New
- Brand Name
- Clarks
- Product Name
- Desert Boot 2.0
- Color
- Cognac Suede
- Price
- $150.00 5Rated 5 stars out of 5(6)
Casual Chukka Boots
634 items foundYour Selections
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New
- Brand Name
- Clarks
- Product Name
- Wallabee 2
- Color
- Light Tan Leather
- Price
- $150.00
New
- Brand Name
- Clarks
- Product Name
- Desert Boot 2.0
- Color
- Light Tan Leather
- Price
- $150.00 5Rated 5 stars out of 5(6)
New
- Brand Name
- Clarks
- Product Name
- Desert Boot 2.0
- Color
- Olive Suede
- Price
- $150.00 5Rated 5 stars out of 5(6)
New
- Brand Name
- Steve Madden
- Product Name
- Ballux
- Color
- Black
- Price
- $74.90
New
- Brand Name
- Steve Madden
- Product Name
- Ballux
- Color
- Tan
- Price
- $74.90
New
- Brand Name
- Roper
- Product Name
- Chillin' Low
- Color
- Tan
- Price
- $84.94
New
- Brand Name
- Steve Madden
- Product Name
- Harken
- Color
- Black
- Price
- $66.99MSRP: $85.00 4Rated 4 stars out of 5(105)
New
- Brand Name
- Clarks
- Product Name
- Desert Boot 2
- Color
- Mint Green Suede
- Price
- $150.00 3Rated 3 stars out of 5(11)
New
- Brand Name
- Steve Madden
- Product Name
- Harken
- Color
- Cognac Leather
- Price
- $66.99MSRP: $85.00 4Rated 4 stars out of 5(105)
- Brand Name
- Deer Stags Kids
- Product Name
- Ballard (Little Kid/Big Kid)
- Color
- Luggage
- Price
- $34.99MSRP: $50.00 5Rated 5 stars out of 5(3)
- Brand Name
- Rockport
- Product Name
- Classic Break Chukka
- Color
- Dark Brown Leather
- Price
- $107.99MSRP: $134.95 4Rated 4 stars out of 5(116)
- Brand Name
- Clarks
- Product Name
- Bushacre 3
- Color
- Beeswax Leather
- Price
- $99.99MSRP: $110.00 4Rated 4 stars out of 5(10)
- Brand Name
- Rockport
- Product Name
- Waterproof Rugged Bucks II Chukka
- Color
- Boston Tan 1
- Price
- $99.95MSRP: $149.95 4Rated 4 stars out of 5(23)
- Brand Name
- Rockport
- Product Name
- Waterproof Rugged Bucks II Chukka
- Color
- Black
- Price
- $99.95MSRP: $149.95 4Rated 4 stars out of 5(23)
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Beeswax 1
- Price
- $150.00 4Rated 4 stars out of 5(723)
- Brand Name
- Clarks
- Product Name
- Bushacre 2
- Color
- Beeswax Leather
- Price
- $89.99MSRP: $100.00 3Rated 3 stars out of 5(9)
- Brand Name
- SOREL
- Product Name
- Madson™ II Chukka Waterproof
- Color
- Tobacco
- Price
- $131.25MSRP: $175.00 4Rated 4 stars out of 5(32)
- Brand Name
- Clarks
- Product Name
- Bushacre 2
- Color
- Taupe Distressed Suede
- Price
- $57.20MSRP: $100.00 4Rated 4 stars out of 5(2)
- Brand Name
- Clarks
- Product Name
- Desert Boot 2.0
- Color
- Beeswax Leather
- Price
- $150.00 5Rated 5 stars out of 5(6)
- Brand Name
- Deer Stags Kids
- Product Name
- Ballard (Little Kid/Big Kid)
- Color
- Black
- Price
- $34.99MSRP: $50.00 5Rated 5 stars out of 5(3)
- Brand Name
- Clarks
- Product Name
- Braxin Mid
- Color
- Beeswax Combi
- Price
- $109.95
- Brand Name
- Dr. Martens
- Product Name
- Cabrillo
- Color
- Gaucho Crazy Horse
- Price
- $99.95 5Rated 5 stars out of 5(59)
- Brand Name
- Florsheim
- Product Name
- Lodge Plain Toe Chukka Boot
- Color
- Brown Crazy Horse
- Price
- $124.95 5Rated 5 stars out of 5(34)
- Brand Name
- L.L.Bean
- Product Name
- Stonington Boots Moc Toe
- Color
- Dark Cocoa
