- Men
- Chukka Boots
- 8
Trouva$226.99Timberland
Bradstreet Chukka Boot Nubuck
UK 7 UK 8 UK 9 UK 10 UK 11More details
Trouva$444.49Sanders & Sanders
Hi Top Suede Polo Snuff Chukka Boot
UK7 UK7.5 UK8 UK9 UK9.5 UK10 UK12More details
Trouva$444.49Sanders & Sanders
Indiana Tan Suede Hi Top Chukka Boots
UK7 UK8 UK9 UK10 UK11 UK12More details
Trouva$226.99Timberland
Bradstreet Chukka Boot Leather
UK 7 UK 8 UK 9 UK 10 UK 11More details
Trouva$157.99Vans
Ua Chukka 49 Dx Dark Brown
41 42 43 44 45More details
Trouva$480.49Loake
Pimlico Chukka Boot - Dark
7 8 9 10 11More details
Trouva$290.49Yogi Footwear
Torres Tumbled & Reverse Leather Crepe Sole Chukka Boot - Olive
UK 7 UK 8 UK 9 UK 10 UK 11More details
Trouva$398.99Loake
Mayers Chukka Boot - Tan
7 8 9 10 11More details
Trouva$161.99Front
Logan Leather Chukka Boots - Navy
7 8 9 10 11More details
Trouva$271.99Loake
Nubuck Gilbert Chukka Shoes
41 42 43 44 45More details
Trouva$226.99Timberland
Wheat Nubuck Bradstreet Chukka Boot
UK 7 UK 8 UK 9 UK 10 UK 11More details
Trouva$688.49JOSEPH CHEANEY & SONS
Jackie Iii R Chukka Boot Mahogany Country Calf Leather
UK7 UK8 UK9 UK10 UK11More details
Trouva$444.49Sanders & Sanders
Hi-top Suede Chukka Boot - Pinner Suede
UK7 UK8 UK9 UK10More details- SALE
Trouva$149.99$298.99Padmore & Barnes
Chukka Boot Suede
6 UK 7 UK 8 UK 9 UKMore details 
Trouva$161.99Front
Logan Leather Chukka Boots - Tan
7 8 10 11More details- SALE
SSENSE$978.00$1,460.0011 BY BORIS BIDJAN SABERI
Chukka 2.1 Boots
40 41 42 43 44 45 46 47More details 
Trouva$172.49John White
Alfie Chukka Boots - Tan
7 8 11More details
SSENSE$105.00The North Face
Black NSE Chukka Boots
7 8 9 10 11 12 13More details
Saks Fifth Avenue$1,695.00Kiton
Men's Suede Chukka Boots - Brown - Size 8 - Brown - Size 8
8 9 10 11 12More details- Trouva$161.49
Vans
Ua Chukka 49 Dx Dark Brown
41 42 43 44 45More details - Trouva$449.49
Sanders & Sanders
Hi Top Suede Polo Snuff Chukka Boot
UK7 UK8 UK9 UK9.5 UK10More details - Trouva$275.49
Loake
Nubuck Gilbert Chukka Shoes
41 43 44More details - SALE
Bloomingdale's$280.00$325.00Bruno Magli
Men's Alto Lace Up Chukka Boots
8.5 9 9.5 10 10.5 11 11.5 12 13More details - SALE
Bloomingdale's$280.00$325.00Bruno Magli
Men's Alto Lace Up Chukka Boots
8.5 9 9.5 10 10.5 11 11.5 12 13More details 
Bloomingdale's$225.00GreatShirts
Men's Henry Lace Up Chukka Boots
7 8 9 9.5 10 10.5 11 11.5 12 13More details
Bloomingdale's$225.00GreatShirts
Men's Henry Lace Up Chukka Boots
8 9 9.5 10 10.5 11 11.5 12 13More details
Trouva$451.49Red Wing
3140 Classic Leather Chukka Boot Oro Iginal Tan
UK 7 UK 8More details
Trouva$605.99Barker
Cherry Grain Orkney
