Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Comfort Chukka Boots

74 items found

Sort By

Your Selections

Search Results

Dr. Martens - Church Quad Archive. Color Dark Brown Crazy Horse. On sale for $164.08. MSRP $200.00..

Brown Dr. Martens Church Quad Archive

Brown Dr. Martens Church Quad Archive

Brand Name: Dr. Martens
Product Name: Church Quad Archive
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $164.08MSRP: $200.00
Rating

Allen Edmonds - Harris. Color Brown Leather. Low Stock. $395.00.

4 left in stock

Brown Allen Edmonds Harris

Brown Allen Edmonds Harris

Brand Name: Allen Edmonds
Product Name: Harris
Gender: Men's
Color: Brown Leather
Price: $395.00
Rating

Clarks - Bushacre 3. Color Blue Suede. $109.95. 4.0 out of 5 stars

Blue Clarks Bushacre 3

Blue Clarks Bushacre 3

+6

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Blue Suede
Price: $109.95
Rating: 4Rated 4 stars out of 5(165)

COACH - Spencer Boot. Color Saddle. Low Stock. On sale for $165.20. MSRP $295.00..

9 left in stock

Brown COACH Spencer Boot

Brown COACH Spencer Boot

Brand Name: COACH
Product Name: Spencer Boot
Gender: Men's
Color: Saddle
Price: $165.20MSRP: $295.00
Rating

Born - Harrison. Color Brown Full Grain. $135.00. 4.3 out of 5 stars

Brown Born Harrison

Brown Born Harrison

+2

Brand Name: Born
Product Name: Harrison
Gender: Men's
Color: Brown Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(111)

Barbour - Barbour Readhead. Color Black. Low Stock. $220.00.

8 left in stock

Black Barbour Barbour Readhead

Black Barbour Barbour Readhead

+2

Brand Name: Barbour
Product Name: Barbour Readhead
Gender: Men's
Color: Black
Price: $220.00
Rating

Eastland 1955 Edition - Seneca. Color Oak. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Brown Eastland 1955 Edition Seneca

Brown Eastland 1955 Edition Seneca

+3

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Gender: Men's
Color: Oak
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(42)

Marc Joseph New York - Smith ST. Color Havana Grainy/Suede. On sale for $146.25. MSRP $195.00..

Brown Marc Joseph New York Smith ST

Brown Marc Joseph New York Smith ST

+2

Brand Name: Marc Joseph New York
Product Name: Smith ST
Gender: Men's
Color: Havana Grainy/Suede
Price: $146.25MSRP: $195.00
Rating

BOSS - Calev Leather Desert Boot. Color Dark Brown. Low Stock. On sale for $207.00. MSRP $230.00..

8 left in stock

Brown BOSS Calev Leather Desert Boot

Brown BOSS Calev Leather Desert Boot

Brand Name: BOSS
Product Name: Calev Leather Desert Boot
Gender: Men's
Color: Dark Brown
Price: $207.00MSRP: $230.00
Rating

Minnetonka - Torrey. Color Charcoal. $74.95.

Gray Minnetonka Torrey

Gray Minnetonka Torrey

Brand Name: Minnetonka
Product Name: Torrey
Gender: Men's
Color: Charcoal
Price: $74.95
Rating

Cole Haan - Originalgrand Chukka Waterproof. Color Navy Blazer Nubuck/Birch Waterproof. Low Stock. On sale for $116.75. MSRP $250.00.. 4.6 out of 5 stars

5 left in stock

Navy Cole Haan Originalgrand Chukka Waterproof

Navy Cole Haan Originalgrand Chukka Waterproof

Brand Name: Cole Haan
Product Name: Originalgrand Chukka Waterproof
Gender: Men's
Color: Navy Blazer Nubuck/Birch Waterproof
Price: $116.75MSRP: $250.00
Rating: 5Rated 5 stars out of 5(28)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $59.95. MSRP $90.00.. 4.1 out of 5 stars

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Cognac
Price: $59.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(8)

Johnston & Murphy Collection - Everson Alpine Boot. Color Tan Italian Calfskin. On sale for $221.00. MSRP $325.00..