- Price
- $139.00
- Brand Name
- Clarks
- Product Name
- Bushacre 3
- Color
- Dark Brown Leather
- Price
- $96.01MSRP: $110.00 4Rated 4 stars out of 5(10)
- Brand Name
- Ariat
- Product Name
- Spitfire
- Color
- Brown Bomber
- Price
- $99.95 5Rated 5 stars out of 5(56)
- Brand Name
- Born
- Product Name
- Harrison
- Color
- Brown Full Grain
- Price
- $115.00 4Rated 4 stars out of 5(101)
- Brand Name
- Clarks
- Product Name
- Desert Boot 2.0
- Color
- Sand Suede
- Price
- $150.00 5Rated 5 stars out of 5(6)
- Brand Name
- SOREL
- Product Name
- Madson™ II Chukka Waterproof
- Color
- Major
- Price
- $131.25MSRP: $175.00 4Rated 4 stars out of 5(32)
- Brand Name
- Rockport
- Product Name
- Taylor Waterproof Chukka
- Color
- New Tan
- Price
- $104.99MSRP: $129.95
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Sand Suede 1
- Price
- $150.00 4Rated 4 stars out of 5(723)
- Brand Name
- Rockport
- Product Name
- Classic Break Chukka
- Color
- Chocolate/Brown
- Price
- $100.99MSRP: $134.95 4Rated 4 stars out of 5(116)
- Brand Name
- Deer Stags Kids
- Product Name
- Ballard 2 (Little Kid/Big Kid)
- Color
- Grey/Perfs
- Price
- $29.99MSRP: $50.00
- Brand Name
- Eastland 1955 Edition
- Product Name
- Seneca
- Color
- Bomber Brown
- Price
- $99.99MSRP: $110.00 5Rated 5 stars out of 5(36)
- Brand Name
- Florsheim Kids
- Product Name
- Supacush Chukka, Jr. (Toddler/Little Kid/Big Kid)
- Color
- Cognac Milled
- Price
- $68.95 4Rated 4 stars out of 5(15)
- Brand Name
- Nunn Bush
- Product Name
- Barklay Plain Toe Chukka
- Color
- Black Multi
- Price
- $59.97MSRP: $90.00 4Rated 4 stars out of 5(46)
- Brand Name
- Twisted X
- Product Name
- WDM0001
- Color
- Bomber
- Price
- $114.95 5Rated 5 stars out of 5(9)
- Brand Name
- Clarks
- Product Name
- Forge Stride
- Color
- Tan Leather
- Price
- $70.99MSRP: $109.95 4Rated 4 stars out of 5(9)
- Brand Name
- Teva
- Product Name
- Canyon Life Chukka
- Color
- Black/Olive
- Price
- $109.95 4Rated 4 stars out of 5(11)
- Brand Name
- Rockport
- Product Name
- Taylor Waterproof Chukka
- Color
- Black
- Price
- $84.99MSRP: $129.95
- Brand Name
- Steve Madden
- Product Name
- Jabbar
- Color
- Dark Tan
- Price
- $99.95 4Rated 4 stars out of 5(38)
- Brand Name
- Nunn Bush
- Product Name
- Ridgetop Plain Toe Chukka
- Color
- Brown CH
- Price
- $69.97MSRP: $99.95 4Rated 4 stars out of 5(31)
- Brand Name
- Timberland
- Product Name
- Kendrick Waterproof Chukka
- Color
- Dark Brown Full Grain
- Price
- $104.99MSRP: $160.00 4Rated 4 stars out of 5(121)
- Brand Name
- Clarks
- Product Name
- Shacre Boot
- Color
- Dark Sand Suede
- Price
- $109.95
- Brand Name
- Clarks
- Product Name
- Bushacre 2
- Color
- Brown Leather
- Price
- $69.99MSRP: $100.00 3Rated 3 stars out of 5(9)
- Brand Name
- Florsheim
- Product Name
- Highland Plain Toe Chukka Boot
- Color
- Brown Crazy Horse/Dark Gray Sole
- Price
- $94.99MSRP: $124.95 5Rated 5 stars out of 5(53)
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Sand Suede 2
- Price
- $94.30MSRP: $129.95 4Rated 4 stars out of 5(723)
- Brand Name
- Cole Haan
- Product Name
- Morris Chukka
- Color
- Ch Java
- Price
- $93.63MSRP: $130.00 4Rated 4 stars out of 5(4)
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Black Suede 1
- Price
