Just Dropped
The latest styles from Brooks, On & more.
Shop Now

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

Size 14 Chukka Boots

42 items found

Filters

Search Results

Florsheim - Anthem Plain Toe Chukka Boots. Color Black. $145.00. 4.4 out of 5 stars

Black Florsheim Anthem Plain Toe Chukka Boots

Black Florsheim Anthem Plain Toe Chukka Boots

+4

Brand Name: Florsheim
Product Name: Anthem Plain Toe Chukka Boots
Gender: Men's
Color: Black
Price: $145
Rating: 4Rated 4 stars out of 5(12)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Brown. On sale for $59.95. MSRP $90.00. 33% off. 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: $9033% OFF
Rating: 4Rated 4 stars out of 5(54)

Rockport - Classic Break Chukka. Color Dark Brown Leather. $159.95. 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: $159.95
Rating: 4Rated 4 stars out of 5(215)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(107)

Florsheim - Norwalk Plain Toe Chukka Boot. Color Black Crazy Horse. $150.00. 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: $150
Rating: 5Rated 5 stars out of 5(76)

Florsheim - Lodge Plain Toe 3-eye Chukka Boots. Color Brown Crazy Horse. $140.00. 4.0 out of 5 stars

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

+2

Brand Name: Florsheim
Product Name: Lodge Plain Toe 3-eye Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $140
Rating: 4Rated 4 stars out of 5(5)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boots. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Black Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

Black Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boots
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(13)

Twisted X - MDM0033. Color Bomber/Tan. $149.95. 5.0 out of 5 stars

Brown Twisted X MDM0033

Brown Twisted X MDM0033

Brand Name: Twisted X
Product Name: MDM0033
Gender: Men's
Color: Bomber/Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(7)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.5 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Tan
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(15)

Propet - Tanner. Color Brown. $164.99. 3.3 out of 5 stars

Brown Propet Tanner

Brown Propet Tanner

+2

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $164.99
Rating: 3Rated 3 stars out of 5(3)

Born - Harrison. Color Black Full Grain. $145.00. 4.3 out of 5 stars

Black Born Harrison

Black Born Harrison

+2

Brand Name: Born
Product Name: Harrison
Gender: Men's
Color: Black Full Grain
Price: $145
Rating: 4Rated 4 stars out of 5(115)

Nunn Bush - Karnak Moc Toe Boots Lightweight Comfortable Chukka. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Brown Nunn Bush Karnak Moc Toe Boots Lightweight Comfortable Chukka

Brown Nunn Bush Karnak Moc Toe Boots Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boots Lightweight Comfortable Chukka
Gender: Men's
Color: Brown
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(13)

Florsheim - Lodge Plain Toe Chukka Boots. Color Brown Crazy Horse. On sale for $140.00. MSRP $145.00. 3% off. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boots

Brown Florsheim Lodge Plain Toe Chukka Boots

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $140MSRP: $1453% OFF
Rating: 4Rated 4 stars out of 5(143)

Florsheim - Rucci Plain Toe Chukka Boot. Color Black Smooth. $155.00. 4.3 out of 5 stars

Black Florsheim Rucci Plain Toe Chukka Boot

Black Florsheim Rucci Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Rucci Plain Toe Chukka Boot
Gender: Men's
Color: Black Smooth
Price: $155
Rating: 4Rated 4 stars out of 5(53)

Florsheim - Forge Plain Toe Chukka. Color Brown Crazy Horse. $130.00. 4.0 out of 5 stars

Brown Florsheim Forge Plain Toe Chukka

Brown Florsheim Forge Plain Toe Chukka

+3

Brand Name: Florsheim
Product Name: Forge Plain Toe Chukka
Gender: Men's
Color: Brown Crazy Horse
Price: $130
Rating: 4Rated 4 stars out of 5(24)

OluKai - Papaku ‘Ili Chukka Boots. Color Graphite/Graphite. $159.99. 5.0 out of 5 stars

Black OluKai Papaku ‘Ili Chukka Boots

Black OluKai Papaku ‘Ili Chukka Boots

Brand Name: OluKai
Product Name: Papaku ‘Ili Chukka Boots
Gender: Men's
Color: Graphite/Graphite
Price: $159.99
Rating: 5Rated 5 stars out of 5(2)

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Black Clarks Steadwell Mid

Black Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $11010% OFF
Rating

Dansko - Tony. Color Tan. $194.95.

Tan Dansko Tony

Tan Dansko Tony

+2

Brand Name: Dansko
Product Name: Tony
Gender: Men's
Color: Tan
Price: $194.95
Rating

Ariat - Spitfire H2O. Color Reliable Brown. $139.95. 4.3 out of 5 stars

Brown Ariat Spitfire H2O

Brown Ariat Spitfire H2O

Brand Name: Ariat
Product Name: Spitfire H2O
Gender: Men's
Color: Reliable Brown
Price: $139.95
Rating: 4Rated 4 stars out of 5(57)

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)

SOREL - Slabtown 62' Stoic Mid. Color Black/Bleached Ceramic. $160.00.

