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

Size 8.5 Ankle Chukka Boots

91 items found

Sort By

Your Selections

Search Results

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $77.00. MSRP $110.00.. 4.0 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+6

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $77.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(165)

. 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)

. Steve Madden - Hestonn. Color Dark Taupe. $90.00. 3.8 out of 5 stars

Taupe Steve Madden Hestonn

Taupe Steve Madden Hestonn

+3

Brand Name: Steve Madden
Product Name: Hestonn
Gender: Men's
Color: Dark Taupe
Price: $90.00
Rating: 4Rated 4 stars out of 5(69)

Steve Madden - Harken. Color Cognac Leather. $89.95. 4.1 out of 5 stars

Brown Steve Madden Harken

Brown Steve Madden Harken

+2

Brand Name: Steve Madden
Product Name: Harken
Gender: Men's
Color: Cognac Leather
Price: $89.95
Rating: 4Rated 4 stars out of 5(114)

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)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $99.99. 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: $99.99MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

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

Brown Florsheim Lodge Plain Toe Chukka Boot

Brown Florsheim Lodge Plain Toe Chukka Boot

+3

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

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

Black Nunn Bush Circuit DC Plain Toe Chukka

Black Nunn Bush Circuit DC Plain Toe Chukka

+3

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

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. On sale for $84.95. MSRP $115.00.. 4.3 out of 5 stars

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

Black 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: Black Tumbled
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(130)

Twisted X - MDM0003. Color Bomber. $129.95. 4.5 out of 5 stars

Bone Twisted X MDM0003

Bone Twisted X MDM0003

Brand Name: Twisted X
Product Name: MDM0003
Gender: Men's
Color: Bomber
Price: $129.95
Rating: 5Rated 5 stars out of 5(24)

SOREL - Madson™ II Chukka Waterproof. Color Tawny Buff. On sale for $113.92. MSRP $190.00.. 4.5 out of 5 stars

Tan SOREL Madson™ II Chukka Waterproof

Tan SOREL Madson™ II Chukka Waterproof

+4

Brand Name: SOREL
Product Name: Madson™ II Chukka Waterproof
Gender: Men's
Color: Tawny Buff
Price: $113.92MSRP: $190.00
Rating: 5Rated 5 stars out of 5(173)

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)

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)

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)

Frye - Bowery Chukka. Color Black. On sale for $229.56. MSRP $328.00.. 3.5 out of 5 stars

Black Frye Bowery Chukka

Black Frye Bowery Chukka

+2

Brand Name: Frye
Product Name: Bowery Chukka
Gender: Men's
Color: Black
Price: $229.56MSRP: $328.00
Rating: 3Rated 3 stars out of 5(11)

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

Black Clarks Shacre Boot

Black Clarks Shacre Boot

+4

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

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $89.95. MSRP $115.00.. 4.5 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $89.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(79)

SOREL - Carson™ Chukka WP. Color Major/Wet Sand. On sale for $104.95. MSRP $160.00.. 3.7 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

+1

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Major/Wet Sand
Price: $104.95MSRP: $160.00
Rating: 4Rated 4 stars out of 5(10)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. On sale for $69.95. MSRP $95.00.. 4.4 out of 5 stars

Gray Nunn Bush Otto Plain Toe Chukka Boot

Gray Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Gray
Price: $69.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(12)

Twisted X - MXC0001. Color Brown. $149.95. 4.4 out of 5 stars

Brown Twisted X MXC0001

Brown Twisted X MXC0001

Brand Name: Twisted X
Product Name: MXC0001
Gender: Men's
Color: Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(7)

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

Black Florsheim Norwalk Plain Toe Chukka Boot

Black Florsheim Norwalk Plain Toe Chukka Boot

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

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

Brown Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Brown 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: Brandy
Price: $59.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(8)

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)

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

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 Beeswax. $170.00. 4.7 out of 5 stars