Tan Johnston & Murphy Collection Everson Alpine Boot

Tan Johnston & Murphy Collection Everson Alpine Boot

Brand Name: Johnston & Murphy Collection
Product Name: Everson Alpine Boot
Gender: Men's
Color: Tan Italian Calfskin
Price: $221.00MSRP: $325.00
Rating

Martin Dingman - Ernest Kudu. Color Evergreen. Low Stock. On sale for $331.80. MSRP $395.00..

6 left in stock

Green Martin Dingman Ernest Kudu

Green Martin Dingman Ernest Kudu

Brand Name: Martin Dingman
Product Name: Ernest Kudu
Gender: Men's
Color: Evergreen
Price: $331.80MSRP: $395.00
Rating

Dockers - Norton. Color Dark Tan. On sale for $49.99. MSRP $85.00.. 3.7 out of 5 stars

Brown Dockers Norton

Brown Dockers Norton

+3

Brand Name: Dockers
Product Name: Norton
Gender: Men's
Color: Dark Tan
Price: $49.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(3)

Dockers - Dartford. Color Black. On sale for $49.99. MSRP $85.00..

Black Dockers Dartford

Black Dockers Dartford

+3

Brand Name: Dockers
Product Name: Dartford
Gender: Men's
Color: Black
Price: $49.99MSRP: $85.00
Rating

Palladium - Pallasider Mid Cuff. Color Apple Cinnamon. Low Stock. On sale for $84.80. MSRP $160.00..

4 left in stock

Brown Palladium Pallasider Mid Cuff

Brown Palladium Pallasider Mid Cuff

Brand Name: Palladium
Product Name: Pallasider Mid Cuff
Gender: Men's
Color: Apple Cinnamon
Price: $84.80MSRP: $160.00
Rating

PIKOLINOS - Berna M8J-8181. Color Olmo. Low Stock. $200.00. 5.0 out of 5 stars

2 left in stock

Brown PIKOLINOS Berna M8J-8181

Brown PIKOLINOS Berna M8J-8181

+2

Brand Name: PIKOLINOS
Product Name: Berna M8J-8181
Gender: Men's
Color: Olmo
Price: $200.00
Rating: 5Rated 5 stars out of 5(3)

Stacy Adams - Martfield Chukka Boot. Color Sand. On sale for $97.50. MSRP $130.00.. 5.0 out of 5 stars

Beige Stacy Adams Martfield Chukka Boot

Beige Stacy Adams Martfield Chukka Boot

+4

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Sand
Price: $97.50MSRP: $130.00
Rating: 5Rated 5 stars out of 5(8)

Clarks - Atticus LT Hi. Color Dark Brown Leather. On sale for $116.96. MSRP $130.00..

Brown Clarks Atticus LT Hi

Brown Clarks Atticus LT Hi

Brand Name: Clarks
Product Name: Atticus LT Hi
Gender: Men's
Color: Dark Brown Leather
Price: $116.96MSRP: $130.00
Rating

COACH - Suede Chukka Boot. Color Black. On sale for $215.35. MSRP $295.00..

Black COACH Suede Chukka Boot

Black COACH Suede Chukka Boot

Brand Name: COACH
Product Name: Suede Chukka Boot
Gender: Men's
Color: Black
Price: $215.35MSRP: $295.00
Rating

ALDO - Watson. Color Cognac. On sale for $106.08. MSRP $130.00..

Tan ALDO Watson

Tan ALDO Watson

+2

Brand Name: ALDO
Product Name: Watson
Gender: Men's
Color: Cognac
Price: $106.08MSRP: $130.00
Rating

Florsheim - Trail Mix Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $89.95. MSRP $120.00.. 4.6 out of 5 stars

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Trail Mix Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $89.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(33)

UGG - Neumel Weather Hybrid. Color Chestnut/Whitecap. $179.95. 4.3 out of 5 stars

Yellow UGG Neumel Weather Hybrid

Yellow UGG Neumel Weather Hybrid

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Chestnut/Whitecap
Price: $179.95
Rating: 4Rated 4 stars out of 5(41)

