Filters

Men
Comfort
Get it Fast
Get it Fast
37 Results
  1. Home
    /
  2. Men's
    /
  3. Men's Shoes
    /
  4. Boots
    /
  5. Chukka
  1. Boots
  1. Home
    /
  2. Men's
    /
  3. Men's Shoes
    /
  4. Boots
    /
  5. Chukka
  1. Boots

Men's Comfort Chukka Boots

37 Results
product image

Clarks Shepton Chukka Boot

Now $94.99
★★★★★ ★★★★★
(2)
product image

Clarks Wallaston Chukka Boot

Now $69.99 – Maximum Clearance Price $89.99 $89.99
Up to 50% Off!
★★★★★ ★★★★★
(2)
product image

Clarks Weltridge Boot

$119.99
product image

Nunn Bush Chase Chukka Boot

Now $64.99 – Maximum Clearance Price $74.99 $74.99
★★★★★ ★★★★★
(3)
New Arrival
product image

Clarks Wallaston Low Chukka Boot

Now $69.99
product image

Nunn Bush Delton Chukka Boot

Now $69.99
★★★★★ ★★★★★
(1)
Top Rated
product image

Nunn Bush Circuit Plain Toe Chukka Boot - Men's

Now $69.99
★★★★★ ★★★★★
(23)
Top Rated
product image

Propet Findley Chukka Boot

$109.99 – Maximum Clearance Price $139.99 $139.99
★★★★★ ★★★★★
(44)
Top Rated
product image

Rockport Classic Break Chukka Boot

Now $119.99
★★★★★ ★★★★★
(27)
product image

Clarks Steadwall Mid Chukka Boot

Now $89.99
Up to 50% Off!
product image

Florsheim Launch Chukka Boot

Now $129.99
product image

Born Harrison Boot

$144.99
product image

Propet Findley Chukka Boot

$159.99
★★★★★ ★★★★★
(1)
product image

Dansko Tony Chukka Boot

$194.99
Clearance
product image

Thomas & Vine Keegan Chukka Boot

Now $79.99
★★★★★ ★★★★★
(6)
product image

Nunn Bush Denali Chukka Boot

Now $99.99
★★★★★ ★★★★★
(12)
product image

Rockport Works Prestige Point Work Boot

Now $139.99
★★★★★ ★★★★★
(1)
product image

Born Brock Chukka Boot

$149.99
Clearance
product image

Clarks Bushacre 3 Chukka Boot

Minimum Clearance Price $62.98 $62.98 – Maximum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(196)
product image

Clarks Radcliff Mid Boot

Now $94.99
Clearance
product image

Clarks Eastridge Chukka Boot

Minimum Clearance Price $62.98 $62.98 – Maximum Clearance Price $89.99 $89.99
Up to 50% Off!
★★★★★ ★★★★★
(33)
product image

Birkenstock Uppsala Chukka Boot - Men's

$169.96
★★★★★ ★★★★★
(2)
Top Rated
product image

Dockers Esmond Boot

Now $69.99
★★★★★ ★★★★★
(4)
Top Rated
product image

Clarks Shacre Chukka Boot

Now $89.99
Up to 50% Off!
★★★★★ ★★★★★
(71)
product image

Thomas & Vine Banks Chukka Boot

Now $49.99
★★★★★ ★★★★★
(1)
product image

Propet Kenton Chukka Boot

$147.99
★★★★★ ★★★★★
(8)
Top Rated
product image

Vionic Danfield Desert Boot

$209.99
★★★★★ ★★★★★
(8)
Top Rated
product image

Vionic Uptown Chukka Boot

$189.99
★★★★★ ★★★★★
(5)
Top Rated
product image

Eastland Jack Chukka Boot - Men's

Now $119.99
★★★★★ ★★★★★
(5)
product image

Birkenstock Uppsala Chukka Boot - Men's

$169.96
Clearance
product image

Born Theo Chukka Boot

Minimum Clearance Price $103.98 $103.98
★★★★★ ★★★★★
(8)
product image

Anthony Veer Arden Chukka Boot

Now $284.99 – Maximum Clearance Price $299.99 $299.99
product image

Clarks Walpath Chukka Boot

$119.99
product image

Anthony Veer Bedford Chukka Boot

Now $339.99
product image

Anthony Veer Heritage Chukka Boot

Now $324.99
Top Rated
product image

Drew Keith Chukka Boot

$193.99
★★★★★ ★★★★★
(4)
Clearance
product image

Nunn Bush Otto Plain Toe Chukka Boot

Minimum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(2)