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“chukka and Boots” we found 248 items!

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Bally - Vilamr Desert Boot
Bally Vilamr Desert Boot $595.00
LUXURY
View More Like This rag & bone - Spencer Chukka
rag & bone Spencer Chukka $495.00
LUXURY
Cole Haan - 2 Zerogrand Chukka
Cole Haan 2 Zerogrand Chukka $320.00 Rated: 4 stars!
Cole Haan - Grand Evolution Chukka Waterproof
Cole Haan Grand Evolution Chukka Waterproof $300.00

Two24 by Ariat - Prescott
Two24 by Ariat Prescott $295.00
Two24 by Ariat - Prescott
Two24 by Ariat Prescott $295.00
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!
View More Like This Cole Haan - Zerogrand Stitchout Chukka
Cole Haan Zerogrand Stitchout Chukka $280.00 Rated: 5 stars!

View More Like This Chippewa - 5
Chippewa 5" Renegade Dress Chukka $279.95
View More Like This Chippewa - 5
Chippewa 5" Whirlwind Dress Chukka $279.95
View More Like This Chippewa - 5
Chippewa 5" Cordovan Dress Chukka $279.95
View More Like This Ted Baker - Daiino
Ted Baker Daiino $250.00

View More Like This Birkenstock - Hancock
Birkenstock Hancock $249.00 Rated: 4 stars!
NEW!
View More Like This Naot Footwear - Pilot - Hand Crafted
Naot Footwear Pilot - Hand Crafted $240.00 Rated: 1 stars!
View More Like This ECCO - Turn GTX Boot
ECCO Turn GTX Boot $230.00 Rated: 5 stars!
View More Like This BOSS Hugo Boss - Pariss Desb by HUGO
BOSS Hugo Boss Pariss Desb by HUGO $275.00 $219.99 Rated: 4 stars!

View More Like This Trask - Arlington
Trask Arlington $275.00 $219.99 Rated: 5 stars!
View More Like This Trask - Arlington
Trask Arlington $275.00 $219.99 Rated: 5 stars!
View More Like This Chippewa - 5' Modern Suburban Boot
Chippewa 5' Modern Suburban Boot $280.00 $210.99
View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00

View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00
View More Like This Pikolinos - Santiago M7B-8012C1
Pikolinos Santiago M7B-8012C1 $210.00
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!
View More Like This OluKai - Pahoa
OluKai Pahoa $200.00 Rated: 5 stars!

View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!

View More Like This UGG - Dagmann
UGG Dagmann $199.95 Rated: 4 stars!
View More Like This Jambu - Tavern
Jambu Tavern $189.00 Rated: 3 stars!
View More Like This Jambu - Tavern
Jambu Tavern $189.00 Rated: 3 stars!
View More Like This Jambu - Tavern
Jambu Tavern $189.00 Rated: 3 stars!

View More Like This Josef Seibel - Willow 24
Josef Seibel Willow 24 $185.00 Rated: 4 stars!
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $182.99
Tommy Bahama - Lancaster
Tommy Bahama Lancaster $180.00
NEW!
Tommy Bahama - Lancaster
Tommy Bahama Lancaster $180.00
NEW!

View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This Danner - Wolf Creek Chukka
Danner Wolf Creek Chukka $180.00 Rated: 5 stars!
View More Like This UGG - Leighton Bomber
UGG Leighton Bomber $179.95 Rated: 4 stars!

View More Like This UGG - Neumel TF
UGG Neumel TF $179.95
View More Like This UGG - Neumel TF
UGG Neumel TF $179.95
View More Like This UGG - Neumel TF
UGG Neumel TF $179.95
Steve Madden - Kipp
Steve Madden Kipp $170.00

Steve Madden - Kipp
Steve Madden Kipp $170.00
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
NEW!
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
NEW!
Polo Ralph Lauren - Karlyle
Polo Ralph Lauren Karlyle $170.00
NEW!

View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This SOREL - Madson Chukka Waterproof
SOREL Madson Chukka Waterproof $170.00 Rated: 5 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!

View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This UGG - Leighton Waterproof
UGG Leighton Waterproof $169.95 Rated: 5 stars!
View More Like This Irish Setter - Borderland Chukka
Irish Setter Borderland Chukka $190.00 $169.95 Rated: 4 stars!

View More Like This UGG - Larken Stripe Perf
UGG Larken Stripe Perf $169.95 Rated: 5 stars!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 Rated: 5 stars!
Base London - Trojan
Base London Trojan $168.00
View More Like This Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00

View More Like This Columbia - Chinook Chukka WP
Columbia Chinook Chukka WP $165.00
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

View More Like This Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!
View More Like This The North Face - Bridgeton Chukka
The North Face Bridgeton Chukka $160.00 Rated: 2 stars!
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $159.99
View More Like This John Varvatos - Brooklyn Chukka
John Varvatos Brooklyn Chukka $228.00 $159.99

View More Like This El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 Rated: 4 stars!
View More Like This Bogs - Johnny Chukka II
Bogs Johnny Chukka II $155.00
NEW!
Bogs - Johnny Chukka II
Bogs Johnny Chukka II $155.00
NEW!
View More Like This El Naturalista - Angkor N974
El Naturalista Angkor N974 $169.90 $152.99 Rated: 5 stars!

View More Like This Sperry - Element Chukka
Sperry Element Chukka $150.00
View More Like This Sperry - Element Chukka
Sperry Element Chukka $150.00
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
Tommy Bahama - Nassau
Tommy Bahama Nassau $150.00

View More Like This Sperry - Dockyard Chukka
Sperry Dockyard Chukka $150.00 Rated: 5 stars!
Calvin Klein - Nero
Calvin Klein Nero $150.00
NEW!
Calvin Klein - Nero
Calvin Klein Nero $150.00
NEW!
Dunham - Royalton Chukka Waterproof
Dunham Royalton Chukka Waterproof $150.00
NEW!

View More Like This Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $150.00 Rated: 4 stars!
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95

View More Like This UGG - Freamon Waterproof
UGG Freamon Waterproof $149.95
View More Like This UGG - Hendrickson
UGG Hendrickson $149.95 Rated: 5 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $149.95 Rated: 5 stars!
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 4 stars!

View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 4 stars!
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00
View More Like This Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00
View More Like This Timberland - Kendrick Chukka
Timberland Kendrick Chukka $140.00
NEW!

View More Like This Georgia Boot - Small Batch Chukka
Georgia Boot Small Batch Chukka $140.00
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!
View More Like This Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!
View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!

View More Like This Chaco - Montrose Chukka
Chaco Montrose Chukka $139.95 Rated: 5 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
View More Like This UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
View More Like This UGG - Maksim Hyperweave
UGG Maksim Hyperweave $139.95
NEW!

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