Skip to main content

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

iPhone Update & 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
  • Men's Shoes
  • Boots
  • Casual Boots

chelsea boot shoes : Medium Men's Casual Boots

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

Brand

search
Brand
  • ALDO
  • ALIGN
  • Ariat
  • Bed Stu
  • Birkenstock
  • Blundstone
  • Born
  • Cole Haan
  • Danner
  • Donald Pliner
  • Dr. Martens
  • Dune London
  • Flag LTD.
  • Frye
  • Johnston & Murphy
  • Josef Seibel
  • L.L.Bean
  • Marc Nolan
  • Polo Ralph Lauren
  • Section X
  • Sorel
  • Steve Madden
  • To Boot New York
  • Twisted X
  • UGG
color
  • Brown
  • Black
  • Tan
  • Grey
  • Animal
  • Red
  • Yellow
occasion
  • Casual
  • Career
  • Daytime Occasion
  • Outdoor
shoe width
  • Medium
  • Wide
shoe closure
  • Slip-on
  • Zip
  • Lace-Up
size
  • 6
  • 7
  • 7.5
  • 8
  • 8.5
  • 9
  • 9.5
  • 10
  • 10.5
  • 11
  • 11.5
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
clear allMediumclear filter
  • 68 Items
Ariat Men's Rambler Chelsea BootsMen's Rambler Chelsea Boots

AriatMen's Rambler Chelsea Boots

Rated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 stars(263)
UGG Men's Neumel Suede Chelsea BootsMen's Neumel Suede Chelsea Boots

UGGMen's Neumel Suede Chelsea Boots

Extended Sizes
Rated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 stars(19)
Johnston & Murphy Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots

Johnston & MurphyMen's Calder Leather Chelsea Boots

Save on Select Items
Orig.
Now
Extended Sizes
Rated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 stars(19)
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 stars(41)
Marc Nolan Men's Dax Leather Western Chelsea BootsMen's Dax Leather Western Chelsea Boots

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes
Steve Madden Men's Brompton Leather Chelsea BootsMen's Brompton Leather Chelsea Boots

Steve MaddenMen's Brompton Leather Chelsea Boots

Internet Exclusive
Section X Men's Steven Leather Zip Chelsea BootsMen's Steven Leather Zip Chelsea Boots

Section XMen's Steven Leather Zip Chelsea Boots

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)
Steve Madden Men's Highline Suede Chelsea BootsMen's Highline Suede Chelsea Boots

Steve MaddenMen's Highline Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(5)
Men's Rambler Chelsea Boots

PLACEHOLDERMen's Rambler Chelsea Boots

Rated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 stars(263)

Johnston & MurphyMen's Upton Leather Chelsea Boots

Save on Select Items
Orig.
Now
Extended Sizes
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(6)

UGGMen's Chelsea Lug Leather Boots

Extended Sizes

PLACEHOLDERMen's Rambler Chelsea Boots

Rated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 stars(263)

Section XMen's Steven Zip Oiled Leather Chelsea Boots

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)

BlundstoneMen's Ant Brn 550 Water Resistant Rustic Leather Chelsea Boots

PLACEHOLDERMen's Rambler Chelsea Boots

Rated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 stars(263)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

PLACEHOLDERMen's Rambler Chelsea Boots

Rated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 starsRated 4.5703 out of 5 stars(263)

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 stars(676)

Section XMen's Steven Zip Nubuck Chelsea Boots

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)

BlundstoneMen's 550 Water Resistant Chelsea Boots

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)

Marc NolanMen's Dax Patent Leather Chelsea 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(1)

Johnston & MurphyMen's Reeve Leather Chelsea Zip 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(3)

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

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)

BornMen's Brody Destressed Leather Chelsea 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(19)

FryeTyler Flex Leather Chelsea Boots

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(3)

BlundstoneMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots

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)

Dr. MartensMen's 2976 Leather Family Matching Chelsea Boots

Rated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(10)

Johnston & MurphyMen's XC+Durham Waterproof Leather Chelsea Boots

Extended Sizes
Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(3)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Johnston & MurphyMen's XC+Durham Waterproof Suede Chelsea 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(3)

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Calder Suede Chelsea 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(2)

Twisted XMen's Chelsea Driving Moc Boots

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(20)

Steve MaddenMen's Brompton Suede Chelsea Boots

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 stars(244)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

Dr. MartensMen's Hardie Chelsea 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(6)

FryeMen's Hudson Suede Chelsea Work Boots

Internet Exclusive
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Johnston & MurphyMen's Calder 175th Anniversary Leather Chelsea Boots

Rated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 starsRated 1 out of 5 stars(1)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive
Only size 8.5, 11.5 available

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

ALIGNMen's Rangley Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's XC Flex Raleigh Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 stars(57)

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Suede Chelsea Boots

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(3)

Steve MaddenMen's Montreux Leather Chelsea Boots

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)

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 9, 10 available

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Steve Madden Men's Aben Leather Chelsea BootsMen's Aben Leather Chelsea Boots

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now
  • 68 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
  • New Year's Eve: 9AM-5PM CST
  • New Year's Day: 9AM-6PM CST
  • 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. © 2026 Dillard's

***