UGG - Burleigh Chukka. Color Chestnut. $159.95. 4.9 out of 5 stars

Brown UGG Burleigh Chukka

Brown UGG Burleigh Chukka

+2

Brand Name: UGG
Product Name: Burleigh Chukka
Gender: Men's
Color: Chestnut
Price: $159.95
Rating: 5Rated 5 stars out of 5(8)

Florsheim - Renegade Plain Toe Chukka Boot. Color Brown. On sale for $127.50. MSRP $150.00.. 4.3 out of 5 stars

Brown Florsheim Renegade Plain Toe Chukka Boot

Brown Florsheim Renegade Plain Toe Chukka Boot

+1

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Gender: Men's
Color: Brown
Price: $127.50MSRP: $150.00
Rating: 4Rated 4 stars out of 5(18)

Johnston & Murphy - Barrett Chukka. Color Tan Full Grain. On sale for $92.70. MSRP $175.00..

Tan Johnston & Murphy Barrett Chukka

Tan Johnston & Murphy Barrett Chukka

Brand Name: Johnston & Murphy
Product Name: Barrett Chukka
Gender: Men's
Color: Tan Full Grain
Price: $92.70MSRP: $175.00
Rating

ECCO - Grainer Chukka Boot. Color Camel. On sale for $129.99. MSRP $190.00.. 4.0 out of 5 stars

Tan ECCO Grainer Chukka Boot

Tan ECCO Grainer Chukka Boot

+2

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $129.99MSRP: $190.00
Rating: 4Rated 4 stars out of 5(1)

johnnie-O - Chill Chukka 2.0. Color Gray. Low Stock. On sale for $168.30. MSRP $198.00..

4 left in stock

Gray johnnie-O Chill Chukka 2.0

Gray johnnie-O Chill Chukka 2.0

+2

Brand Name: johnnie-O
Product Name: Chill Chukka 2.0
Gender: Men's
Color: Gray
Price: $168.30MSRP: $198.00
Rating

OluKai - Papaku 'Ili. Color Tan/Tan. $160.00. 4.2 out of 5 stars

Tan OluKai Papaku 'Ili

Tan OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Tan/Tan
Price: $160.00
Rating: 4Rated 4 stars out of 5(5)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. $139.95. 4.2 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $139.95
Rating: 4Rated 4 stars out of 5(25)

Naot - General. Color Black Water Resistant Leather. Low Stock. $229.95. 4.2 out of 5 stars

6 left in stock

Black Naot General

Black Naot General

Brand Name: Naot
Product Name: General
Gender: Men's
Color: Black Water Resistant Leather
Price: $229.95
Rating: 4Rated 4 stars out of 5(12)

BOSS - Calev Desert Boot. Color Dark Brown. On sale for $181.70. MSRP $230.00..

Brown BOSS Calev Desert Boot

Brown BOSS Calev Desert Boot

Brand Name: BOSS
Product Name: Calev Desert Boot
Gender: Men's
Color: Dark Brown
Price: $181.70MSRP: $230.00
Rating

UGG - Neumel FT. Color Moss Green Suede. On sale for $104.99. MSRP $149.95.. 4.2 out of 5 stars

Olive UGG Neumel FT

Olive UGG Neumel FT

+3

Brand Name: UGG
Product Name: Neumel FT
Gender: Men's
Color: Moss Green Suede
Price: $104.99MSRP: $149.95
Rating: 4Rated 4 stars out of 5(8)

Clarks - Oakpark Mid. Color Tan Tumbled Leather. $109.95. 5.0 out of 5 stars

Tan Clarks Oakpark Mid

Tan Clarks Oakpark Mid

Brand Name: Clarks
Product Name: Oakpark Mid
Gender: Men's
Color: Tan Tumbled Leather
Price: $109.95
Rating: 5Rated 5 stars out of 5(1)

Clarks - Malwood Top. Color Cola Suede. Low Stock. On sale for $106.99. MSRP $110.00.. 3.0 out of 5 stars

6 left in stock

Brown Clarks Malwood Top

Brown Clarks Malwood Top

Brand Name: Clarks
Product Name: Malwood Top
Gender: Men's
Color: Cola Suede
Price: $106.99MSRP: $110.00
Rating: 3Rated 3 stars out of 5(1)

