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“chukka and Boots” we found 614 items!

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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!
View More Like This Massimo Matteo - 3-Eye Chukka
Massimo Matteo 3-Eye Chukka $169.00 Rated: 5 stars!
View More Like This Dr. Martens - 1914
Dr. Martens 1914 $165.00 Rated: 4 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 Wolverine - Cort Waterproof Leather Chukka
Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars!

View More Like This Josef Seibel - Sienna 03
Josef Seibel Sienna 03 $160.00 Rated: 5 stars!
View More Like This Josef Seibel - Sienna 03
Josef Seibel Sienna 03 $160.00 Rated: 5 stars!
View More Like This Josef Seibel - Sienna 03
Josef Seibel Sienna 03 $160.00 Rated: 5 stars!
View More Like This Rockport - City Smart - Waterproof Dress Chukka Boot
Rockport City Smart - Waterproof Dress Chukka Boot $159.95 Rated: 3 stars!

Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 Rated: 5 stars!
Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 Rated: 5 stars!
View More Like This Rockport - Jaxson Chukka
Rockport Jaxson Chukka $159.95
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!

View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 4 stars!
View More Like This UGG - Hendrickson Capra
UGG Hendrickson Capra $159.95
View More Like This UGG - Hendrickson Capra
UGG Hendrickson Capra $159.95
View More Like This UGG - Leighton
UGG Leighton $159.95 Rated: 5 stars!

View More Like This El Naturalista - Yugen NG21
El Naturalista Yugen NG21 $159.90 Rated: 4 stars!
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
View More Like This Bed Stu - Curtis
Bed Stu Curtis $155.00 Rated: 4 stars!
View More Like This Vivobarefoot - Gobi II M Leather
Vivobarefoot Gobi II M Leather $155.00 Rated: 4 stars!
NEW!

View More Like This Bogs - Johnny Chukka
Bogs Johnny Chukka $155.00 Rated: 4 stars!
View More Like This Bogs - Johnny Chukka
Bogs Johnny Chukka $155.00 Rated: 4 stars!
Cole Haan - Zerogrand
Cole Haan Zerogrand $220.00 $154.99
View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $154.99 Rated: 4 stars!

View More Like This ECCO - Kenton Plain Toe Boot
ECCO Kenton Plain Toe Boot $220.00 $154.99 Rated: 4 stars!
View More Like This Ted Baker - Torsdi 4
Ted Baker Torsdi 4 $220.00 $154.99
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $154.95 Rated: 4 stars!
View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $154.95 Rated: 4 stars!

View More Like This Johnston & Murphy - Copeland Chukka
Johnston & Murphy Copeland Chukka $154.95 Rated: 4 stars!
View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!
View More Like This Dunham - REVdash
Dunham REVdash $150.00 Rated: 4 stars!

View More Like This Vince Camuto - Morgen
Vince Camuto Morgen $250.00 $150.00
View More Like This Vince Camuto - Morgen
Vince Camuto Morgen $250.00 $150.00
View More Like This Rieker - F1310
Rieker F1310 $150.00
View More Like This Harley-Davidson - Candler
Harley-Davidson Candler $150.00

View More Like This Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 Rated: 2 stars!
View More Like This Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 Rated: 2 stars!
View More Like This Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 Rated: 2 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!

View More Like This OluKai - Hamakua
OluKai Hamakua $150.00 Rated: 5 stars!
View More Like This OluKai - Hamakua
OluKai Hamakua $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 Cole Haan - GrandPro Chukka
Cole Haan GrandPro Chukka $150.00 Rated: 5 stars!
NEW!

View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
View More Like This Rockport - Total Motion Fusion Desert Boot
Rockport Total Motion Fusion Desert Boot $149.95 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!

View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!
View More Like This UGG - Freamon HyperWeave
UGG Freamon HyperWeave $149.95 Rated: 5 stars!
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!