Brown Clarks Wallabee Boot

Brown Clarks Wallabee Boot

+4

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

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)

Johnston & Murphy - Upton Chukka Boot. Color Tan Full Grain. $169.00. 4.7 out of 5 stars

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: 5Rated 5 stars out of 5(40)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Black. $125.00. 4.8 out of 5 stars

Black Stacy Adams Maxwell Plain Toe Demi Boot

Black Stacy Adams Maxwell Plain Toe Demi Boot

+2

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Black
Price: $125.00
Rating: 5Rated 5 stars out of 5(33)

Clarks - Desert Boot Evo. Color Beeswax Leather. $140.00. 3.8 out of 5 stars

Brown Clarks Desert Boot Evo

Brown Clarks Desert Boot Evo

+4

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

Johnston & Murphy - Barrett Chukka. Color Tan Full Grain. On sale for $92.69. 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: $92.69MSRP: $175.00
Rating

Johnston & Murphy - Upton Chukka. Color Black Full Grain. $169.00. 4.7 out of 5 stars

Black Johnston & Murphy Upton Chukka

Black Johnston & Murphy Upton Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Black Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(41)

TOMS - Navi. Color Water Resistant Black Leather. On sale for $119.93. MSRP $139.95.. 3.9 out of 5 stars

Black TOMS Navi

Black TOMS Navi

+2

Brand Name: TOMS
Product Name: Navi
Gender: Men's
Color: Water Resistant Black Leather
Price: $119.93MSRP: $139.95
Rating: 4Rated 4 stars out of 5(26)

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)

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

Taupe Dockers Norton

Taupe Dockers Norton

+3

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

Dockers - Nigel. Color Taupe. On sale for $69.99. MSRP $95.00..

Taupe Dockers Nigel

Taupe Dockers Nigel

+2

Brand Name: Dockers
Product Name: Nigel
Gender: Men's
Color: Taupe
Price: $69.99MSRP: $95.00
Rating

Cole Haan - Hawthorne Chukka Boot. Color Dark Chocolate. On sale for $123.40. MSRP $140.00.. 4.4 out of 5 stars

Brown Cole Haan Hawthorne Chukka Boot

Brown Cole Haan Hawthorne Chukka Boot

+3

Brand Name: Cole Haan
Product Name: Hawthorne Chukka Boot
Gender: Men's
Color: Dark Chocolate
Price: $123.40MSRP: $140.00
Rating: 4Rated 4 stars out of 5(9)

Born - Theo. Color Taupe/Brown Distressed. $130.00.

Brown Born Theo

Brown Born Theo

+3

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Taupe/Brown Distressed
Price: $130.00
Rating

Twisted X - MDM0049. Color Bomber. $129.95. 4.0 out of 5 stars

Bone Twisted X MDM0049

Bone Twisted X MDM0049

Brand Name: Twisted X
Product Name: MDM0049
Gender: Men's
Color: Bomber
Price: $129.95
Rating: 4Rated 4 stars out of 5(4)

Ariat - Lookout. Color Earth/Stone Suede. $149.95. 4.2 out of 5 stars

Brown Ariat Lookout

Brown Ariat Lookout

Brand Name: Ariat
Product Name: Lookout
Gender: Men's
Color: Earth/Stone Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(125)

Twisted X - MDM0080. Color Rubberized Brown. $129.95. 2.0 out of 5 stars

Brown Twisted X MDM0080

Brown Twisted X MDM0080

Brand Name: Twisted X
Product Name: MDM0080
Gender: Men's
Color: Rubberized Brown
Price: $129.95
Rating: 2Rated 2 stars out of 5(1)

TOMS - Travel Lite Moc Chukka. Color Dark Brown. On sale for $90.14. MSRP $119.95..