UGG - Neumel Crafted Regenerate. Color Chestnut. $199.95. 4.0 out of 5 stars

Brown UGG Neumel Crafted Regenerate

Brown UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Gender: Unisex
Color: Chestnut
Price: $199.95
Rating: 4Rated 4 stars out of 5(8)

Allen Edmonds - Chandler. Color Loden. Low Stock. $475.00. 4.4 out of 5 stars

7 left in stock

Green Allen Edmonds Chandler

Green Allen Edmonds Chandler

+5

Brand Name: Allen Edmonds
Product Name: Chandler
Gender: Men's
Color: Loden
Price: $475.00
Rating: 4Rated 4 stars out of 5(61)

Johnston & Murphy - McGuffey Lug Chukka Boot. Color Brown Waterproof Full Grain. Low Stock. On sale for $119.99. MSRP $155.00.. 3.0 out of 5 stars

1 left in stock

Red Johnston & Murphy McGuffey Lug Chukka Boot

Red Johnston & Murphy McGuffey Lug Chukka Boot

+2

Brand Name: Johnston & Murphy
Product Name: McGuffey Lug Chukka Boot
Gender: Men's
Color: Brown Waterproof Full Grain
Price: $119.99MSRP: $155.00
Rating: 3Rated 3 stars out of 5(1)

Hey Dude - Bradley Leather Boot. Color Cognac. Low Stock. On sale for $69.98. MSRP $94.99.. 4.3 out of 5 stars

1 left in stock

Tan Hey Dude Bradley Leather Boot

Tan Hey Dude Bradley Leather Boot

Brand Name: Hey Dude
Product Name: Bradley Leather Boot
Gender: Men's
Color: Cognac
Price: $69.98MSRP: $94.99
Rating: 4Rated 4 stars out of 5(147)

Johnston & Murphy - Amherst Lug Knit Chukka Boot. Color Grey. $145.00. 5.0 out of 5 stars

Gray Johnston & Murphy Amherst Lug Knit Chukka Boot

Gray Johnston & Murphy Amherst Lug Knit Chukka Boot

+2

Brand Name: Johnston & Murphy
Product Name: Amherst Lug Knit Chukka Boot
Gender: Men's
Color: Grey
Price: $145.00
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy - Upton Chukka Boot. Color Tan Full Grain. $169.00.

Tan Johnston & Murphy Upton Chukka Boot

Tan Johnston & Murphy Upton Chukka Boot

Brand Name: Johnston & Murphy
Product Name: Upton Chukka Boot
Gender: Men's
Color: Tan Full Grain
Price: $169.00
Rating

Clarks - Corston Wally Waterproof. Color Dark Sand Waxy Suede Warmlined Waterproof. On sale for $79.90. MSRP $170.00.. 3.0 out of 5 stars

Tan Clarks Corston Wally Waterproof

Tan Clarks Corston Wally Waterproof

Brand Name: Clarks
Product Name: Corston Wally Waterproof
Gender: Men's
Color: Dark Sand Waxy Suede Warmlined Waterproof
Price: $79.90MSRP: $170.00
Rating: 3Rated 3 stars out of 5(1)

Clarks - Nature 5 Mid. Color Beeswax Combi. Low Stock. On sale for $99.00. MSRP $150.00..

3 left in stock

Brown Clarks Nature 5 Mid

Brown Clarks Nature 5 Mid

Brand Name: Clarks
Product Name: Nature 5 Mid
Gender: Men's
Color: Beeswax Combi
Price: $99.00MSRP: $150.00
Rating

Clarks - Overdale Mid. Color Wheat Nubuck. Low Stock. On sale for $67.76. MSRP $110.00.. 4.4 out of 5 stars

3 left in stock

Tan Clarks Overdale Mid

Tan Clarks Overdale Mid

Brand Name: Clarks
Product Name: Overdale Mid
Gender: Men's
Color: Wheat Nubuck
Price: $67.76MSRP: $110.00
Rating: 4Rated 4 stars out of 5(14)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Brown. On sale for $59.95. MSRP $85.00.. 3.8 out of 5 stars

Brown Nunn Bush Circuit DC Plain Toe Chukka

Brown Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Brown
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(30)

