Women's Chukka under $150



Brand: Aetrex
Color: Olive Suede
A cushioned, memory-foam footbed keeps your feet happy as you run errands or go out and about with friends in this chic, chukka-inspired bootie.

Brand: SoftWalk
Color: Dark Grey Cow Suede Leather
Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie.

Brand: Hush Puppies
Color: Dusty Green Glitter Nubuck
If you're looking for a smart new look, the bold Hush Puppies Cam Catelyn Chukka Boot is the way to go. The anatomically molded, removable EVA footbed offers excellent cushioning, while a molded rubber outsole provides durability and traction.

Brand: Clarks
Color: Black Synthetic Nubuck
The Clarks Caddell Hop Chukka Boot is a lightweight and flexible pick for a day out with friends. While the Cushion Soft technology offers long-lasting comfort, the removable OrthoLite footbed wicks moisture away and ensures breathability.

Brand: Hush Puppies
Color: Grey Shimmer Suede
New Version Now Available! Shop Updated Hush Puppies Cyra Catelyn II Chukka Here.

Brand: Eastland
Color: Dark Tan
Get a casual look for fall in the Harmony Chukka Boot from Eastland.

Brand: Clarks
Color: Black Suede
Add a vintage touch to your casual wardrobe with the Clarks Flores Rose Chukka Boot. This chic boot from the Clarks Collection boasts an OrthoLite footbed coupled with Cushion Soft technology to deliver moisture-wicking performance as well as all-day comfort.

Brand: Aetrex
Color: Blue Suede
A cushioned, memory-foam footbed keeps your feet happy as you run errands or go out and about with friends in this chic, chukka-inspired bootie.

Brand: Spring Step
Color: Taupe
Take on the season in style with this foot-flattering chukka. Leather upper.

Brand: Hush Puppies
Color: Butterfly Suede
New Version Now Available! Shop Updated Hush Puppies Cyra Catelyn II Chukka Here.

Brand: Aetrex
Color: Black Suede
A cushioned, memory-foam footbed keeps your feet happy as you run errands or go out and about with friends in this chic, chukka-inspired bootie.

Brand: SoftWalk
Color: Black Cow Suede Leather
Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie.

Brand: Dr. Martens
Color: Black Aunt Sally
The Dr. Martens Jemima Kiltie Chukka Boot is a contemporary revival of a classic silhouette.

Brand: Sofft
Color: Olive Suede
A lightweight wedge sole adds a fresh boost to a classic chukka boot crafted from velvety-soft suede with a signature plush footbed.

Brand: Clarks
Color: Grey Suede
Add a vintage touch to your casual wardrobe with the Clarks Flores Rose Chukka Boot. This chic boot from the Clarks Collection boasts an OrthoLite footbed coupled with Cushion Soft technology to deliver moisture-wicking performance as well as all-day comfort.

Brand: ClarksR
Color: Dark Tan Leather
A chukka boot crafted from smooth leather is updated with a chunky stacked heel and signature cushioning that provides endless comfort.

Brand: Twisted X Boots
Color: Brown
Complete your everyday look with the stylish Twisted X Boots Driving Moc Chukka Boot. Featuring a slip-resistant outsole and an antibacterial molded footbed, this moisture-wicking boot offers all-day comfort.

Brand: SoftWalk
Color: Sand Leather
Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie.

Brand: SoftWalkR
Color: Sand Suede
Gentle arch support and a soft, antimicrobial lining work together to offer all-day comfort in a suede chukka boot with definite Western influence.

Brand: Aetrex
Color: Brown Suede
A cushioned, memory-foam footbed keeps your feet happy as you run errands or go out and about with friends in this chic, chukka-inspired bootie.

Brand: Clarks
Color: Black Nubuck
Make every step you take an elegant one with the Clarks Wilrose Sage Chukka Boot. With a shock-absorbing OrthoLite footbed keeping your foot cushioned, and an Air Circulation System, this boot from the Clarks Unstructured Collection delivers excellent comfort and support.

Brand: Clarks
Color: Navy Synthetic Nubuck
The Clarks Caddell Hop Chukka Boot is a lightweight and flexible pick for a day out with friends. While the Cushion Soft technology offers long-lasting comfort, the removable OrthoLite footbed wicks moisture away and ensures breathability.

Brand: Timberland
Color: Black Nubuck Leather
A lightweight, flexible shoe that combines the best parts of a sneaker with the best parts of a chukka boot features a leather-and-mesh upper and breathable lining made from at least 50% recycled materials. An OrthoLite foam footbed offers targeted cushioning that springs back day after day, and a SensorFlex comfort system in the sole adds independent suspension and flexibility and helps you adapt your stride over uneven terrain.

Brand: Twisted X Boots
Color: Brown
Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides moisture-wicking comfort.