- $150.00 4Rated 4 stars out of 5(723)
- Brand Name
- Clarks
- Product Name
- Wallabee Boot 2
- Color
- Maple Suede
- Price
- $160.00
- Brand Name
- Clarks
- Product Name
- Wallabee Boot 2
- Color
- Black Suede
- Price
- $160.00
- Brand Name
- UGG
- Product Name
- Neumel
- Color
- Black
- Price
- $129.95 5Rated 5 stars out of 5(2879)
- Brand Name
- Nunn Bush
- Product Name
- Ridgetop Moc Toe Chukka
- Color
- Tan Multi
- Price
- $79.95MSRP: $100.00 4Rated 4 stars out of 5(7)
- Brand Name
- Florsheim
- Product Name
- Lodge Plain Toe Chukka Boot
- Color
- Chestnut Smooth
- Price
- $124.95 5Rated 5 stars out of 5(34)
- Brand Name
- UGG
- Product Name
- Dagmann
- Color
- Grizzly
- Price
- $189.95 5Rated 5 stars out of 5(85)
- Brand Name
- Timberland
- Product Name
- Nellie Chukka
- Color
- Wheat Nubuck
- Price
- $134.95 5Rated 5 stars out of 5(953)
- Brand Name
- UGG
- Product Name
- Neumel
- Color
- Chestnut Twinface
- Price
- $129.95 5Rated 5 stars out of 5(4910)
- Brand Name
- Clarks
- Product Name
- Desert Trek
- Color
- Beeswax
- Price
- $150.00 5Rated 5 stars out of 5(91)
- Brand Name
- Hush Puppies
- Product Name
- Detroit Chukka
- Color
- Chestnut Suede
- Price
- $109.95 5Rated 5 stars out of 5(1)
- Brand Name
- Florsheim Kids
- Product Name
- Supacush Chukka, Jr. (Toddler/Little Kid/Big Kid)
- Color
- Brown Crazy Horse/Brick Sole
- Price
- $68.95 4Rated 4 stars out of 5(15)
- Brand Name
- SOREL
- Product Name
- Kezar™ Chukka Waterproof
- Color
- Elk Full Grain Leather
- Price
- $138.75MSRP: $185.00 5Rated 5 stars out of 5(11)
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Black Suede 2
- Price
- $97.99MSRP: $129.95 4Rated 4 stars out of 5(723)
- Brand Name
- Rockport
- Product Name
- Sharp and Ready Chukka
- Color
- Black
- Price
- $69.99MSRP: $109.95 4Rated 4 stars out of 5(49)
- Brand Name
- Deer Stags Kids
- Product Name
- Marker (Little Kid/Big Kid)
- Color
- Black/Grey
- Price
- $29.99MSRP: $50.00
- Brand Name
- Clarks
- Product Name
- Bushacre 3
- Color
- Sand Waxy Suede
- Price
- $81.74MSRP: $110.00 4Rated 4 stars out of 5(10)
- Brand Name
- Florsheim
- Product Name
- Highland Plain Toe Chukka Boot
- Color
- Gray Suede/White Sole
- Price
- $112.99MSRP: $124.95 5Rated 5 stars out of 5(53)
- Brand Name
- Clarks
- Product Name
- Shacre Boot
- Color
- Beeswax Leather
- Price
- $109.95
- Brand Name
- Dr. Martens
- Product Name
- Bonny
- Color
- Black
- Price
- $89.95
- Brand Name
- SKECHERS
- Product Name
- Relaxed Fit Doveno - Molens
- Color
- Black
- Price
- $80.00 4Rated 4 stars out of 5(171)
- Brand Name
- Clarks
- Product Name
- Wallabee Boot
- Color
- Black Suede 1
- Price
- $108.82MSRP: $160.00 5Rated 5 stars out of 5(128)
- Brand Name
- Ariat
- Product Name
- Spitfire
- Color
- Brody Brown
- Price
- $109.95 5Rated 5 stars out of 5(56)
- Brand Name
- UGG Kids
- Product Name
- Canoe Waterproof (Little Kid/Big Kid)
- Color
- Charcoal
- Price
- $50.92MSRP: $75.00 5Rated 5 stars out of 5(12)
- Brand Name
- Ariat
- Product Name
- Lookout
- Color
- Earth/Stone Suede
- Price
- $124.95 4Rated 4 stars out of 5(77)
- Brand Name
- Ariat Kids
- Product Name
- Rugged West Spitfire (Toddler/Little Kid/Big Kid)
- Color
- Brown Bomber
- Price
- $69.95
- Brand Name
- Florsheim Kids