Nunn Bush - Denali Plain Toe Chukka. Color Brown Crazy Horse. On sale for $86.25. MSRP $115.00.. 4.5 out of 5 stars

Brown Nunn Bush Denali Plain Toe Chukka

Brown Nunn Bush Denali Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Brown Crazy Horse
Price: $86.25MSRP: $115.00
Rating: 4Rated 4 stars out of 5(79)

Clarks - Brahnz Mid. Color Navy Nubuck. On sale for $104.45. MSRP $110.00.. 4.8 out of 5 stars

Blue Clarks Brahnz Mid

Blue Clarks Brahnz Mid

Brand Name: Clarks
Product Name: Brahnz Mid
Gender: Men's
Color: Navy Nubuck
Price: $104.45MSRP: $110.00
Rating: 5Rated 5 stars out of 5(6)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $69.95. MSRP $110.00.. 4.4 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $69.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(12)

UGG - Neumel. Color White/White. On sale for $70.48. MSRP $149.95.. 4.8 out of 5 stars

White UGG Neumel

White UGG Neumel

+10

Brand Name: UGG
Product Name: Neumel
Gender: Men's
Color: White/White
Price: $70.48MSRP: $149.95
Rating: 5Rated 5 stars out of 5(5975)

Born - Brock. Color Taupe Distressed Leather. $140.00. 4.8 out of 5 stars

Taupe Born Brock

Taupe Born Brock

+1

Brand Name: Born
Product Name: Brock
Gender: Men's
Color: Taupe Distressed Leather
Price: $140.00
Rating: 5Rated 5 stars out of 5(12)

PIKOLINOS - Avila M1T-8011C1. Color Black. Low Stock. $210.00.

1 left in stock

Black PIKOLINOS Avila M1T-8011C1

Black PIKOLINOS Avila M1T-8011C1

Brand Name: PIKOLINOS
Product Name: Avila M1T-8011C1
Gender: Men's
Color: Black
Price: $210.00
Rating

UGG - Neumel Dual Zip II. Color Chestnut. Low Stock. On sale for $52.00. MSRP $130.00.. 4.2 out of 5 stars

1 left in stock

Brown UGG Neumel Dual Zip II

Brown UGG Neumel Dual Zip II

+2

Brand Name: UGG
Product Name: Neumel Dual Zip II
Gender: Men's
Color: Chestnut
Price: $52.00MSRP: $130.00
Rating: 4Rated 4 stars out of 5(18)

Clarks - Desert Boot Evo. Color Black Suede. $140.00. 3.8 out of 5 stars

Black Clarks Desert Boot Evo

Black Clarks Desert Boot Evo

+4

Brand Name: Clarks
Product Name: Desert Boot Evo
Gender: Men's
Color: Black Suede
Price: $140.00
Rating: 4Rated 4 stars out of 5(13)

Florsheim - Norwalk Plain Toe Chukka Boot. Color Brown Crazy Horse. $134.95. 4.6 out of 5 stars

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $134.95
Rating: 5Rated 5 stars out of 5(44)

Propet - Findley. Color Desert Camel. Low Stock. $114.95. 3.5 out of 5 stars

1 left in stock

Brown Propet Findley

Brown Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Desert Camel
Price: $114.95
Rating: 3Rated 3 stars out of 5(11)

Clarks - Morris Peak Waterproof. Color Dark Tan Leather. Low Stock. On sale for $91.00. MSRP $110.00.. 3.4 out of 5 stars

8 left in stock

Brown Clarks Morris Peak Waterproof

Brown Clarks Morris Peak Waterproof

Brand Name: Clarks
Product Name: Morris Peak Waterproof
Gender: Men's
Color: Dark Tan Leather
Price: $91.00MSRP: $110.00
Rating: 3Rated 3 stars out of 5(26)

UGG - Neumel Moc. Color Chestnut. $149.95. 4.6 out of 5 stars

Brown UGG Neumel Moc

Brown UGG Neumel Moc

+2

Brand Name: UGG
Product Name: Neumel Moc
Gender: Men's
Color: Chestnut
Price: $149.95
Rating: 5Rated 5 stars out of 5(98)

