Skip to main content

Incredible Deals on Thousands of New Markdowns Up to 40% off! - SHOP NOW

iPhone Updates & Can't Find Our Emails in Your Inbox? - CLICK HERE

Check For In-Store Availability On The Products You Love - LEARN MORE

EARN POINTS WHEN YOU USE YOUR DILLARD’S CREDIT CARD - LEARN MORE

  • Dillard's Logo
  • Back In Stock
  • Sale and Clearance
  • Shop By Brand
  • Limited Availability
  • Credit Card
  • Store LocatorFind a Store
Dillard's The Style of Your Life Homepage
When typing in this field, a list of search results will appear and be automatically updated as you type.
User Login IconLogin
  • Login
  • My Dillard's Account
  • Just For You
  • Order History
  • Returns
  • My Wish List
  • Find a Store
Shopping Bag(0) items in cart
  • Women
  • Juniors
  • Men
  • Kids
  • Shoes
  • Handbags
  • Accessories
  • Lingerie
  • Home
  • Beauty
  • Dillard's Exclusive
  • Just For You
  • Shoes
  • Women's Shoes

chukka boots : Medium Women's Shoes

Just For You
  • Just For You
    (Edit)
Sale
  • Sale

Category

  • Boots & Booties
  • Outdoor
  • Comfort
  • Platforms

Brand

search
Brand
  • Birkenstock
  • Born
  • Clarks
  • Danner
  • Dr. Martens
  • Ryka
  • Timberland
  • Twisted X
color
  • Brown
  • Black
  • Tan
  • Green
  • Grey
  • Ivory
  • Red
occasion
  • Casual
  • Career
  • Outdoor
shoe width
  • Medium
  • Wide
size
  • 5
  • 5.5
  • 6
  • 6.5
  • 7
  • 7.5
  • 8
  • 8.5
  • 9
  • 9.5
  • 10
  • 10.5
  • 11
  • 12
pattern
  • Solid
  • Solid/Pattern
  • Floral
heel height
  • Flat (0 in. - 1 in.)
  • Low Heel (1.1 in.-2 in.)
  • Mid Heel (2.1 in.-3 in.)
heel shape
  • Block
  • Wedge
  • All
  • Boots & Booties
  • Outdoor
  • Comfort
  • Platforms
clear allMediumclear filter
  • 17 Items
Born Analia Distressed Suede Ankle Chukka BootiesAnalia Distressed Suede Ankle Chukka Booties

BornAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)
Twisted X Women's Embroidered Leather Driving Moc Toe Chukka BootsWomen's Embroidered Leather Driving Moc Toe Chukka Boots

Twisted XWomen's Embroidered Leather Driving Moc Toe Chukka Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(7)
Clarks Original Wallabee Suede Chukka BootiesOriginal Wallabee Suede Chukka Booties

ClarksOriginal Wallabee Suede Chukka Booties

Twisted X Women's Tooled Turquoise Stud Driving Moc Toe Chukka BootsWomen's Tooled Turquoise Stud Driving Moc Toe Chukka Boots

Twisted XWomen's Tooled Turquoise Stud Driving Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(5)
Twisted X Women's Original Leather Driving Moc Toe Chukka BootsWomen's Original Leather Driving Moc Toe Chukka Boots

Twisted XWomen's Original Leather Driving Moc Toe Chukka Boots

Extended Sizes
Rated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 stars(17)
Twisted X Women's Printed Leather Driving Moc Toe Chukka BootsWomen's Printed Leather Driving Moc Toe Chukka Boots

Twisted XWomen's Printed Leather Driving Moc Toe Chukka Boots

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
Twisted X Women's Sunflower Leather Driving Moc Toe Chukka BootsWomen's Sunflower Leather Driving Moc Toe Chukka Boots

Twisted XWomen's Sunflower Leather Driving Moc Toe Chukka Boots

Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(2)
Danner Women's Inquire Chukka Waterproof Leather Hiking BootsWomen's Inquire Chukka Waterproof Leather Hiking Boots

DannerWomen's Inquire Chukka Waterproof Leather Hiking Boots

Extended Sizes
Analia Distressed Suede Ankle Chukka Booties

PLACEHOLDERAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

TimberlandWomen's Rowan Way Warm-Lined Water-Resistant Winter Chukka Booties

Internet Exclusive
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

TimberlandWomen's Stone Street Mid Lace Up Waterproof Chukka Booties

Internet Exclusive
Extended Sizes
Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

PLACEHOLDERAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

RykaWomen's Vibrant Washable Chukka Platform Ankle Booties

Extended Sizes
Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

Twisted XWomen's Embroidered Moc Toe Driving Chukka Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

DannerWomen's Inquire Chukka Waterproof Suede Hiking Boots

Twisted XWomen's Tooled Moc Toe Driving Chukka Booties

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(8)

PLACEHOLDERAnalia Distressed Suede Ankle Chukka Booties

Extended Sizes
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

BirkenstockWomen's Uppsala Shearling Lined Suede Chukka Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(5)

Dr. MartensWomen's Charlee Chukka Nubuck Suede Combat Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Dr. Martens Women's Charlee Chukka Crepe Nylon Combat BootiesWomen's Charlee Chukka Crepe Nylon Combat Booties

Dr. MartensWomen's Charlee Chukka Crepe Nylon Combat Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
  • 17 Items

Customer Service

  • Contact Us
  • FAQ, Notices & Policies
  • Product Recalls
  • Returns
  • FAQ, Notices & Policies
  • Product Recalls

Dillard's Credit Card

  • Apply for a Dillard's Card Apply for a Dillard's Card
  • Pay Bill / View Credit Account Opens a simulated dialog
  • Dillard's Cardholder Benefits Dillard's Cardholder Benefits

Contact Us

  • Call 1-817-831-5482
  • Monday-Friday: 7AM-9PM GMT-6
  • Saturday-Sunday: 9AM-7PM GMT-6
  • Contact Us Via Email

More Ways To Shop

  • Registry - Wedding, Baby, and Gift
  • Gift Cards
  • Store Locations
  • Change Country
Stay in Touch.

Sign up for emails and get updates about
new products and the latest trends!

We Are Hiring!
Join our team
Click HERE to learn more
Be a Mobile VIP!

Sign up for texts and be the first to know
about upcoming sales and great offers.

We use certain tools to capture data related to when you open our messages, click on any links or banners it contains, or make purchases.

  • InstagramOpens Dillard's Instagram in a new window
  • FacebookOpens Dillard's Facebook in a new window
  • PintrestOpens Dillard's Pinterest in a new window
  • Twitter/XOpens Dillard's Twitter/X in a new window
  • YouTubeOpens Dillard's YouTube in a new window
  • TikTokOpens Dillard's TikTok in a new window
  • SnapchatOpens Dillard's Snapchat in a new window
  • Site Map
  • Terms Of Use
  • Terms Of Use
  • Dillard's Privacy Policy
  • Dillard's Privacy Policy
  • California Transparency in Supply Chains Act
  • California Transparency in Supply Chains Act
  • Careers
  • Investor Relations
  • About Us

Prices and sale offers may vary by store location, including Dillards.com, and are subject to change. © 2025 Dillard's

***