UK7/EU41 UK12/EU46More details
Saks Fifth Avenue$1,695.00Kiton
Men's Suede Chukka Boots - Military Green - Size 8 - Military Green - Size 8
8 9 10 11 12More details- SALE
FARFETCH$139.00$164.00Timberland
Newmarket II Chukka boots - Neutrals
8 9 9.5 10 10.5More details 
FARFETCH$620.00Onitsuka Tiger
X Nick Wooster Chukka boots - White
26 26.5 27 27.5 28 29More details- SALE
FARFETCH$83.00$116.00Vans
X Aries OG Chukka Boot LX sneakers - Pink
7 7.5 8 9 9.5 10 11.5 12More details - SALE
FARFETCH$319.00$425.00Scarosso
Suede chukka boots - Neutrals
39 40 40.5 41 41.5 42 43 44 45 46More details - Trouva$449.49
Sanders & Sanders
Hi-top Suede Chukka Boot - Pinner Suede
UK7 UK8 UK9 UK10More details - SALE
Macy's$79.99$115.00Nunn Bush
Men's Ozark Plain Chukka Boots Men's Shoes
7 10 10.5 11.5 11W 12 13WMore details 
Trouva$414.99Red Wing
3322 Weekender Chukka Boot Copper Rough Tough
UK 8 UK 10More details- Trouva$293.99
Yogi Footwear
Torres Tumbled & Reverse Leather Crepe Sole Chukka Boot - Olive
UK 7 UK 8 UK 9More details - Trouva$229.49
Timberland
Bradstreet Chukka Boot Nubuck
UK 8 UK 9 UK 11More details 
Saks Fifth Avenue$1,550.00Stefano Ricci
Men's Suede Chukka Boots - Dark Brown - Size 8 - Dark Brown - Size 8
8 9 10 11 12More details
American Eagle$120.00American Eagle Outfitters
Sorel Mens Caribou Chukka Boot Men's 8
8 9 10 11 12 13More details
American Eagle$120.00American Eagle Outfitters
Timberland Davis Square Chukka Boot Men's 8
8 9 10 11 12 13More details
Macy's$199.95Anthony Veer
Men's Arthur Suede Leather Chukka Boots Men's Shoes
8D 10.5D 11.5D 11D 12D 13DMore details
FARFETCH$125.00Timberland
Davis Square Chukka boots - Brown
8 8.5 9 9.5More details- Trouva$163.49
Front
Logan Leather Chukka Boots - Tan
7 8 9More details - SALETrouva$152.99
$305.99Padmore & Barnes
Chukka Boot Suede
7 UK 8 UK 9 UKMore details - Trouva$174.49
John White
Alfie Chukka Boots - Tan
7 8 11More details - Trouva$229.49
Timberland
Bradstreet Chukka Boot Leather
UK 7 UK 9 UK 11More details 
Bloomingdale's$790.00santoni
Men's Detroit Laceless Chukka Boots
7.5 8 8.5 9 9.5 10 10.5 11 11.5 12More details
Bloomingdale's$450.00Bruno Magli
Men's Vicolo Lace Up Chukka Boots
8 8.5 9 9.5 10 10.5 11 11.5 12 13More details
Bloomingdale's$265.00Gordon Rush
Men's Austin Lace Up Chukka Boots
8.5 9 9.5 10 10.5 11 11.5 12 13More details
Bloomingdale's$265.00Gordon Rush
Men's Austin Lace Up Chukka Boots
8 9 9.5 10 10.5 11 11.5 12 13More details- SALE
Bloomingdale's$285.00$475.00To Boot
Men's Major Chukka Boots
8 8.5 9 9.5 11 11.5More details 
Bloomingdale's$745.00Tod's
Men's Polacco Chukka Boots
7.5UK / 8.5US 8.5UK / 9.5US 8UK / 9US 9UK / 10US 10.5UK / 11.5US 10UK / 11US 11UK / 12US 12UK / 13USMore details