- Product Name
- Supacush Chukka Jr. (Toddler/Little Kid/Big Kid)
- Color
- Sand Suede/Brick
- Price
- $49.12MSRP: $68.95 4Rated 4 stars out of 5(7)
- Brand Name
- Dr. Martens
- Product Name
- Rhodes Chukka
- Color
- Brown
- Price
- $69.97MSRP: $100.00 3Rated 3 stars out of 5(4)
- Brand Name
- Stride Rite
- Product Name
- SRT Gavin (Toddler)
- Color
- Blue
- Price
- $52.95 4Rated 4 stars out of 5(10)
- Brand Name
- ECCO
- Product Name
- Turn GORE-TEX® Chukka Tie
- Color
- Cocoa Brown
- Price
- $229.95 4Rated 4 stars out of 5(58)
- Brand Name
- Clarks
- Product Name
- Desert Boot
- Color
- Beeswax 2
- Price
- $97.99MSRP: $129.95 4Rated 4 stars out of 5(723)
- Brand Name
- Reef
- Product Name
- Spiniker Mid NB (RESRV Collection)
- Color
- Chocolate/Gum
- Price
- $99.95 4Rated 4 stars out of 5(24)
- Brand Name
- Dunham
- Product Name
- Colt Waterproof Moc Boot
- Color
- Tan
- Price
- $159.95 3Rated 3 stars out of 5(13)
- Brand Name
- Clarks
- Product Name
- Bushacre 3
- Color
- Black Waxy Suede
- Price
- $69.68MSRP: $110.00 4Rated 4 stars out of 5(10)
- Brand Name
- UGG
- Product Name
- Neumel
- Color
- Charcoal Suede
- Price
- $129.95 5Rated 5 stars out of 5(4910)
- Brand Name
- UGG Kids
- Product Name
- Canoe Waterproof (Toddler/Little Kid)
- Color
- Charcoal
- Price
- $47.35MSRP: $65.00 4Rated 4 stars out of 5(29)
- Brand Name
- Steve Madden
- Product Name
- Graper Chukka
- Color
- Grey
- Price
- $74.90
- Brand Name
- Nunn Bush
- Product Name
- Ridgetop Moc Toe Chukka
- Color
- Brown Multi
- Price
- $69.97MSRP: $100.00 4Rated 4 stars out of 5(7)
- Brand Name
- UGG
- Product Name
- Neumel
- Color
- Mustard Seed
- Price
- $129.95 5Rated 5 stars out of 5(2879)
- Brand Name
- SKECHERS
- Product Name
- Relaxed Fit Doveno - Molens
- Color
- Dark Brown
- Price
- $80.00 4Rated 4 stars out of 5(171)
- Brand Name
- Steve Madden Kids
- Product Name
- Bchuka (Toddler/Little Kid/Big Kid)
- Color
- Cognac
- Price
- $55.00 5Rated 5 stars out of 5(4)
- Brand Name
- Twisted X
- Product Name
- MDMW001
- Color
- Brown
- Price
- $139.95 5Rated 5 stars out of 5(4)
- Brand Name
- Twisted X
- Product Name
- MDM0003
- Color
- Bomber
- Price
- $119.95 5Rated 5 stars out of 5(8)
- Brand Name
- UGG
- Product Name
- Neumel Zip Leopard
- Color
- Dark Grey
- Price
- $86.19MSRP: $149.95 5Rated 5 stars out of 5(12)
- Brand Name
- Clarks
- Product Name
- Bushacre 3
- Color
- Olive Waxy Suede
- Price
- $109.95 4Rated 4 stars out of 5(10)
- Brand Name
- Clarks
- Product Name
- Bushacre 2
- Color
- Black Suede
- Price
- $74.99MSRP: $100.00 3Rated 3 stars out of 5(9)
- Brand Name
- Steve Madden
- Product Name
- Bulit Chukka
- Color
- Cognac
- Price
- $52.99MSRP: $74.95 5Rated 5 stars out of 5(1)
- Brand Name
- Caterpillar Casual
- Product Name
- Transform 2.0
- Color
- Dark Beige
- Price
- $94.95 4Rated 4 stars out of 5(4)
- Brand Name
- Pikolinos
- Product Name
- Mallorca W8C-8808
- Color
- Brandy
- Price
- $134.99MSRP: $180.00
- Brand Name
- Nunn Bush
- Product Name
- Barklay Plain Toe Chukka
- Color
- Tan w/ Light Sole
- Price
- $44.01MSRP: $84.95 4Rated 4 stars out of 5(46)
- Brand Name
- Nunn Bush
- Product Name
- Ridgetop Plain Toe Chukka
- Color
- Tan Multi
- Price
- $69.97MSRP: $99.95 4Rated 4 stars out of 5(31)