Brown TOMS Travel Lite Moc Chukka

Brown TOMS Travel Lite Moc Chukka

Brand Name: TOMS
Product Name: Travel Lite Moc Chukka
Gender: Men's
Color: Dark Brown
Price: $90.14MSRP: $119.95
Rating

SOREL - Explorer Next™ Drift Waterproof. Color Quarry/Dove. On sale for $88.44. MSRP $135.00.. 4.5 out of 5 stars

Gray SOREL Explorer Next™ Drift Waterproof

Gray SOREL Explorer Next™ Drift Waterproof

+3

Brand Name: SOREL
Product Name: Explorer Next™ Drift Waterproof
Gender: Men's
Color: Quarry/Dove
Price: $88.44MSRP: $135.00
Rating: 5Rated 5 stars out of 5(15)

Thomas & Vine - Keegan. Color Cognac. Low Stock. On sale for $87.95. MSRP $149.99.. 4.0 out of 5 stars

9 left in stock

Tan Thomas & Vine Keegan

Tan Thomas & Vine Keegan

+2

Brand Name: Thomas & Vine
Product Name: Keegan
Gender: Men's
Color: Cognac
Price: $87.95MSRP: $149.99
Rating: 4Rated 4 stars out of 5(1)

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

Black ECCO Grainer Chukka Boot

Black ECCO Grainer Chukka Boot

+2

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

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)

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)

Twisted X - MDM0014. Color Copper. $129.95. 5.0 out of 5 stars

Bronze Twisted X MDM0014

Bronze Twisted X MDM0014

Brand Name: Twisted X
Product Name: MDM0014
Gender: Men's
Color: Copper
Price: $129.95
Rating: 5Rated 5 stars out of 5(5)

Johnston & Murphy Collection - Jenson Chukka. Color Navy Italian Suede. Low Stock. On sale for $165.20. MSRP $295.00.. 2.5 out of 5 stars

8 left in stock

Navy Johnston & Murphy Collection Jenson Chukka

Navy Johnston & Murphy Collection Jenson Chukka

+2

Brand Name: Johnston & Murphy Collection
Product Name: Jenson Chukka
Gender: Men's
Color: Navy Italian Suede
Price: $165.20MSRP: $295.00
Rating: 3Rated 3 stars out of 5(2)

Ariat - Spitfire. Color Deepest Clay. $119.95. 4.7 out of 5 stars

Brown Ariat Spitfire

Brown Ariat Spitfire

+5

Brand Name: Ariat
Product Name: Spitfire
Gender: Men's
Color: Deepest Clay
Price: $119.95
Rating: 5Rated 5 stars out of 5(288)

COACH - Spencer Boot. Color Saddle. Low Stock. On sale for $177.00. 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: $177.00MSRP: $295.00
Rating

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

Florsheim - Renegade Plain Toe Chukka Boot. Color Brown Crazy Horse. $149.95. 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 Crazy Horse
Price: $149.95
Rating: 4Rated 4 stars out of 5(18)

Clarks - Malwood Top. Color Cola Suede. Low Stock. On sale for $106.71. MSRP $110.00.. 3.0 out of 5 stars

6 left in stock

Brown Clarks Malwood Top

Brown Clarks Malwood Top

+2

Brand Name: Clarks
Product Name: Malwood Top
Gender: Men's
Color: Cola Suede
Price: $106.71MSRP: $110.00
Rating: 3Rated 3 stars out of 5(1)

Ariat - Spitfire H2O. Color Old Earth. $149.95. 4.6 out of 5 stars

Brown Ariat Spitfire H2O

Brown Ariat Spitfire H2O

+2

Brand Name: Ariat
Product Name: Spitfire H2O
Gender: Men's
Color: Old Earth
Price: $149.95
Rating: 5Rated 5 stars out of 5(28)

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

Palladium - Pallasider Mid Cuff. Color Apple Cinnamon. Low Stock. On sale for $99.20. MSRP $160.00..

3 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: $99.20MSRP: $160.00
Rating

To Boot New York - Richard. Color Cognac. Low Stock. $450.00.