ECCO - St.1 Hybrid Boot GTX. Color Navajo Brown Cow Oil Nubuck. Low Stock. On sale for $199.99. MSRP $270.00.. 4.3 out of 5 stars

2 left in stock

Brown ECCO St.1 Hybrid Boot GTX

Brown ECCO St.1 Hybrid Boot GTX

+2

Brand Name: ECCO
Product Name: St.1 Hybrid Boot GTX
Gender: Men's
Color: Navajo Brown Cow Oil Nubuck
Price: $199.99MSRP: $270.00
Rating: 4Rated 4 stars out of 5(21)

Clarks - Shacre Boot. Color Beeswax Leather. On sale for $84.00. MSRP $110.00.. 4.5 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $84.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(59)

Clarks - Whiddon Mid. Color Waterproof Black Leather. Low Stock. $109.95. 3.5 out of 5 stars

4 left in stock

Black Clarks Whiddon Mid

Black Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Waterproof Black Leather
Price: $109.95
Rating: 4Rated 4 stars out of 5(8)

Florsheim - Lodge Plain Toe Chukka Boot. Color Black Crazy Horse. $129.95. 4.5 out of 5 stars

Black Florsheim Lodge Plain Toe Chukka Boot

Black Florsheim Lodge Plain Toe Chukka Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boot
Gender: Men's
Color: Black Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(107)

Clarks - Desert Trek. Color Beeswax. $150.00. 4.5 out of 5 stars

Brown Clarks Desert Trek

Brown Clarks Desert Trek

+4

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax
Price: $150.00
Rating: 5Rated 5 stars out of 5(101)

Clarks - Desert Boot. Color Beeswax 1. $150.00. 4.5 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+5

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(752)

Clarks - Desert Coal. Color Black Suede. $160.00. 4.9 out of 5 stars

Black Clarks Desert Coal

Black Clarks Desert Coal

+2

Brand Name: Clarks
Product Name: Desert Coal
Gender: Men's
Color: Black Suede
Price: $160.00
Rating: 5Rated 5 stars out of 5(10)

Clarks - Wallabee Boot. Color Black Leather. $170.00. 4.7 out of 5 stars

Black Clarks Wallabee Boot

Black Clarks Wallabee Boot

+4

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Men's
Color: Black Leather
Price: $170.00
Rating: 5Rated 5 stars out of 5(43)

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 4.1 out of 5 stars

Brown Deer Stags Bangor

Brown Deer Stags Bangor

+2

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(12)

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $79.95. MSRP $115.00.. 4.3 out of 5 stars

Brown Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brown Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Tan CH
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(130)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. $249.99. 4.3 out of 5 stars

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(48)

Eastland 1955 Edition - Jack. Color Peanut. Low Stock. On sale for $80.87. MSRP $125.00.. 4.1 out of 5 stars

6 left in stock

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+2

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Peanut
Price: $80.87MSRP: $125.00
Rating: 4Rated 4 stars out of 5(7)

Carlos by Carlos Santana - Corazon Chukka Boot. Color Black Full Grain Calfskin Leather. Low Stock. On sale for $119.25. MSRP $153.95.. 4.2 out of 5 stars

2 left in stock

Black Carlos by Carlos Santana Corazon Chukka Boot

Black Carlos by Carlos Santana Corazon Chukka Boot

Brand Name: Carlos by Carlos Santana
Product Name: Corazon Chukka Boot
Gender: Men's
Color: Black Full Grain Calfskin Leather
Price: $119.25MSRP: $153.95
Rating: 4Rated 4 stars out of 5(26)

ECCO - Turn GORE-TEX® Chukka Tie. Color Black. Low Stock. On sale for $200.34. MSRP $230.00.. 4.3 out of 5 stars

6 left in stock

Black ECCO Turn GORE-TEX® Chukka Tie

Black ECCO Turn GORE-TEX® Chukka Tie

+2

Brand Name: ECCO
Product Name: Turn GORE-TEX® Chukka Tie
Gender: Men's
Color: Black
Price: $200.34MSRP: $230.00
Rating: 4Rated 4 stars out of 5(62)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $92.40. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $92.40MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Gender: Men's
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.