Men Chukka Boots

526 items found
526 items

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Rockport

Dustyn Waterproof Chukka

$112.99MSRP: $124.95

4Rated 4 stars out of 5

Dunham

Colt Waterproof Moc Boot

$112.99MSRP: $159.95

3Rated 3 stars out of 5

Rockport

Waterproof Rugged Bucks II Chukka

$113.06MSRP: $149.95

5Rated 5 stars out of 5

Rockport

Waterproof Rugged Bucks II Chukka

$117.86MSRP: $149.95

5Rated 5 stars out of 5

Rockport

Waterproof Rugged Bucks II Chukka

$104.99MSRP: $149.95

5Rated 5 stars out of 5

UGG

Union Chukka Weather

$149.95

4Rated 4 stars out of 5

Reef

Voyage Boot LE

$100.99MSRP: $145.00

4Rated 4 stars out of 5

UGG

Freamon Weather

$139.95

5Rated 5 stars out of 5

Pikolinos

Bilbao Waterproof M6E-SY8320

$230.00

5Rated 5 stars out of 5

Rockport

Essential Details Waterproof Dress Chukka

$109.95MSRP: $119.95

4Rated 4 stars out of 5

ECCO

Turn GORE-TEX® Chukka Tie

$230.00

4Rated 4 stars out of 5

Reef

Voyage Boot LE

$90.99MSRP: $130.00

4Rated 4 stars out of 5

Reef

Voyage Boot LE

$126.44MSRP: $145.00

4Rated 4 stars out of 5

UGG

Union Chukka Weather

$149.95

4Rated 4 stars out of 5

UGG

Neuland WP

$189.95

5Rated 5 stars out of 5

UGG

Neuland WP

$189.95

5Rated 5 stars out of 5

Twisted X

MDMW001

$129.95

5Rated 5 stars out of 5

SOREL

Madson™ II Chukka Waterproof

$174.95

SOREL

Madson™ II Chukka Waterproof

$174.95

ECCO

Turn GORE-TEX® Chukka Tie

$230.00

4Rated 4 stars out of 5

Reef

Voyage Boot LE

$90.99MSRP: $130.00

4Rated 4 stars out of 5

Blondo

Konor Waterproof

$79.98MSRP: $151.95

4Rated 4 stars out of 5

Blondo

Konor Waterproof

$105.99MSRP: $151.95

4Rated 4 stars out of 5

SOREL

Madson™ II Chukka Waterproof

$174.95

SOREL

Madson™ II Chukka Waterproof

$174.95

Pendleton

La Brea Mid

$90.99MSRP: $130.00

5Rated 5 stars out of 5

Pendleton

La Brea Mid

$90.99MSRP: $130.00

5Rated 5 stars out of 5

SOREL

Madson™ II Chukka Waterproof

$174.95

Clarks

Wallabee Boot GTX

$139.99MSRP: $200.00

5Rated 5 stars out of 5

Clarks

Wallabee Boot GTX

$139.99MSRP: $200.00

5Rated 5 stars out of 5

Clarks

Forge Stride

$66.00MSRP: $109.95

4Rated 4 stars out of 5

Clarks

Desert Boot

$116.96MSRP: $129.95

5Rated 5 stars out of 5

Clarks

Atticus Limit

$85.97MSRP: $135.00

5Rated 5 stars out of 5

Clarks

Vargo Apron

$89.65MSRP: $110.00

4Rated 4 stars out of 5

Clarks

Desert Boot

$90.97MSRP: $139.95

3Rated 3 stars out of 5

Clarks

Desert Trek

$140.00

4Rated 4 stars out of 5

Clarks

Desert Trek

$140.00

4Rated 4 stars out of 5

Clarks

Un Tailor Mid

$150.00

5Rated 5 stars out of 5

Clarks

Un Tailor Mid

$150.00

5Rated 5 stars out of 5

Clarks

Un Larvik Top

$84.97MSRP: $145.00

4Rated 4 stars out of 5

Clarks

Tilden Top

$71.53MSRP: $115.00

1Rated 1 stars out of 5

Clarks

Grandin Top

$78.32MSRP: $110.00

4Rated 4 stars out of 5

Clarks

Grandin Top

$58.74MSRP: $110.00

4Rated 4 stars out of 5

Clarks

Paulson Mid

$62.92MSRP: $110.00

4Rated 4 stars out of 5

Timberland

Port Union Waterproof Chukka

$165.00

5Rated 5 stars out of 5

SOREL

Madson Chukka Waterproof

$101.97MSRP: $170.00

4Rated 4 stars out of 5

UGG

Biltmore Chukka

$83.97MSRP: $139.95

5Rated 5 stars out of 5

SOREL

Madson Chukka Waterproof

$101.97MSRP: $170.00

4Rated 4 stars out of 5

Timberland

Jackson's Landing Waterproof Chukka

$88.50MSRP: $150.00

5Rated 5 stars out of 5

Timberland

Jackson's Landing Waterproof Chukka

$102.30MSRP: $150.00

5Rated 5 stars out of 5

UGG