6 left in stock

Tan To Boot New York Richard

Tan To Boot New York Richard

+2

Brand Name: To Boot New York
Product Name: Richard
Gender: Men's
Color: Cognac
Price: $450.00
Rating

Twisted X - MCA0007. Color Oiled Saddle. $164.95. 3.7 out of 5 stars

Tan Twisted X MCA0007

Tan Twisted X MCA0007

Brand Name: Twisted X
Product Name: MCA0007
Gender: Men's
Color: Oiled Saddle
Price: $164.95
Rating: 4Rated 4 stars out of 5(3)

Marc Joseph New York - Chicago. Color Black Grainy. On sale for $89.95. MSRP $195.00..

Black Marc Joseph New York Chicago

Black Marc Joseph New York Chicago

+2 colors/patterns

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Black Grainy
Price: $89.95MSRP: $195.00
Rating

Ariat - Clean Country. Color Dark Tan. $119.95. 4.6 out of 5 stars

Brown Ariat Clean Country

Brown Ariat Clean Country

+2

Brand Name: Ariat
Product Name: Clean Country
Gender: Men's
Color: Dark Tan
Price: $119.95
Rating: 5Rated 5 stars out of 5(10)

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

4 left in stock

Tan Allen Edmonds Chandler

Tan Allen Edmonds Chandler

+5

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

Ariat - Hilo Rancher Moc. Color Tan. On sale for $79.96. MSRP $99.95.. 5.0 out of 5 stars

Tan Ariat Hilo Rancher Moc

Tan Ariat Hilo Rancher Moc

Brand Name: Ariat
Product Name: Hilo Rancher Moc
Gender: Men's
Color: Tan
Price: $79.96MSRP: $99.95
Rating: 5Rated 5 stars out of 5(7)

Twisted X - MDM0019. Color Bomber/Neon Orange. $129.95. 4.9 out of 5 stars

Brown Twisted X MDM0019

Brown Twisted X MDM0019

Brand Name: Twisted X
Product Name: MDM0019
Gender: Men's
Color: Bomber/Neon Orange
Price: $129.95
Rating: 5Rated 5 stars out of 5(7)

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)

Stacy Adams - Martfield Chukka Boot. Color Navy. Low Stock. On sale for $96.20. MSRP $130.00.. 5.0 out of 5 stars

8 left in stock

Navy Stacy Adams Martfield Chukka Boot

Navy Stacy Adams Martfield Chukka Boot

+4

Brand Name: Stacy Adams
Product Name: Martfield Chukka Boot
Gender: Men's
Color: Navy
Price: $96.20MSRP: $130.00
Rating: 5Rated 5 stars out of 5(8)

Vince Camuto - Saveli Casual Boot. Color Eclipse/Cognac. Low Stock. On sale for $105.79. MSRP $169.00..

3 left in stock

Black Vince Camuto Saveli Casual Boot

Black Vince Camuto Saveli Casual Boot

+2

Brand Name: Vince Camuto
Product Name: Saveli Casual Boot
Gender: Men's
Color: Eclipse/Cognac
Price: $105.79MSRP: $169.00
Rating

Ariat - Spitfire Outdoor Waterproof. Color Oily Distressed Brown. $149.95. 4.3 out of 5 stars

Tan Ariat Spitfire Outdoor Waterproof

Tan Ariat Spitfire Outdoor Waterproof

Brand Name: Ariat
Product Name: Spitfire Outdoor Waterproof
Gender: Men's
Color: Oily Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(19)

Frye - Astor Chukka. Color Black. On sale for $178.00. MSRP $228.00..