Bloomingdale's$220.00Geox
Men's Brayden 2Fit Abx Waterproof Lace Up Chukka Boots
7US / 40EU 8US / 41EU 10US / 43EU 12.5US / 46EU 12US / 45EUMore details
Bloomingdale's$780.00santoni
Men's Detroit Laceless Chukka Boots
8 8.5 9 9.5 10 10.5 11 12 13More details
Bloomingdale's$720.00santoni
Men's Detroit Laceless Chukka Boots
7 8 8.5 9 9.5 11 12More details
Bloomingdale's$780.00santoni
Men's Detroit Laceless Chukka Boots
8 8.5 9 9.5 10 10.5 11 11.5More details- SALE
Bloomingdale's$472.50$675.00Tod's
Men's Polacco Chukka Boots
6UK / 7US 7.5UK / 8.5US 7UK / 8US 8.5UK / 9.5US 8UK / 9US 9.5UK / 10.5US 9UK / 10US 10.5UK / 11.5US 10UK / 11US 11UK / 12US 12UK / 13USMore details 
Bloomingdale's$450.00Bruno Magli
Men's Vicolo Lace Up Chukka Boots
8 9 9.5 10 11 11.5 12More details
Bloomingdale's$265.00Gordon Rush
Men's Austin Lace Up Chukka Boots
7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 13More details- SALE
Bloomingdale's$90.00$180.00Bloomingdale's
Men's Suede Chukka Boots
7.5 8 8.5 9 9.5 10 11 12 13More details 
Bloomingdale's$140.00UGG
Men's Neumel Suede Chukka Boots
9 10 11 12 13More details
Bloomingdale's$140.00UGG
Men's Neumel Suede Chukka Boots
7 8 9 10 11 12 13More details
Bloomingdale's$140.00UGG
Men's Neumel Suede Chukka Boots
7 8 9 10 11 12 13More details
American Eagle$59.99American Eagle Outfitters
Vance Co. Mens Orson Chukka Boot Men's 8
8 8 1/2 9 9 1/2 10 10 1/2 11 12 13More details
American Eagle$59.99American Eagle Outfitters
Vance Co. Mens Orson Chukka Boot Men's 8
8 8 1/2 9 9 1/2 10 10 1/2 11 12 13More details
American Eagle$100.00American Eagle Outfitters
Dr. Martens Mens Rakim Utility Chukka Boot Men's 8
8 9 10 11More details- SALE
Macy's$69.99$95.00Nunn Bush
Men's Barklay Chukka Boots Men's Shoes
7 8.5W 9.5 10.5W 12WMore details 
Saks Fifth Avenue$220.00Cole Haan
Men's x Pendleton American Classics Leather Chukka Boots - Chestnut Acadia Plaid Caviar - Size 10 - Chestnut Acadia Plaid Caviar - Size 10
7.5 8 8.5 9.5 10 10.5 11 12More details
Saks Fifth Avenue$200.00Clarks
Men's Wallabee Chukka Boots - Navy Shashiko - Size 7 - Navy Shashiko - Size 7
7 8 9 10 11 12More details- SALE
Saks Fifth Avenue$276.50$395.00To Boot
Men's Dickens Leather Chukka Boots - Softy Blue - Size 6 - Softy Blue - Size 6
6 6.5 7.5 9 9.5 10 10.5 11More details 
Saks Fifth Avenue$139.95UGG
Men's Neumel Suede Chukka Boots - Chestnut - Size 7 - Chestnut - Size 7
7 8 10 11 12 13More details
Saks Fifth Avenue$139.95UGG
Men's Neumel Suede Chukka Boots - Samba Red - Size 8 - Samba Red - Size 8
8 9 10 13 14More details
Saks Fifth Avenue$139.95UGG
