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| Best Seller  | Men's Børn 'harrison' Chukka Boot - Brown - Casual boots Opanka construction lends signature comfort to a classically styled chukka boot crafted from vintaged leather. Lace-up style. Steel shank support. Leather upper and lining/rubber sole. Available... more | $135.00 $79.00 FREE shipping go to store |
 | Men's Timberland Attleboro Chukka Boot - Black - Casual boots Step out in handsome style with the Attleboro Chukka boot from Timberland. Crafted from premium Timberland leather upper for long-term wear, this boot comes with steel shank for enhanced... more | FREE shipping go to store |
| Best Seller  | Excursionist Suede Chukka Boots Men's Peter Millar Excursionist Suede Chukka Boots - Gray - Casual boots Peter Millar "Excursionist" chukka boots in waterresistant suede with sneakerlike comfort Flat heel Round toe Laceless vamp Slipon style Leather/Rubber outsole Spot clean Made in... more | FREE shipping go to store |
 | Rockport By Adidas. Men’s Size 11.5 Genuine Leather Chukka Boots. Very Rare, I Can’t Find Another Pair In This Color Pattern. In Excellent Pre-Owned Condition, Very Nice High Quality Shoes. more | go to store |
 | Sundance Laidback London From Anthropologie Navy Blue Beaded Inca Chukkas Booties Size 38 Retail $248. Eu Size 38 Fits A Size 7 Per The Laidbacklondon Shopping Site. Artisan Made, One Pair At A Time. Faux Fur Insoles And Gorgeous, Intricate Beadwork.... more | go to store |
 | American Eagle Leather Suede Ankle Boots Chukka Boots Loafers Grey Size 8 Gently Used more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 8 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 13 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 10 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Georgia Boot Wedge Chukka Soft Toe - Mens 7.5 Gold Boot W *A rugged, comfortable chukka boot that's built tough for farm and ranch wear *Full grain SPR™ Superior Performing Ranch leather upper is stronger and more abrasion-resistant than regular leather, while resisting barnyard acids and chemicals *Lace-up... more | FREE shipping go to store |
 | Georgia Boot Wedge Chukka Soft Toe - Mens 11.5 Gold Boot W *A rugged, comfortable chukka boot that's built tough for farm and ranch wear *Full grain SPR™ Superior Performing Ranch leather upper is stronger and more abrasion-resistant than regular leather, while resisting barnyard acids and chemicals *Lace-up... more | FREE shipping go to store |
 | Georgia Boot Wedge Chukka Soft Toe - Mens 12 Gold Boot W *A rugged, comfortable chukka boot that's built tough for farm and ranch wear *Full grain SPR™ Superior Performing Ranch leather upper is stronger and more abrasion-resistant than regular leather, while resisting barnyard acids and chemicals *Lace-up... more | FREE shipping go to store |
 | Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D) Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more | go to store |
 | Men's Børn 'harrison' Chukka Boot - Black - Casual boots Opanka construction lends signature comfort to a classically styled chukka boot crafted from vintaged leather. Lace-up style. Steel shank support. Leather upper and lining/rubber sole. Available... more | FREE shipping go to store |
 | Questions? Leave A Comment Below! more | go to store |
 | J.Crew Macallister Leather Boots Ankle Boots Chukka Boots Men’s Size 11h Gray/Brown Lace Up Good Condition! more | go to store |
 | Levi's Casual Synthetic Leather Lace-Up Gray Chukka Trail Boot Men’s Size 9.5 Some Rub Wear On The Inside Area See Pics Good Used Condition more | go to store |
 | J Crew Suede Leather Mens Lace Up Gray Chukka Boots Rubber Soles Men’s Size 10. Made In Italy Husband Only Wore These To Two Weddings So They Have Not Been Worn Much! Natural Markings On Suede From Storage, Please See The White Marks From The... more | go to store |
 | This Is A Pair Of Mens Size 11 Chukka Boots By Columbia. They Are In Very Good Condition With Light Wear On Soles And Scuff On One Of Toes, Pictured. more | go to store |
 | Levis Gray Mid High Ankle Chukka Boots Faux/Vegan Leather Lace Up Shoes M's 8.5 These Great Shoes Are In Good Condition, With Normal Wear And Tear (With Some Dirt Marks And Creasing On The Soles And Uppers, As Seen In The Photos) And They Are As... more | go to store |
