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

Size 8.5 Brown Chukka Boots

53 items found

Sort By

Your Selections

Search Results

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $89.99. 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: $89.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(166)

TOMS - Navi. Color Water Resistant Topaz Brown Leather. On sale for $126.91. MSRP $139.95.. 3.9 out of 5 stars

Brown TOMS Navi

Brown TOMS Navi

+2

Brand Name: TOMS
Product Name: Navi
Gender: Men's
Color: Water Resistant Topaz Brown Leather
Price: $126.91MSRP: $139.95
Rating: 4Rated 4 stars out of 5(27)

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)

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

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+8

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

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $89.99. 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: $89.99MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

Steve Madden - Harken. Color Cognac Leather. $89.99. 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: $89.99
Rating: 4Rated 4 stars out of 5(114)

Clarks - Shacre Boot. Color Beeswax Leather. On sale for $80.55. MSRP $110.00.. 4.5 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+5

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $80.55MSRP: $110.00
Rating: 4Rated 4 stars out of 5(60)

SOREL - Carson™ Chukka WP. Color Elk/Oatmeal. On sale for $103.78. MSRP $160.00.. 3.6 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: Elk/Oatmeal
Price: $103.78MSRP: $160.00
Rating: 4Rated 4 stars out of 5(11)

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $79.99. 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: $79.99MSRP: $115.00
Rating: 4Rated 4 stars out of 5(130)

Marc Joseph New York - Soho Boot. Color Cafe Grainy. On sale for $64.35. 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: Cafe Grainy
Price: $64.35MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

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

Brown Born Theo

Brown Born Theo

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

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)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Brandy. On sale for $59.95. MSRP $90.00.. 4.2 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(9)

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(46)

Born - Brock. Color Brown Distressed Leather. $140.00. 4.6 out of 5 stars

Brown Born Brock

Brown Born Brock

+1

Brand Name: Born
Product Name: Brock
Gender: Men's
Color: Brown Distressed Leather
Price: $140.00
Rating: 5Rated 5 stars out of 5(13)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $69.99. MSRP $110.00.. 4.3 out of 5 stars

Brown Nunn Bush Otto Plain Toe Chukka Boot

Brown Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $69.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(15)

Ariat - Lookout. Color Foothill Brown. $149.95. 4.2 out of 5 stars

Brown Ariat Lookout

Brown Ariat Lookout

Brand Name: Ariat
Product Name: Lookout
Gender: Men's
Color: Foothill Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(126)

Clarks - Wallabee Boot. Color Maple Suede. $170.00. 4.7 out of 5 stars

Brown Clarks Wallabee Boot

Brown Clarks Wallabee Boot

+5

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

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(14)

. Steve Madden - Hestonn. Color Tobacco Suede. $90.00. 3.8 out of 5 stars

Brown Steve Madden Hestonn

Brown Steve Madden Hestonn

+3

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

Sperry - A/O Plushwave Lug Chukka. Color Brown 1. $139.95. 4.2 out of 5 stars

Brown Sperry A/O Plushwave Lug Chukka

Brown Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Brown 1
Price: $139.95
Rating: 4Rated 4 stars out of 5(33)

Ariat - Spitfire H2O. Color Reliable Brown. On sale for $139.95. MSRP $149.95.. 4.5 out of 5 stars

Brown Ariat Spitfire H2O

Brown Ariat Spitfire H2O

+2

Brand Name: Ariat
Product Name: Spitfire H2O
Gender: Men's
Color: Reliable Brown
Price: $139.95MSRP: $149.95
Rating: 5Rated 5 stars out of 5(31)

Nunn Bush - Denali Plain Toe Chukka. Color Brown Crazy Horse. On sale for $89.99. 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: $89.99MSRP: $115.00
Rating: 4Rated 4 stars out of 5(80)

Johnston & Murphy Collection - Jenson Chukka. Color Brown Italian Calfskin. Low Stock. $295.00. 2.5 out of 5 stars

10 left in stock

Brown Johnston & Murphy Collection Jenson Chukka

Brown Johnston & Murphy Collection Jenson Chukka

+2

Brand Name: Johnston & Murphy Collection
Product Name: Jenson Chukka
Gender: Men's
Color: Brown Italian Calfskin
Price: $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

+4

Brand Name: Ariat
Product Name: Spitfire
Gender: Men's
Color: Deepest Clay
Price: $119.95
Rating: 5Rated 5 stars out of 5(296)

Vince Camuto - Tadesse Chukka Boot. Color Mocha. On sale for $109.98. 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: $109.98MSRP: $179.00
Rating

SOREL - Explorer Next™ Drift Waterproof. Color Tobacco/Sea Salt. On sale for $83.66. MSRP $135.00.. 4.6 out of 5 stars