Men's Neumel pure-Lined Suede Chukka Boots - Black - Size 8 - Black - Size 8
8 9 10 11 12 13More details
FARFETCH$95.00Timberland
Richmond Ridge chukka boot - Brown
5 6.5 7More details
FARFETCH$105.00Timberland
Newmarket II Chukka boots - Green
7 7.5 8More details
Macy's$169.00Vince Camuto
Men's Saveli Casual Chukka Boot Men's Shoes
8 9 9.5 10 11 13More details
Macy's$169.00Vince Camuto
Men's Saveli Casual Chukka Boot Men's Shoes
8.5 9 9.5 10 10.5 11 11.5More details- SALE
Macy's$79.99$115.00Nunn Bush
Men's Odell Wingtip Chukka Boots Men's Shoes
8.5 8.5XW 9XW 10 10.5 10.5W 10XW 12XWMore details - SALE
Bloomingdale's$158.90$265.00Gordon Rush
Men's Austin Lace Up Chukka Boots
10 11 12 13More details 
Karl Lagerfeld$269.00Karl Lagerfeld
Urano Iv Chukka Lace Boots, Man, , Size: 40
40 41 42 43 44 45 46More details- SALE
ECCO$139.99$175.00Ecco
Men's S. lite Hybrid Chukka Boot Size 5 Gore-tex
5 6 7 8 9 10 11 12 13More details 
ECCO$239.99Ecco
Men's ST. 1 Hybrid GTX Boot Size 5 Gore-tex
5 6 7 8 12 13More details- SALE
ECCO$164.99$175.00Ecco
Men's S. lite Hybrid Chukka Boot Size 5 Gore-tex
5 6 7 8 9 10 11 12More details 
Karl Lagerfeld$269.00Karl Lagerfeld
Urano Iv Chukka Lace Boots, Man, , Size: 40
40 41 42 43 44 45 46More details
Karl Lagerfeld$269.00Karl Lagerfeld
Urano Iv Chukka Lace Boots, Man, , Size: 40
40 41 42 43 44 45 46More details- SALE
ECCO$139.99$150.00Ecco
Men's Street Lite Chukka Shoe Size 6 Leather
6 7 8 9 10 11 12 13More details 
Trouva$451.49Red Wing
3141 Classic Leather Chukka Boot Briar Oil Slick Brown
UK 8More details
Trouva$451.49Red Wing
Brown Wing Chukka Boot 3141
UK7More details- SALE
Macy's$67.50$90.00Eastland Shoe
Men's Finn Chukka Boots Men's Shoes
8 8.5 9 9.5 10 10.5 11 11.5 12 13More details - SALE
Macy's$67.50$90.00Eastland Shoe
Men's Finn Chukka Boots Men's Shoes
8 8.5 9 9.5 10 10.5 11 11.5 12 13More details - SALE
Macy's$108.00$120.00Stacy Adams
Men's Tilden Plain Toe Chukka Boots Men's Shoes
7.5M 7M 8.5M 8M 9.5M 9M 10.5M 10M 11.5M 11M 12M 13M 14MMore details - SALE
Macy's$119.99$159.99Territory
Men's Redwoods Chukka Boots Men's Shoes
8.5M 8M 9.5M 9M 10.5M 10M 11.5M 11M 12M 13MMore details - SALE
Macy's$82.49$109.99Vance Co.
Men's Jimmy Plain Toe Chukka Boots Men's Shoes
8 8.5 9 9.5 10 10.5 11 12More details 
Saks Fifth Avenue$1,700.00Stefano Ricci
Men's Suede Chukka Boots - Dark Red - Size 8 - Dark Red - Size 8
8 9.5 12More details
Saks Fifth Avenue$395.00To Boot
Men's Dickens Leather Chukka Boots - Windsor Moro - Size 7 - Windsor Moro - Size 7
7 9 10 10.5More details- Trouva$403.99
Loake
Mayers Chukka Boot - Tan
7 8More details - Trouva$486.49
Loake
Pimlico Chukka Boot - Dark
8 10More details