Franco Sarto Mens Black Leather Chelsea Ankle Boots with Strap

C$38

Men's Black Suede Chukka Boots

C$120

Timberland Black Leather Chukka Boots with Contrast Welt

C$60 C$100

Timberland Grovetown Chukka Boots

C$60

Saint Laurent chestnut suede Dakota Chelsea Boots size 39 (US 6)

C$472 C$1,550

Tod's Navy Suede Chukka Desert Boots Sz 5.5 Men’s/7 women

C$150

Isabel Marant Men’s Black Suede Chukka Boots

C$160

Camper Neuman Leather Chukka Boots Mens Size 41 Black Lace Up Hipster

C$65

Kenneth Cole Reaction Desert Wind Chukka Boot Boots - Black

C$45 C$135

Clarks Barnes Mid Suede Chukka Boot Knit Collar Men's 8 Brown

C$65

Coach Suede and Leather Black Desert Boots Size 7.5

C$100 C$340

Aquatalia Men's Grey Suede Chukka Boots

C$250 C$500

Sorel Mens Waterproof Boots

C$40 C$200

Blundstone Men’s Distressed Brown Chukka Boots

C$180 C$260

Timberland Men’s Brown Leather Lace-Up Chukka Boots

C$69 C$289

UGG Mens Neumel Weather Hybrid Boots

C$95

HD Russell Black Chromexcel Chelsea Boots Handmade in Canada Size 7.5

C$400 C$1,400

Blundstone Black Chelsea-Style for Men

C$160 C$249

Tru Trussardi Men’s Leather Chelsea Boots Grey Black EU 41

C$99

New Cole Haan Men's Brown Chukka Boots 11.5

C$89 C$289

Massimo Dutti Black Leather Brogue Chukka Boot

C$65 C$250

Chaps Men's Brown Chukka Boots

C$100

Joseph Abboud Taupe Suede Chukka Boots

C$100 C$155

Prada Suede Chukka Boots Mens Size 11 Dark Brown Desert Ankle Shoes Gum Soles

C$150

Massimo Dutti Men's Suede Chelsea Boots - Brown

C$95

Fred Perry Gray Suede Chukka Boots with Tan Laces

C$25

Blackstone Men's Suede Chukka Boots in Light Brown

C$100 C$250

Coach Men's Black Leather Chukka Chelsea Boots

C$125

Ted Baker Tan Leather Chukka Boots with Navy Accent

C$50

Fred Perry Navy Suede Chukka Boots with Tan Trim

C$60

Classic Black Leather‎ Chukka Boots

C$17

Terra Unisex Dark Brown Leather Boots. Mens Size US 3 EU 34.5/Womens Size US 5

C$89 C$209

UGG Boots Neumel Suede in Dark Gray

C$130

Timberland Men's Brown Leather Chukka Boots

C$65

Matt & Nat Black Pebbled Leather Chukka Boots

C$30

WindRiver Men’s Brown Leather Chukka Boot – Rugged Outdoor Style

C$85 C$110

Valentino White Leather Chukka Boots with Beige Elastic Panels

C$500

Vintage Union Made Brown Leather Lace-Up Steel Toe Work Boots

C$50

Vince Men’s Suede Chukka Boots Size 12 - Pre-Distressed Cool 🪵

C$85 C$350