Brand: Hush Puppies
Color: Natural Leopard Suede
New Version Now Available! Shop Updated Hush Puppies Cyra Catelyn II Chukka Here.

Brand: Dr. Martens
Color: Dark Brown New Oily Illusion Full Grain Leather
Casual yet refined, the Dr. Martens Cynthia Chukka Boot is a so versatile and works even for the for colder months as this ankle boot comes with two removable insoles: a warm and luxurious faux fur option, or an ultra-comfortable SoftWair memory foam insole.

Brand: Clarks
Color: Navy Cow Suede
Glide through your casual outings with ease wearing the unbelievably lightweight Clarks Un. Astin Chukka Boot.

Brand: SoftWalkR
Color: Sand Leather
Gentle arch support and a soft, antimicrobial lining work together to offer all-day comfort in a suede chukka boot with definite Western influence.

Brand: Sofft
Color: Cognac Suede
A lightweight wedge sole adds a fresh boost to a classic chukka boot crafted from velvety-soft suede with a signature plush footbed.

Brand: Clarks
Color: Khaki Cow Full Grain Leather
Glide through your casual outings with ease wearing the unbelievably lightweight Clarks Un. Astin Chukka Boot.

Brand: Dr. Martens
Color: Coronet Blue
The Dr. Martens Jemima Kiltie Chukka Boot is a contemporary revival of a classic silhouette.

Brand: SoftWalk
Color: Sand Grey Cow Suede Leather
Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie.

Brand: SoftWalk
Color: Black Soft Mini Tumbled Leather
Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie.

Brand: Ariat
Color: Bronzed Brown Leather
Ariat's Henley Chukka Boot is a top-notch choice to amp up your casual look. This 3-eyelet, lace-up ankle boot features an ATS footbed that efficiently wicks off moisture for cool and dry comfort.

Brand: Vince
Color: Navy
Brushed suede chukka boot with rubber crepe sole. Suede upper.

Brand: Clarks
Color: Aubergine Cow Suede
Glide through your casual outings with ease wearing the unbelievably lightweight Clarks Un. Astin Chukka Boot.

Brand: Ariat
Color: Beach Leather
Ariat's Henley Chukka Boot is a top-notch choice to amp up your casual look. This 3-eyelet, lace-up ankle boot features an ATS footbed that efficiently wicks off moisture for cool and dry comfort.

Brand: Hush Puppies
Color: Dark Taupe Glitter Nubuck
If you're looking for a smart new look, the bold Hush Puppies Cam Catelyn Chukka Boot is the way to go. The anatomically molded, removable EVA footbed offers excellent cushioning, while a molded rubber outsole provides durability and traction.

Brand: Eastland
Color: Walnut
Get a plain toe chukka look with the Edith Lace Up Boot from Eastland.

Brand: Eastland
Color: Khaki
Get a plain toe chukka look with the Edith Lace Up Boot from Eastland.

Brand: Dr. Martens
Color: Bone Temperley Analine Burnished Leather
Casual yet refined, the Dr. Martens Cynthia Chukka Boot is a so versatile and works even for the for colder months as this ankle boot comes with two removable insoles: a warm and luxurious faux fur option, or an ultra-comfortable SoftWair memory foam insole.

Brand: Dr. Martens
Color: Silver
The Dr. Martens Jemima Kiltie Chukka Boot is a contemporary revival of a classic silhouette.

Brand: Eastland
Color: Dark Tan Leather
Let the Harmony Chukka Boot bring your look together. Showing off a smooth plain toe and waxed cotton laces.

Brand: Sperry
Color: Black Suede
A stacked heel lifts a chukka-inspired bootie fitted with a cushioned insole for daylong comfort.

Brand: Twisted X Boots
Color: Bomber
The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA footbed Patented one piece XSD insole with injected carbon fiber shank Supportive and cushioning PVC/EVA midsole 60K super slab slip-resistant rubber sole.

Brand: Twisted X Boots
Color: Bomber
These cool Driving Mocs are casual shoes for those long drives to horse shows, stock shows, grandma's house, or for just 'kickin' around.' With classic chukka styling, these shoes are well-made and comfortable.

Brand: Kenneth Cole New York
Color: Desert Suede
The Kingwood from Kenneth Cole New York gives the classic chukka a sporty new twist. Lace-up closure Back pull tab Textile lining.

Brand: Sofft
Color: Black Suede
A lightweight wedge sole adds a fresh boost to a classic chukka boot crafted from velvety-soft suede with a signature plush footbed.

Brand: Eastland
Color: Wheat Nubuck
Get a plain toe chukka look with the Edith Lace Up Boot from Eastland.

Brand: ClarksR
Color: Black Leather
A chukka boot crafted from smooth leather is updated with a chunky stacked heel and signature cushioning that provides endless comfort.