View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!
View More Like This UGG - Freamon Capra
UGG Freamon Capra $149.95 Rated: 3 stars!
View More Like This Timberland - Westmore Leather Fabric Chukka
Timberland Westmore Leather Fabric Chukka $149.95
View More Like This Timberland - Westmore Leather Fabric Chukka
Timberland Westmore Leather Fabric Chukka $149.95

View More Like This Dunham - Johnson Chukka
Dunham Johnson Chukka $145.00 Rated: 4 stars!
View More Like This Georgia Boot - Athens 6
Georgia Boot Athens 6" Moc Toe Lace Up $145.00
View More Like This Dr. Martens - 1919
Dr. Martens 1919 $145.00 Rated: 5 stars!
View More Like This Oliberte - Mogado High
Oliberte Mogado High $140.00 Rated: 4 stars!

View More Like This Oliberte - Mogado High
Oliberte Mogado High $140.00 Rated: 4 stars!
View More Like This Oliberte - Mogado High
Oliberte Mogado High $140.00 Rated: 4 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!
View More Like This Clarks - Broyd Mid
Clarks Broyd Mid $140.00 Rated: 5 stars!

Georgia Boot - Small Batch Chukka
Georgia Boot Small Batch Chukka $140.00
View More Like This Dr. Martens Work - Ironbridge ST
Dr. Martens Work Ironbridge ST $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 Timberland - Carter Notch Waterproof Plain Toe Chukka
Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 Rated: 4 stars!

View More Like This Wolverine - Ranger 6
Wolverine Ranger 6" Moc Toe $140.00
View More Like This Clarks - Montacute Duke
Clarks Montacute Duke $140.00 Rated: 4 stars!
View More Like This PARC City Boot - Central
PARC City Boot Central $200.00 $139.99 Rated: 4 stars!
View More Like This Cole Haan - Barron Chukka
Cole Haan Barron Chukka $200.00 $139.99 Rated: 5 stars!

View More Like This Spring Step - Efisio
Spring Step Efisio $139.99 Rated: 5 stars!
View More Like This PARC City Boot - Rockwood
PARC City Boot Rockwood $200.00 $139.99
View More Like This PARC City Boot - Big Ben
PARC City Boot Big Ben $200.00 $139.99
View More Like This Rockport - Ledge Hill 2 Chukka Boot
Rockport Ledge Hill 2 Chukka Boot $149.95 $139.95 Rated: 4 stars!

View More Like This Clarks - Desert Trek
Clarks Desert Trek $139.95 Rated: 4 stars!
View More Like This Clarks - Desert Trek
Clarks Desert Trek $139.95 Rated: 4 stars!
View More Like This UGG - Neumel
UGG Neumel $139.95 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 Clarks - Wallabee Boot
Clarks Wallabee Boot $139.95 Rated: 5 stars!
View More Like This Sebago - Vershire Chukka
Sebago Vershire Chukka $139.95
View More Like This Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!

View More Like This Sebago - Vershire Chukka
Sebago Vershire Chukka $139.95
View More Like This Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $139.95 Rated: 5 stars!
View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $139.95 Rated: 5 stars!

View More Like This Clarks - Wallabee Boot
Clarks Wallabee Boot $139.95 Rated: 5 stars!
View More Like This Kenneth Cole New York - Take Comfort
Kenneth Cole New York Take Comfort $195.00 $135.99
View More Like This Dr. Martens Work - Burnham ST 6 Tie Boot
Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 4 stars!
View More Like This Dr. Martens Work - Burnham ST 6 Tie Boot
Dr. Martens Work Burnham ST 6 Tie Boot $135.00 Rated: 4 stars!

View More Like This Rieker - F1301
Rieker F1301 $135.00 Rated: 5 stars!
View More Like This Clarks - Wallabee
Clarks Wallabee $135.00 Rated: 5 stars!
View More Like This Justin - WK277
Justin WK277 $135.00
View More Like This Justin - WK275
Justin WK275 $135.00 Rated: 3 stars!