We may earn money or products from the companies mentioned in this post.
-
Leather Chukka Boot
$365$209 -
Brogue Ankle Boot
$595$309 -
Temes Leather Chelsea Boot
$285$179 -
Canarde Boots
$330$179 -
Ozzie Ankle Boots
$179$109 -
Mogado Chukka Ankle Boot
$170$100 -
Aberdeen Chukkas
$150$90 -
Chukka Ankle Boots
$379$249 -
Addison Janus Lace-Up Ankle Boot
$582.25$279 -
Lyall St Boots
$140$90 -
Callowhill Boots
$325$209 -
Leather Chukka Boots
$285$179 -
Norwich Shoes
$215$50 -
Suede Chukka Boot
$195$129 -
Suede Ankle Boots
$750$389 -
Filmore Chukka Boot
$275$90 -
Nubuck Lace-Up Boots
$149$49 -
Bryce Suede Chukkas
$305$159 -
Reed Chukkas
$100$70 -
Mayer Leather Boots
$110$70 -
Camo Accented Boots
$425$119 -
Chukka Boots
$595$259 -
Daniel Leather Boots
$240$159 -
Leather Oxford Boot
$1,260$549 -
Tortora Ankle Boot
$695$359 -
Hadley Derby Boot
$455$269 -
Dearborn Wingtip Oxfords
$298$169 -
Dress Artisan Leather Chukka Boot
$750$419 -
Canarde Boots
$330$179 -
Conrad Distressed Leather Boots
$120$80 -
Calder Tweed Boots
$450$259 -
Daniel Leather Boots
$240$159 -
Bryce Chukkas
$305$159 -
Leather Ankle Boots
$210$495 -
Bentley Boots
$365$139 -
Leather Chukka Boot
$299$209 -
Chelsea Leather Boot
$575$179 -
Leather Ankle Boot
$198$359 -
Redding Chukka
$179$119 -
Duke Leather Ankle Boot
$364$129 -
Crasher Boot
$475$199 -
Hayden Chelsea Boot
$425$289 -
Ankle Boots
$513.75$119 -
Someone Pass Ankle Boot
$475$249 -
Lace-Up Goodyear Welted Chukka Boot
$285$249 -
Temes Leather Chelsea Boot
$265$179 -
Venture Dress Boot
$290$169 -
Rebus Leather Boot
$285$129 -
Leather Chukka Boots
$415$179 -
Leather Wingtip Lace-Up Boot
$164$219 -
Capitan Ankle Boot
$135$119 -
Dom Chukka Boot
$515$80 -
Leather Chelsea Goodyear Welted Boot
$650$279 -
Fleetwood Chelsea Leather Ankle Boot
$330$379 -
Canarde Boots
$354$179 -
Duke Leather Derby Shoe
$248$189 -
Lunargrand Chukka Boot
$350$149 -
Cap Toe Boots
$149$90 -
Valto Chukka Boot
$198$90 -
Redding Chukka
$290$119 -
Rebus Suede Boot
$220$129 -
Camo Suede Boots
$598$149 -
Fleetwood Lace Boot
$130$359 -
Distressed Leather Boots
$298$80 -
NYC Vintage Chukka
$795$169 -
Leather Combo Boots
$275$479 -
Filmore Chukka Boot
$149$90 -
Valto Chukka Boot
$198$90 -
Drakon Suede Ankle Boot
$198$129 -
Redding Chukka
$195$119 -
Suede Chukka Boot
$260$129 -
Cash in the House Chukka Sneaker
$135$149 -
Suede Hi-Top Sneakers
$150$70 -
Aberdeen Chukkas
$260$90 -
Cash in the House Chukka Sneaker
$455$149 -
Chukka Ankle Boots
$595$100 -
Chukka Boots
$428.12$259 -
Alaska XL Piuma Chukka Moccassin
$295$209 -
Vaughn Suede Chukka
$340$159 -
Florentine Chukka
$198$169 -
Two-Toned Redding Chukka Boot
$125$119 -
Suede Desert Boots
$200$70 -
Hudson Suede Chukkas
$598$80 -
Fleetwood Lace Boot
$290$359 -
Rebus Suede Boot
$398$129 -
Dylan Laceless Chukka Boot
$364$229 -
Crasher Leather Ankle Boot
$198$199 -
Hipster Chukka Boot
$198$119 -
Redding Chukka Boot
$268$119 -
Sid Casual Suede Chukka Boot
$109.95$159 -
Ostia Wingtip Chukka Ankle Boot
$260$70 -
Cash in the House Chukka Sneaker
$228$149 -
Glenn Chukka
$149$100 -
Valto Chukka Boot
$425$90 -
Ankle Boots
$220$119 -
Paint Splatter Chukkas
$405$139 -
Leather Accented Boots
$285$100 -
Humboldt Suede Boot
$364$179 -
Crasher Leather Ankle Boot
$582.25$199 -
Addison Sego Lace-Up Ankle Boot
$375$279 -
Kennebunk Boots
$415$159 -
Leather Wingtip Lace-Up Boot
$299$219 -
Leather Chukka Boot
$515$179 -
Leather Chelsea Goodyear Welted Boot
$200$279 -
Hudson Suede Chukkas
$198$80 -
Redding Chukka
$199$119 -
Nico Boots
$305$139 -
Darsham Boots
$364$189 -
Crasher Leather Ankle Boot
$475$199 -
Lace-Up Goodyear Welted Chukka Boot
$582.25$249 -
Addison Janus Lace-Up Ankle Boot
$650$279 -
Fleetwood Chelsea Leather Ankle Boot
$575$379 -
Leather Ankle Boot
$898$359 -
Freeman Side Lace Leather Boot
$119.95$539 -
Edward Cap-Toe Ankle Boot
$299$70 -
Leather Chukka Boot
$299$179 -
Chelsea Leather Boot
$375$179 -
Zachary Leather Brogue Boot
$513.75$209 -
Someone Pass Ankle Boot
$452.10$249 -
Pere Leather Toscano Chukka Boot
$245$219 -
Mid-Top Mocassin Shoes
$795$50 -
Camo Accented Boots
$285$479 -
Chukka Boots
$250$60 -
Hawthorne Slip-On Ankle Boots
$$60