Filters

Pickup at
Select Store
Get it fast with in-store pickup
Get it fast with in-store pickup
Pickup at
Select Store
Get it fast with in-store pickup
Get it fast with in-store pickup
11 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 Chukka Boots

11 Results
product image

Timberland Men's Killington Trekker Chukka Boot

$159.96
★★★★★ ★★★★★
(8)
product image

Timberland Men's Davis Square Chukka Sneaker

Minimum Clearance Price $59.98 $59.98 (40% off)
Clearance Item - Original Price $99.99 $99.99
★★★★★ ★★★★★
(157)
product image

Timberland Men's Parker Chukka Boot

$149.96
Online Only
product image

Clarks Men's Shepton Chukka Boot

$129.94
★★★★★ ★★★★★
(5)
product image

Timberland Men's Killington Chukka Boot

$159.99
★★★★★ ★★★★★
(16)
Available in Wide!
product image

Skechers Men's Hands Free Slip-ins Relaxed Fit: Arch Fit Garza - Ridley Extra Wide Chukka Boot

$139.99
★★★★★ ★★★★★
(55)
Online Only
product image

Baffin Men's Southern Waterproof Chukka Boot

$199.94
product image

UGG Men's The Ugg Lug Waterproof Chukka Boot

Minimum Clearance Price $115.48 $115.48 (29% off)
Clearance Item - Original Price $164.96 $164.96
★★★★★ ★★★★★
(28)
product image

Clarks Men's Walpath Chukka Boot

$159.94
★★★★★ ★★★★★
(1)
Online Only
product image

Born Men's Bismark Boot

$249.94
Online Only
product image

Vince Men's Jerome Boot

$449.94

Shop for men's chukka boots online at DSW Canada. Search through our selection of chukkas and desert boots from top brands such as Clarks, Cole Haan, and more.