Brown SOREL Explorer Next™ Drift Waterproof

Brown SOREL Explorer Next™ Drift Waterproof

+3

Brand Name: SOREL
Product Name: Explorer Next™ Drift Waterproof
Gender: Men's
Color: Tobacco/Sea Salt
Price: $83.66MSRP: $135.00
Rating: 5Rated 5 stars out of 5(16)

Cole Haan - Hawthorne Chukka Boot. Color Dark Chocolate. On sale for $136.75. MSRP $140.00.. 4.5 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: $136.75MSRP: $140.00
Rating: 5Rated 5 stars out of 5(11)

Florsheim - Lodge Plain Toe Chukka Boot. Color Chestnut Smooth. $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: Chestnut Smooth
Price: $129.95
Rating: 5Rated 5 stars out of 5(108)

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)

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

8 left in stock

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)

Steve Madden - Jabbar. Color Dark Tan. $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: $99.95
Rating: 4Rated 4 stars out of 5(42)

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 4.2 out of 5 stars

Brown Deer Stags Bangor

Brown Deer Stags Bangor

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(13)

Clarks - Atticus LT Hi. Color Dark Brown Leather. On sale for $104.22. 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: $104.22MSRP: $130.00
Rating

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(32)

Eastland 1955 Edition - Seneca. Color Bomber Brown. On sale for $84.95. MSRP $110.00.. 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: Bomber Brown
Price: $84.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(42)

TOMS - Travel Lite Moc Chukka. Color Dark Brown. On sale for $99.99. 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: $99.99MSRP: $119.95
Rating

Kodiak - Maltby Wedge Chukka. Color Canteen. Low Stock. On sale for $94.46. MSRP $150.00.. 1.0 out of 5 stars

6 left in stock

Brown Kodiak Maltby Wedge Chukka

Brown Kodiak Maltby Wedge Chukka

Brand Name: Kodiak
Product Name: Maltby Wedge Chukka
Gender: Men's
Color: Canteen
Price: $94.46MSRP: $150.00
Rating: 1Rated 1 star out of 5(2)

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

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

Brown Dockers Dartford

Brown Dockers Dartford

+3

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

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

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(34)

COACH - Spencer Boot. Color Saddle. Low Stock. On sale for $221.24. MSRP $295.00..

7 left in stock

Brown COACH Spencer Boot

Brown COACH Spencer Boot

Brand Name: COACH
Product Name: Spencer Boot
Gender: Men's
Color: Saddle
Price: $221.24MSRP: $295.00
Rating

Stacy Adams - Tilden Chukka Boot. Color Cocoa. On sale for $59.97. 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: $59.97MSRP: $119.95
Rating: 4Rated 4 stars out of 5(6)

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

Brown Dockers Nigel

Brown Dockers Nigel

+2

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

Roper - Performance 2-Eyelet Ankle Boot. Color Brown Ostrich. Low Stock. On sale for $116.24. MSRP $126.99.. 4.6 out of 5 stars

3 left in stock

Brown Roper Performance 2-Eyelet Ankle Boot

Brown Roper Performance 2-Eyelet Ankle Boot

Brand Name: Roper
Product Name: Performance 2-Eyelet Ankle Boot
Gender: Men's
Color: Brown Ostrich
Price: $116.24MSRP: $126.99
Rating: 5Rated 5 stars out of 5(7)

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)

Clarks - Malwood Top. Color Cola Suede. Low Stock. $109.95. 3.0 out of 5 stars

4 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: $109.95
Rating: 3Rated 3 stars out of 5(1)

Martin Dingman - Blue Ridge. Color Saddle. Low Stock. On sale for $247.80. MSRP $295.00..

4 left in stock

Brown Martin Dingman Blue Ridge

Brown Martin Dingman Blue Ridge

Brand Name: Martin Dingman
Product Name: Blue Ridge
Gender: Men's
Color: Saddle
Price: $247.80MSRP: $295.00
Rating

Marc Joseph New York - Lenox Ave. Color Truffle Washed Grainy. On sale for $81.90. MSRP $195.00.. 3.3 out of 5 stars

Brown Marc Joseph New York Lenox Ave

Brown Marc Joseph New York Lenox Ave

+2

Brand Name: Marc Joseph New York
Product Name: Lenox Ave
Gender: Men's
Color: Truffle Washed Grainy
Price: $81.90MSRP: $195.00
Rating: 3Rated 3 stars out of 5(7)

Ariat - Clean Country. Color Dark Tan. $119.95. 4.5 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(11)

OluKai - Papaku 'Ili. Color Mustang/Mustang. Low Stock. $159.95. 4.2 out of 5 stars

1 left in stock

Brown OluKai Papaku 'Ili

Brown OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Mustang/Mustang
Price: $159.95
Rating: 4Rated 4 stars out of 5(5)

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(35)

Get on the List

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