Black SOREL Slabtown 62' Stoic Mid

Black SOREL Slabtown 62' Stoic Mid

+2

Brand Name: SOREL
Product Name: Slabtown 62' Stoic Mid
Gender: Men's
Color: Black/Bleached Ceramic
Price: $160
Rating

Twisted X - MXC0001. Color Brown. $159.95. 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: $159.95
Rating: 4Rated 4 stars out of 5(7)

Twisted X - MDM0003. Color Bomber. $139.95. 4.6 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: $139.95
Rating: 5Rated 5 stars out of 5(25)

. Carhartt - Plain Toe Wedge Chukka. Color Dark Brown. $139.99. 3.6 out of 5 stars

Brown Carhartt Plain Toe Wedge Chukka

Brown Carhartt Plain Toe Wedge Chukka

Brand Name: Carhartt
Product Name: Plain Toe Wedge Chukka
Gender: Men's
Color: Dark Brown
Price: $139.99
Rating: 4Rated 4 stars out of 5(5)

Twisted X - MCA0007. Color Oiled Saddle. $179.95. 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: $179.95
Rating: 4Rated 4 stars out of 5(3)

Propet - Findley. Color Tan 1. On sale for $97.50. MSRP $154.99. 37% off. 3.6 out of 5 stars

Khaki Propet Findley

Khaki Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan 1
Price: $97.50MSRP: $154.9937% OFF
Rating: 4Rated 4 stars out of 5(12)

Twisted X - MDM0014. Color Copper. $139.95. 4.8 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: $139.95
Rating: 5Rated 5 stars out of 5(6)

Twisted X - MDM0057. Color Oiled Saddle/Midnight. $149.95. 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: $149.95
Rating: 5Rated 5 stars out of 5(4)

Florsheim - Rucci Plain Toe Chukka. Color Cognac. $155.00. 4.8 out of 5 stars

Tan Florsheim Rucci Plain Toe Chukka

Tan Florsheim Rucci Plain Toe Chukka

Brand Name: Florsheim
Product Name: Rucci Plain Toe Chukka
Gender: Men's
Color: Cognac
Price: $155
Rating: 5Rated 5 stars out of 5(19)

Twisted X - MDM0019. Color Bomber/Neon Orange. $139.95. 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: $139.95
Rating: 5Rated 5 stars out of 5(8)

Johnston & Murphy - Calder Chukka. Color Brown Oiled Suede. $178.95. 4.0 out of 5 stars

Brown Johnston & Murphy Calder Chukka

Brown Johnston & Murphy Calder Chukka

+4

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Brown Oiled Suede
Price: $178.95
Rating: 4Rated 4 stars out of 5(3)

Ariat - Spitfire. Color Brown Bomber. $129.95. 4.5 out of 5 stars

Brown Ariat Spitfire

Brown Ariat Spitfire

+5

Brand Name: Ariat
Product Name: Spitfire
Gender: Men's
Color: Brown Bomber
Price: $129.95
Rating: 5Rated 5 stars out of 5(427)

UGG - Neumel Weather Hybrid. Color Chestnut/Whitecap. $189.95. 4.3 out of 5 stars

Brown UGG Neumel Weather Hybrid

Brown UGG Neumel Weather Hybrid

+3

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Chestnut/Whitecap
Price: $189.95
Rating: 4Rated 4 stars out of 5(137)

OluKai - Papaku 'Ili. Color Black/Black. $159.99. 4.0 out of 5 stars

Black OluKai Papaku 'Ili

Black OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Black/Black
Price: $159.99
Rating: 4Rated 4 stars out of 5(181)

Clarks - Desert Boots. Color Brown Suede. On sale for $139.15. MSRP $140.00. 1% off. 4.0 out of 5 stars

Brown Clarks Desert Boots

Brown Clarks Desert Boots

+2

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Brown Suede
Price: $139.15MSRP: $1401% OFF
Rating: 4Rated 4 stars out of 5(1)

Clarks - Shepton. Color Taupe Distressed Leather. On sale for $42.50. MSRP $110.00. 61% off. 1.7 out of 5 stars

Taupe Clarks Shepton

Taupe Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Taupe Distressed Leather
Price: $42.50MSRP: $11061% OFF
Rating: 2Rated 2 stars out of 5(6)

. UGG - Neumel. Color Chestnut Twinface. $149.95. 4.8 out of 5 stars

Tan UGG Neumel

+3

Brand Name: UGG
Product Name: Neumel
Gender: Men's
Color: Chestnut Twinface
Price: $149.95
Rating: 5Rated 5 stars out of 5(6168)

Stacy Adams - Eastmont Elastic Lace Boots. Color Black. On sale for $119.00. MSRP $140.00. 15% off. 4.0 out of 5 stars

Black Stacy Adams Eastmont Elastic Lace Boots

Black Stacy Adams Eastmont Elastic Lace Boots

+2

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: Black
Price: $119MSRP: $14015% OFF
Rating: 4Rated 4 stars out of 5(1)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $64.95. MSRP $95.00. 32% off. 3.9 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: $64.95MSRP: $9532% OFF
Rating: 4Rated 4 stars out of 5(18)

Nunn Bush - Otto Plain Toe Chukka Boots. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.1 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boots

Black Nunn Bush Otto Plain Toe Chukka Boots

+3

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(33)

KEEN - KS Moc Chukka. Color Black/Black. On sale for $125.95. MSRP $139.95. 10% off.

Black KEEN KS Moc Chukka

Black KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Black/Black
Price: $125.95MSRP: $139.9510% OFF
Rating

Deer Stags - Bangor. Color Black/Black. On sale for $59.99. MSRP $90.00. 33% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $59.99MSRP: $9033% OFF
Rating: 4Rated 4 stars out of 5(14)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.