We may earn money or products from the companies mentioned in this post.
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Eastland Seneca Chukka Boot
$110$79 -
Eastland Jayce Cap-Toe Leather Boot
$140$89 -
Russell Park Sahara Crepe Chukka Boot
$175$68.99 -
WOLVERINE Lionel Chukka Boot
$185$99.99 -
Ben Sherman Vaughn Chukka Boot
$95$49 -
WOLVERINE 1883 Hensel Chukka Boot
$195$99 -
Eastland Canton Limited Edition Chukka Boot
$155$99 -
Rush by Gordon Rush Harrison Leather Boot
$145$99 -
Millburn Co. Leather Chukka Boot
$209$99.99 -
Clarks Leather Lace Chukka Boot
$180$89 -
Rush by Gordon Rush Leather Chukka Boot
$170$84.99 -
Original Penguin Monty C
$185$109 -
Gordon Rush Wingtip Brogue Boot
$315$94.97 -
Clarks Leather Lace Chukka Boot
$140$99 -
Eastland 1955 Edition Oneida 1955 Chukka Boot
$160$119 -
John Varvatos Star USA Star D Chukka Boot
$248$125.99 -
Andrew Marc Haven Chukka Boot
$178$89 -
TOMS Mateo Chukka Boot
$119$79 -
Eastland High Fidelity Hi Top Boot
$200$89.99 -
WOLVERINE Julian Chukka Boot
$160$99 -
Rush by Gordon Rush Rowan Chukka Boot
$175$99 -
Original Penguin Monty Boot
$185$109 -
Clarks Leather Lace Chukka Boot
$130$85 -
John Varvatos Star USA Mick Crepe Chukka Boot
$248$99 -
Marc New York Saxon Chukka Boot
$128$89 -
John Varvatos Star USA Mick Crepe Chukka Boot
$248$99 -
Rush by Gordon Rush Rowan Chukka Boot
$175$99 -
Clarks Leather Lace Chukka Boot
$140$85 -
Saks Fifth Avenue Brindisi Suede 2 Eye Chukka Boot
$240$99 -
Clarks Leather Lace Chukka Boot
$180$89 -
Clarks Leather Lace Chukka Boot
$140$85 -
Millburn Co. Roper-Toe Chukka Boot
$219$99 -
Russell Park Sahara Crepe Chukka Boot
$175$68.99 -
Cole Haan Colton Winter Chukka Boot
$250$125 -
Ben Sherman Stitch Out Chukka Boot
$165$85 -
Hunter Original Sole Chelsea Boot
$170$99.99 -
Hunter Embossed Chelsea Boot
$170$101.97 -
Hunter Original Sole Chelsea Boot
$170$99.99 -
Hunter Original Short Boot
$145$86.97 -
Hunter Original Tall Boots
$180$109 -
Hunter Original Short Boot
$145$86.97 -
Hunter Original Tall Boots
$180$119 -
WOLVERINE Alec Chelsea Boot
$200$119 -
Hunter Original Short Boot
$145$86.97 -
Hunter Original Tall Boots
$180$107.97 -
Hunter Original Short Boot
$145$86.97 -
Hunter Original Tall Boots
$180$119 -
Eastland Bennett Brogue Leather Boot
$130$85 -
Eastland Lucas Leather Boot
$140$95 -
Eastland Lucas Leather Boot
$140$95 -
Eastland Brice Leather Boot
$130$85 -
Original Penguin Nigel Moc-Toe Boot
$190$109 -
Original Penguin Nigel Moc-Toe Boot
$190$109 -
Eastland Barron Boot
$130$79 -
Eastland Lumber Up Boot
$175$119 -
Eastland Barron Leather Boot
$125$89 -
Cole Haan Ogden Stitch Chukka II Boot
$250$129 -
Saks Fifth Avenue Bari Lug Sole Leather Chelsea Boot
$238$99 -
Saks Fifth Avenue Rimni Leather 3 Eye Chukka Boot
$240$99 -
Millburn Co. Round-Toe Chelsea Sneaker
$199$79.99 -
Russell Park New Sahara Chukka Boot
$169$65 -
WOLVERINE Francisco Chukka Boot
$129.99$99 -
Saks Fifth Avenue Leather Cap-Toe Boot
$250$129 -
Millburn Co. Wingtip Broguing Ankle Boot
$209$99 -
Gordon Rush Hiker Boot
$425$128.98 -
Marc New York Baycliff Boot
$178$89 -
McCarren & Sons Leather Wingtip Boot
$199$98.99 -
Marc New York Yates Boot
$168$79 -
Giorgio Brutini Ventana Cap-Toe Boot
$70$55 -
Eastland Hudson Limited Edition Chukka Boot
$200$59 -
Marc New York Otis Boot
$178$90 -
WOLVERINE Francisco Chukka Boot
$129.99$99 -
Eastland Brice Leather Boot
$130$89 -
TOMS Leather Brogue Boot
$179$99 -
TOMS Moc Toe Chukka Boot
$98$59 -
TOMS Leather Chukka Boot
$129$75 -
John Varvatos Star USA Hipster Chukka Boot
$198$79 -
Eastland Lumber Up Shearling Lined Boot
$130$79 -
Eastland Up Country Boots
$230$75 -
Cole Haan Bryce Zip Boot
$248$124.99 -
Cole Haan Bryce Zip Boot
$248$124.99 -
Russell Park Sahara Crepe Chukka Boot
$175$68.99 -
Russell Park Sahara Leather Chelsea Boot
$175$68.99 -
Cole Haan Curtis II Chukka Boot
$250$125 -
Russell Park Sahara Leather Boot
$175$68.99 -
Native Fitzroy Boot
$110$38.99 -
Original Penguin Grappler Boot
$185$79.99 -
Russell Park Gomma Wingtip Suede Boot
$175$68.99 -
Andrew Marc Dorchester Suede Chukka Boot
$178$85 -
Clarks Leather Lace Chukka Boot
$140$99 -
Marc New York Saxon Chukka Boot
$128$89 -
John Varvatos Star USA Star D Chukka Chukka Boot
$248$99 -
Andrew Marc Haven Chukka Boot
$178$89 -
Ben Sherman Alejandro Lug Chukka Boot
$165$85 -
Marc New York Saxon Chukka Boot
$128$89 -
Cole Haan Adams Chukka Boot
$180$99 -
Cole Haan Cambridge Chukka Boot
$268$125 -
Andrew Marc Forest Boot
$248$115 -
Marc New York Bennett Chelsea Boot
$168$89 -
Marc New York Radcliff Boot
$168$79 -
Eastland 1955 Edition Silverado 1955 Boot
$235$119 -
Marco Vittorio Leather Chelsea Boot
$215$109 -
Giorgio Brutini Arlo Chukka Boot
$85$65 -
WOLVERINE Felix Boot
$195$129 -
Andrew Marc Haven Chukka Boot
$178$89 -
Millburn Co. Roper-Toe Chelsea Boot
$209$99 -
Marc New York Upshaw Boot
$128$80 -
Cole Haan Bryce Boot
$228$119 -
John Varvatos Star USA Sid Heritage Chukka Boot
$248$125 -
Giorgio Brutini Ventana Cap-Toe Boot
$70$55 -
Marc New York Walden Chukka Boot
$128$90 -
Original Penguin Monty Chukka Boot
$185$84.99 -
Rogue Suede Hi Top Boot
$225$89 -
Vintage Foundry Co. Leather Cap-Toe Double Monkstrap
$349$115 -
GBX Dern Lace-Up Leather Boot
$105$75