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“chukka and Men Boots” we found 174 items!

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TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $69.99 Rated: 5 stars!
UGG - Freamon Canvas
UGG Freamon Canvas $110.00 $73.67
UGG - Freamon Canvas
UGG Freamon Canvas $110.00 $73.67
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!

Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $80.00 Rated: 5 stars!
View More Like This Timberland - Groveton Leather and Fabric Chukka
Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 5 stars!
TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 $82.95 Rated: 5 stars!
Dr. Martens - Bonny 5-Eye Chukka
Dr. Martens Bonny 5-Eye Chukka $85.00
NEW!

UGG - Maksim
UGG Maksim $125.00 $87.99 Rated: 5 stars!
View More Like This Rockport - Rugged Bucks Moc Boot Waterproof
Rockport Rugged Bucks Moc Boot Waterproof $119.95 $89.95 Rated: 3 stars!
Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $89.99 Rated: 4 stars!
Merrell - Freewheel Mesh Chukka
Merrell Freewheel Mesh Chukka $100.00 $89.99 Rated: 4 stars!

View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
View More Like This Timberland - Groveton Plain Toe Chukka Leather and Fabric
Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars!
Columbia - Sunvent Chukka
Columbia Sunvent Chukka $90.00
Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!

Caterpillar - Mitch
Caterpillar Mitch $90.00 Rated: 5 stars!
Calvin Klein - Kenley
Calvin Klein Kenley $130.00 $90.99
View More Like This Dr. Martens - Rakim Chukka
Dr. Martens Rakim Chukka $95.00
NEW!
View More Like This Dr. Martens - Rakim Chukka
Dr. Martens Rakim Chukka $95.00
NEW!

View More Like This TOMS - Mateo Chukka Boot
TOMS Mateo Chukka Boot $98.00 Rated: 5 stars!
TOMS - Chukka Boot
TOMS Chukka Boot $98.00 Rated: 4 stars!
Quiksilver - Harpoon V
Quiksilver Harpoon V $99.00
Justin - Cappie Steel Toe
Justin Cappie Steel Toe $99.00

View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $99.95 Rated: 4 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
View More Like This Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!
Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 $99.95 Rated: 5 stars!

View More Like This Timberland - Earthkeepers® Brook Park Chukka
Timberland Earthkeepers® Brook Park Chukka $110.00 $99.99 Rated: 5 stars!
Merrell - Brevard Chukka
Merrell Brevard Chukka $150.00 $104.99 Rated: 2 stars!
UGG - Hendrickson Capra
UGG Hendrickson Capra $160.00 $107.17
View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 4 stars!

View More Like This Rockport - Classic Break Chukka
Rockport Classic Break Chukka $119.95 $109.95 Rated: 4 stars!
Ariat - Exhibitor
Ariat Exhibitor $109.95
Ariat - Exhibitor
Ariat Exhibitor $109.95
View More Like This Justin - 235
Justin 235 $109.95 Rated: 5 stars!

View More Like This Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
View More Like This Sperry - Sojourn Duck Chukka Boot
Sperry Sojourn Duck Chukka Boot $110.00 Rated: 4 stars!
Caterpillar - Allay
Caterpillar Allay $110.00
Eastland 1955 Edition - Seneca
Eastland 1955 Edition Seneca $110.00 Rated: 5 stars!

Caterpillar - Trey
Caterpillar Trey $110.00
The North Face - Ballard EVO Chukka FG
The North Face Ballard EVO Chukka FG $110.00 Rated: 3 stars!
Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 $112.99 Rated: 5 stars!
Lacoste - Laccord Chukka 217 1
Lacoste Laccord Chukka 217 1 $159.95 $112.99 Rated: 5 stars!

Lacoste - Laccord Chukka 117 1 Cam
Lacoste Laccord Chukka 117 1 Cam $159.95 $112.99
UGG - Larken Stripe Perf
UGG Larken Stripe Perf $170.00 $113.87 Rated: 5 stars!
UGG - Larken Stripe Perf
UGG Larken Stripe Perf $170.00 $113.87 Rated: 5 stars!
SOREL - Madson Chukka
SOREL Madson Chukka $170.00 $119.00 Rated: 4 stars!