Biltmore Chukka

$72.77MSRP: $139.95

5Rated 5 stars out of 5

Timberland

Jackson's Landing Waterproof Chukka

$96.30MSRP: $150.00

5Rated 5 stars out of 5

Timberland

Port Union Waterproof Chukka

$165.00

5Rated 5 stars out of 5

UGG

Neumel Weather

$169.95

5Rated 5 stars out of 5

UGG

Neumel Weather

$169.95

5Rated 5 stars out of 5

Forsake

Phil Chukka

$129.95

4Rated 4 stars out of 5

UGG

Neumel Weather

$169.95

5Rated 5 stars out of 5

Forsake

Phil Chukka

$129.95

4Rated 4 stars out of 5

Forsake

Phil Chukka

$129.95

4Rated 4 stars out of 5

Florsheim

Midtown Waterproof Chukka Boot

$124.95MSRP: $135.00

4Rated 4 stars out of 5

Sebago

Harvard Chukka Polaris

$90.00MSRP: $200.00

1Rated 1 stars out of 5

Steve Madden

Harken

$59.90MSRP: $85.00

4Rated 4 stars out of 5

Rockport

Colden Chukka

$99.99MSRP: $109.95

4Rated 4 stars out of 5

Steve Madden

Harken

$59.90MSRP: $85.00

4Rated 4 stars out of 5

Nunn Bush

Ridgetop Plain Toe Chukka

$74.95MSRP: $99.95

4Rated 4 stars out of 5

Johnston & Murphy

Copeland Casual Chukka Boot

$158.95

5Rated 5 stars out of 5

Nunn Bush

Ridgetop Plain Toe Chukka

$74.95MSRP: $99.95

4Rated 4 stars out of 5

SKECHERS

Relaxed Fit Doveno - Molens

$72.99MSRP: $80.00

4Rated 4 stars out of 5

Steve Madden

Jabbar

$100.00

4Rated 4 stars out of 5

Johnston & Murphy

Copeland Casual Chukka Boot

$158.95

5Rated 5 stars out of 5

Dr. Martens

Cabrillo

$99.95

5Rated 5 stars out of 5

Red Wing Heritage

Weekend Chukka

$229.99

4Rated 4 stars out of 5

Nunn Bush

Lancaster Plain Toe Chukka Boot

$49.95MSRP: $90.00

4Rated 4 stars out of 5

Rockport

Classic Break Chukka

$99.95MSRP: $119.95

4Rated 4 stars out of 5

Born

McNeil

$84.00MSRP: $120.00

5Rated 5 stars out of 5

Altra Footwear

Smith Boot

$90.99MSRP: $130.00

3Rated 3 stars out of 5

Born

McNeil

$55.20MSRP: $120.00

5Rated 5 stars out of 5

Deer Stags

Walkmaster Chukka Boot

$49.95MSRP: $59.99

1Rated 1 stars out of 5

Ariat

Lookout

$124.95

5Rated 5 stars out of 5

ALDO

Baranof

$83.16MSRP: $140.00

5Rated 5 stars out of 5

Dr. Martens

Cabrillo

$99.95

5Rated 5 stars out of 5

Florsheim

Westside Plain Toe Chukka Boot

$80.97MSRP: $134.95

4Rated 4 stars out of 5

ECCO

Melbourne Boot

$170.00

4Rated 4 stars out of 5

Nunn Bush

Quest Moc Toe Chukka

$53.97MSRP: $89.95

3Rated 3 stars out of 5

Kenneth Cole Reaction

Desert Sun PB

$79.99

4Rated 4 stars out of 5

Ariat

Lookout

$124.95

5Rated 5 stars out of 5

Nunn Bush

Barklay Plain Toe Chukka

$59.95MSRP: $84.95

4Rated 4 stars out of 5

Twisted X

MDM0033

$114.95

5Rated 5 stars out of 5

Born

McNeil

$69.36MSRP: $120.00

5Rated 5 stars out of 5

Florsheim

Montinaro Chukka Boot

$99.13MSRP: $115.00

5Rated 5 stars out of 5

Nunn Bush

Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

$74.95MSRP: $99.95

4Rated 4 stars out of 5

Steve Madden

Daysman

$63.72MSRP: $90.00

3Rated 3 stars out of 5

Kenneth Cole New York

Desert Chukka

$102.87MSRP: $135.00

5Rated 5 stars out of 5

UGG

Dagmann

$199.95

5Rated 5 stars out of 5

Cole Haan

Ripley Grand Chukka Boot

$103.74MSRP: $190.00

4Rated 4 stars out of 5

Tommy Hilfiger

Tomtry

$53.99MSRP: $100.00

Deer Stags

Bangor

$44.95

3Rated 3 stars out of 5

Durango

5" Red Dirt Rebel Chukka Soft Toe

$82.36MSRP: $102.95

Timberland

Wodehouse Plain Toe Chukka

$175.00

4Rated 4 stars out of 5

Rockport

Colden Cap Plain Toe

$98.96MSRP: $109.95

5Rated 5 stars out of 5

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