Black Frye Astor Chukka

Black Frye Astor Chukka

+2

Brand Name: Frye
Product Name: Astor Chukka
Gender: Men's
Color: Black
Price: $178.00MSRP: $228.00
Rating

Ariat - Recon Country Boots. Color Dirty Taupe Suede. $149.95. 4.1 out of 5 stars

Neutral Ariat Recon Country Boots

Neutral Ariat Recon Country Boots

+2

Brand Name: Ariat
Product Name: Recon Country Boots
Gender: Men's
Color: Dirty Taupe Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(30)

Roper - Gum Sticker. Color Desert Tan. Low Stock. $104.99. 5.0 out of 5 stars

2 left in stock

Taupe Roper Gum Sticker

Taupe Roper Gum Sticker

Brand Name: Roper
Product Name: Gum Sticker
Gender: Men's
Color: Desert Tan
Price: $104.99
Rating: 5Rated 5 stars out of 5(5)

SeaVees - Maslon Desert Boot. Color Natural. On sale for $94.43. MSRP $120.00..

Beige SeaVees Maslon Desert Boot

Beige SeaVees Maslon Desert Boot

Brand Name: SeaVees
Product Name: Maslon Desert Boot
Gender: Men's
Color: Natural
Price: $94.43MSRP: $120.00
Rating

La Canadienne - Alston. Color Taupe Suede. $425.00.

Taupe La Canadienne Alston

Taupe La Canadienne Alston

Brand Name: La Canadienne
Product Name: Alston
Gender: Men's
Color: Taupe Suede
Price: $425.00
Rating

Clarks - Corston Wally Waterproof. Color Dark Sand Waxy Suede Warmlined Waterproof. On sale for $105.37. 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: $105.37MSRP: $170.00
Rating: 3Rated 3 stars out of 5(1)

Marc Joseph New York - Smith ST. Color Black Grainy/Suede. On sale for $175.50. MSRP $195.00..

Black Marc Joseph New York Smith ST

Black Marc Joseph New York Smith ST

+2

Brand Name: Marc Joseph New York
Product Name: Smith ST
Gender: Men's
Color: Black Grainy/Suede
Price: $175.50MSRP: $195.00
Rating

Marc Joseph New York - Soho Boot. Color Brown Grainy Leather. On sale for $78.00. MSRP $195.00.. 5.0 out of 5 stars

Brown Marc Joseph New York Soho Boot

Brown Marc Joseph New York Soho Boot

+3

Brand Name: Marc Joseph New York
Product Name: Soho Boot
Gender: Men's
Color: Brown Grainy Leather
Price: $78.00MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

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)

Marc Joseph New York - Lenox Ave. Color Black Grainy. Low Stock. On sale for $99.45. MSRP $195.00.. 3.3 out of 5 stars

10 left in stock

Black Marc Joseph New York Lenox Ave

Black Marc Joseph New York Lenox Ave

+2

Brand Name: Marc Joseph New York
Product Name: Lenox Ave
Gender: Men's
Color: Black Grainy
Price: $99.45MSRP: $195.00
Rating: 3Rated 3 stars out of 5(7)

Twisted X - MXC0005. Color Grey/Light Grey. Low Stock. $149.95. 4.2 out of 5 stars

7 left in stock

Gray Twisted X MXC0005

Gray Twisted X MXC0005

Brand Name: Twisted X
Product Name: MXC0005
Gender: Men's
Color: Grey/Light Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(5)

ECCO - St.1 Hybrid Boot GTX. Color Black Cow Leather. Low Stock. On sale for $253.90. MSRP $270.00.. 4.3 out of 5 stars

5 left in stock

Black ECCO St.1 Hybrid Boot GTX

Black ECCO St.1 Hybrid Boot GTX

+2

Brand Name: ECCO
Product Name: St.1 Hybrid Boot GTX
Gender: Men's
Color: Black Cow Leather
Price: $253.90MSRP: $270.00
Rating: 4Rated 4 stars out of 5(21)

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

Twisted X - MCA0056 - Kicks. Color Charcoal. Low Stock. $129.95. 4.0 out of 5 stars