SOREL - Madson Chukka
SOREL Madson Chukka $170.00 $119.00 Rated: 4 stars!
SOREL - Madson Chukka
SOREL Madson Chukka $170.00 $119.00 Rated: 4 stars!
SOREL - Madson Chukka
SOREL Madson Chukka $170.00 $119.00 Rated: 4 stars!
Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95

Rockport - Wynstin Chukka
Rockport Wynstin Chukka $119.95
Justin - WK277
Justin WK277 $119.95
Justin - WK275
Justin WK275 $119.95 Rated: 3 stars!
View More Like This Sperry - Clipper Chukka
Sperry Clipper Chukka $120.00 Rated: 5 stars!

Columbia - Stevenson Wallaby LTR
Columbia Stevenson Wallaby LTR $120.00
NEW!
Columbia - Stevenson Wallaby LTR
Columbia Stevenson Wallaby LTR $120.00
NEW!
Dr. Martens - Ember Desert Boot
Dr. Martens Ember Desert Boot $120.00
UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!

UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
UGG - Maksim
UGG Maksim $124.95 Rated: 5 stars!
View More Like This Timberland - Killington Chukka
Timberland Killington Chukka $125.00 Rated: 5 stars!
NEW!
Wolverine - Francisco Chukka
Wolverine Francisco Chukka $180.00 $125.99 Rated: 4 stars!

UGG - Neumel
UGG Neumel $129.95 Rated: 4 stars!
UGG - Neumel
UGG Neumel $129.95 Rated: 4 stars!
Cycleur de Luxe - Lima
Cycleur de Luxe Lima $185.00 $129.99 Rated: 5 stars!
Calvin Klein - Kenley
Calvin Klein Kenley $130.00

Calvin Klein - Kenley
Calvin Klein Kenley $130.00
Salomon - Utility Chukka TS WR
Salomon Utility Chukka TS WR $130.00
Salomon - Utility Chukka TS WR
Salomon Utility Chukka TS WR $130.00
Columbia - Irvington LTR Chukka WP
Columbia Irvington LTR Chukka WP $130.00
NEW!

Columbia - Irvington LTR Chukka WP
Columbia Irvington LTR Chukka WP $130.00
NEW!
Reef - Voyage Boot
Reef Voyage Boot $130.00
Reef - Voyage Boot
Reef Voyage Boot $130.00
SOREL - Madson Moc Toe
SOREL Madson Moc Toe $190.00 $133.00 Rated: 5 stars!

SOREL - Madson Moc Toe
SOREL Madson Moc Toe $190.00 $133.00 Rated: 5 stars!
View More Like This Wolverine - Ranger 6
Wolverine Ranger 6" Moc Toe $135.00
Wolverine - Ranger 6
Wolverine Ranger 6" Moc Toe $135.00
SOREL - Ankeny™ Mid Hiker
SOREL Ankeny™ Mid Hiker $135.00 Rated: 4 stars!

SOREL - Ankeny™ Mid Hiker
SOREL Ankeny™ Mid Hiker $135.00 Rated: 4 stars!
View More Like This Clarks - Newkirk Top
Clarks Newkirk Top $135.00 Rated: 5 stars!
Sebago - Vershire Chukka
Sebago Vershire Chukka $139.95
Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!

Sebago - Vershire Chukka
Sebago Vershire Chukka $139.95
Sebago - Turner Chukka Waterproof
Sebago Turner Chukka Waterproof $139.95 Rated: 3 stars!
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!

UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
UGG - Hendrickson
UGG Hendrickson $139.95 Rated: 5 stars!
UGG - Neumel
UGG Neumel $139.95 Rated: 4 stars!
View More Like This Rockport - Prestige Point Chukka
Rockport Prestige Point Chukka $174.95 $139.99 Rated: 5 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!
Wolverine - Ranger 6
Wolverine Ranger 6" Moc Toe $140.00
Georgia Boot - Small Batch Chukka
Georgia Boot Small Batch Chukka $140.00

Satorisan - Benirras Mid-Bokhara Antelope
Satorisan Benirras Mid-Bokhara Antelope $207.00 $144.99
Satorisan - Benirras Mid-Bokhara Antelope
Satorisan Benirras Mid-Bokhara Antelope $207.00 $144.99
UGG - Leighton
UGG Leighton $160.00 $144.99 Rated: 4 stars!
Reef - Voyage Boot LE
Reef Voyage Boot LE $145.00

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