 | Gently Used! No Rips Or Tears. Smoke Free. No Box. We Carefully Package And Box Ship Asap. Reach Out With Any Questions! Pair In Photos Is The Exact Pair You Are Purchasing Deals On Multiple Pairs! more | go to store |
 | American Eagle Chukka Boots Gray Leather Suede Mens Classic Size 12 #6921 Grey In Great Condition. Minimal Signs Of Wear. See Photos For Condition As Well. Thank You For Shopping With Me ! more | go to store |
 | American Eagle | Size 10 Chukka Boots 100% Genuine Cow Suede Upper Light/Medium Gray Lace-Up Closure Round Toe High Top/Ankle Height 100% Cotton Lining And Insole Flexible Rubber Outsole Excellent, Like New Condition more | go to store |
 | Pre-Loved Suede Leather Shoes In Great Condition. Fringe Tassel Design. Leather Uppers And Lining, Rubber Outsole (Needs Cleaning). Comes From A Smoke-Free/Clean Home. more | go to store |
 | Coach Shoes | Coach Troopa High Top Shearling Derby Boots | Color: Blue/Tan | Size: 10 Men’s Coach Troopa High Top Shearling Derby Boots Men’s 10, Brand New! Rare, Limited Edition Sold Out Style. Navy Leather With Teak & Mustard Shearling & Carmel Fringe With Studs Style No G1292 Leather Upper With Rubber Chukka Sole Fur Origin: Spain... more | go to store |
 | Gucci Shoes | Gucci Leather Shoes Size 8 | Color: Brown | Size: 8 Gucci - Betis Calf Chardonnay Leather Mid Sneakers Chukka Boot Men’s Shoe Size 8 That I Purchased Preowned 1 Month Ago. These Are Definitely 100% Authentic And In Preowned Excellent Condition. Loved Ithem But Ready To Rotate For Something New. Fyi,... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 11 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 8.5 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 12 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 9 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 10.5 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 11.5 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | Territory Boots Redwoods Chukka Boot - Grey - 9.5 The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more | go to store |
 | J. Crew Shoes | J Crew Mcalister Tan Suede Wedge Bootie | Color: Tan | Size: 7 Classic And Timeless Style With A Minimalist Look Ina Neutral Color. J Crew Mcalister Tan Khaki Suede Leather Chukka Style Lace Up Desert Bootie With 2 3/4" Wedge Heel & Rubber Sole. Cushioned Footbed. Leather Sock. Made In Italy Boots Measure 6 1/4"... more | go to store |
 | Thomas and Vine Keegan Wide Width Plain Toe Chukka Boot - Grey - 9.5 The Keegan wide-width boot by Thomas & Vine is comfortable enough to wear to work and drinks after. This stylish round-toe chukka boot features a two-eye lace-up closure with a second pair of interchangeable laces and your choice of genuine leather or... more | go to store |
 | Thomas and Vine Banks Moc Toe Chukka Boot - Grey - 12 Style comes easy with the Banks chukka boot by Thomas & Vine in your rotation. This genuine leather casual style is detailed with a classic two-eye lace-up closure and a round moc-toe for a modern look. Comfort details like a 12 mm Tru Comfort Foamâ„¢... more | go to store |
 | Thomas and Vine Keegan Wide Width Plain Toe Chukka Boot - Grey - 11.5 The Keegan wide-width boot by Thomas & Vine is comfortable enough to wear to work and drinks after. This stylish round-toe chukka boot features a two-eye lace-up closure with a second pair of interchangeable laces and your choice of genuine leather or... more | go to store |
 | Vance Co. Shoes Vaughn Lace-Up Chukka Boot - Grey - 13 The Vaughn boot by Vance Co. is so simple yet stylish that you'll want to wear it every day. Soft vegan leather uppers and a 6 mm Tru Comfort Foamâ„¢ insole make this chukka boot super comfortable. A three-eye lace-up closure and low block heel add a... more | go to store |
 | Thomas and Vine Banks Moc Toe Chukka Boot - Grey - 8.5 Style comes easy with the Banks chukka boot by Thomas & Vine in your rotation. This genuine leather casual style is detailed with a classic two-eye lace-up closure and a round moc-toe for a modern look. Comfort details like a 12 mm Tru Comfort Foamâ„¢... more | go to store |
 | Thomas and Vine Banks Moc Toe Chukka Boot - Grey - 10.5 Style comes easy with the Banks chukka boot by Thomas & Vine in your rotation. This genuine leather casual style is detailed with a classic two-eye lace-up closure and a round moc-toe for a modern look. Comfort details like a 12 mm Tru Comfort Foamâ„¢... more | go to store |
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