather Zip Lug Combat Ankle Boots size 9.5US EUR43
36% off

Camperlab Men Traktori Black Leather Zip Lug Combat Ankle Boots size 9.5US EUR43

Camperlab

Regular price $449.00 $289.00

Unit price
per 

1 color, 1 size
  • 9.5
Bogs Men Casual Chukka Black Leather Lace-up Waterproof Ankle Boots size 11.5
47% off

Bogs Men Casual Chukka Black Leather Lace-up Waterproof Ankle Boots size 11.5

BOGS

Regular price $129.00 $69.00

Unit price
per 

1 color, 1 size
  • 11.5
Mephisto Men Owen Brown Pebble Grain Leather Office Lace-up Boots size 10.5US
39% off

Mephisto Men Owen Brown Pebble Grain Leather Office Lace-up Boots size 10.5US

Mephisto

Regular price $285.00 $175.00

Unit price
per 

1 color, 1 size
  • 10.5
Cole Haan Men American Classics Plain Toe Wide Black Leather Combat Boots size 7W
54% off

Cole Haan Men American Classics Plain Toe Wide Black Leather Combat Boots size 7W

Cole Haan

Regular price $195.00 $89.00

Unit price
per 

1 color, 1 size
  • 7W
Bruno Magli Men Paris Grey Distressed Leather Chelsea Dress Boots size 9
36% off

Bruno Magli Men Paris Grey Distressed Leather Chelsea Dress Boots size 9

Bruno Magli

Regular price $275.00 $175.00

Unit price
per 

1 color, 1 size
  • 9
Saint Laurent Paris Men Wyatt Beige Suede Elastic Chelsea Boots size 13US EUR 46
40% off

Saint Laurent Paris Men Wyatt Beige Suede Elastic Chelsea Boots size 13US EUR 46

Saint Laurent Paris

Regular price $1,150.00 $695.00

Unit price
per 

1 color, 1 size
  • 13
Donald Pliner Men Roccocs Caramel Elastic Gussets Suede Dress Chelsea Boots sz 9
68% off

Donald Pliner Men Roccocs Caramel Elastic Gussets Suede Dress Chelsea Boots sz 9

Donald Pliner

Regular price $385.00 $122.89

Unit price
per 

1 color, 1 size
  • 9
Bogs Men Freedom Faux Fur Lined Waterproof Black Leather Chelsea boots size 8
37% off

Bogs Men Freedom Faux Fur Lined Waterproof Black Leather Chelsea boots size 8

Bogs

Regular price $125.00 $79.00

Unit price
per 

1 color, 1 size
  • 8