5 left in stock

Gray Twisted X MCA0056 - Kicks

Gray Twisted X MCA0056 - Kicks

Brand Name: Twisted X
Product Name: MCA0056 - Kicks
Gender: Men's
Color: Charcoal
Price: $129.95
Rating: 4Rated 4 stars out of 5(2)

Twisted X - MDM0057. Color Oiled Saddle/Midnight. $135.95. 5.0 out of 5 stars

Brown Twisted X MDM0057

Brown Twisted X MDM0057

Brand Name: Twisted X
Product Name: MDM0057
Gender: Men's
Color: Oiled Saddle/Midnight
Price: $135.95
Rating: 5Rated 5 stars out of 5(3)

Vince Camuto - Tadesse Chukka Boot. Color Mocha. On sale for $129.98. MSRP $179.00..

Brown Vince Camuto Tadesse Chukka Boot

Brown Vince Camuto Tadesse Chukka Boot

Brand Name: Vince Camuto
Product Name: Tadesse Chukka Boot
Gender: Men's
Color: Mocha
Price: $129.98MSRP: $179.00
Rating

Johnston & Murphy - McGuffey Lug Chukka Boot. Color Gray Waterproof Full Grain. Low Stock. On sale for $108.50. MSRP $155.00.. 4.0 out of 5 stars

4 left in stock

Gray Johnston & Murphy McGuffey Lug Chukka Boot

Gray Johnston & Murphy McGuffey Lug Chukka Boot

+2

Brand Name: Johnston & Murphy
Product Name: McGuffey Lug Chukka Boot
Gender: Men's
Color: Gray Waterproof Full Grain
Price: $108.50MSRP: $155.00
Rating: 4Rated 4 stars out of 5(5)

Steve Madden - Jabbar. Color Dark Tan. On sale for $91.77. MSRP $99.95.. 3.9 out of 5 stars

Brown Steve Madden Jabbar

Brown Steve Madden Jabbar

Brand Name: Steve Madden
Product Name: Jabbar
Gender: Men's
Color: Dark Tan
Price: $91.77MSRP: $99.95
Rating: 4Rated 4 stars out of 5(42)

Twisted X - MDM0082. Color Mossy Oak® Bottomland® Camo. Low Stock. $124.95.

1 left in stock

Brown Twisted X MDM0082

Brown Twisted X MDM0082

Brand Name: Twisted X
Product Name: MDM0082
Gender: Men's
Color: Mossy Oak® Bottomland® Camo
Price: $124.95
Rating

Stacy Adams - Kyron Chukka Boot. Color Brown Multi. On sale for $49.45. MSRP $115.00.. 4.0 out of 5 stars

Brown Stacy Adams Kyron Chukka Boot

Brown Stacy Adams Kyron Chukka Boot

Brand Name: Stacy Adams
Product Name: Kyron Chukka Boot
Gender: Men's
Color: Brown Multi
Price: $49.45MSRP: $115.00
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Tilden Chukka Boot. Color Cocoa. On sale for $59.98. MSRP $119.95.. 3.8 out of 5 stars

Brown Stacy Adams Tilden Chukka Boot

Brown Stacy Adams Tilden Chukka Boot

+2

Brand Name: Stacy Adams
Product Name: Tilden Chukka Boot
Gender: Men's
Color: Cocoa
Price: $59.98MSRP: $119.95
Rating: 4Rated 4 stars out of 5(6)

Martin Dingman - Blue Ridge. Color Saddle. Low Stock. $295.00.

5 left in stock

Brown Martin Dingman Blue Ridge

Brown Martin Dingman Blue Ridge

+2

Brand Name: Martin Dingman
Product Name: Blue Ridge
Gender: Men's
Color: Saddle
Price: $295.00
Rating

Ariat - Recon Country. Color Distressed Brown. $149.95. 4.2 out of 5 stars

Brown Ariat Recon Country

Brown Ariat Recon Country

Brand Name: Ariat
Product Name: Recon Country
Gender: Men's
Color: Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(34)

Get on the List

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