Skip to content
Explore Premium Goodyear Welted Footwear Explore Now
Free Express Worldwide Shipping — USA 7–10 Days | UK & EU 5–7 Days
3 Year Craftsmanship Warranty
Log in
  • Home
  • Men Shoes
    • Single & Double Monk
    • Loafers & Slip-on
    • Moccasin and Lace up
    • Refined Derbies
    • Wingtips & Oxford
  • Men's Boots
    • High Ankle
    • Chelsea and Chukkas
  • FAQs
  • Return Center
  • Contact Us
  • Facebook
  • Instagram
Leather Shoe
  • Home
  • Men Shoes
    • Single & Double Monk
    • Loafers & Slip-on
    • Moccasin and Lace up
    • Refined Derbies
    • Wingtips & Oxford
  • Men's Boots
    • High Ankle
    • Chelsea and Chukkas
  • FAQs
  • Return Center
  • Contact Us
United Kingdom Log in 0 0 items
  • Home
  • Collections
  • Chelsea and Chukkas

Chelsea and Chukkas

Filter
28 products
  • The Prime – Dark Brown Alligator-Print Ankle Boots | Leather Shoe The Prime – Dark Brown Alligator-Print Ankle Boots | Leather Shoe

    The Prime – Dark Brown Alli...

    Sale price From £184.00 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • The Duke – Brown Patina Chelsea Boots | Leather Shoe The Duke – Brown Patina Chelsea Boots | Leather Shoe

    The Duke – Brown Patina Che...

    Sale price From £198.00 GBP Regular price £263.99 GBP
    • + 17 and 17 more
  • The Tanner – Brown Patina Calf Leather Ankle Boots | Leather Shoe The Tanner – Brown Patina Calf Leather Ankle Boots | Leather Shoe

    The Tanner – Brown Patina C...

    Sale price From £168.99 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • The Wattle – Brown Wingtip Chelsea Boots | Leather Shoe The Wattle – Brown Wingtip Chelsea Boots | Leather Shoe

    The Wattle – Brown Wingtip ...

    Sale price From £182.99 GBP Regular price £263.99 GBP
    • + 17 and 17 more
  • The Cobbler – Black Calf Leather Jodhpur Boots | Leather Shoe The Cobbler – Black Calf Leather Jodhpur Boots | Leather Shoe

    The Cobbler – Black Calf Le...

    Sale price From £173.99 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Anvil – Burgundy Patina Chelsea Boots | Leather Shoe The Anvil – Burgundy Patina Chelsea Boots | Leather Shoe

    The Anvil – Burgundy Patina...

    Sale price From £173.99 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Worth – Olive Brown Wingtip Chukka Boots | Leather Shoe The Worth – Olive Brown Wingtip Chukka Boots | Leather Shoe

    The Worth – Olive Brown Win...

    Sale price From £200.99 GBP Regular price £286.99 GBP
    • + 16 and 16 more
  • The Padua – Ox Blood Leather Chelsea Boots | Leather Shoe The Padua – Ox Blood Leather Chelsea Boots | Leather Shoe

    The Padua – Ox Blood Leathe...

    Sale price From £182.99 GBP Regular price £263.99 GBP
    • + 17 and 17 more
  • The Kiltie – Tri-Tone Wingtip Ankle Boots | Leather Shoe The Kiltie – Tri-Tone Wingtip Ankle Boots | Leather Shoe

    The Kiltie – Tri-Tone Wingt...

    Sale price From £189.00 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Ravenna – Black Alligator-Print Jodhpur Boots | Leather Shoe The Ravenna – Black Alligator-Print Jodhpur Boots | Leather Shoe

    The Ravenna – Black Alligat...

    Sale price From £189.99 GBP Regular price £246.99 GBP
    • + 17 and 17 more
  • The Ghillie – Brown Patina Jodhpur Ankle Boots | Leather Shoe The Ghillie – Brown Patina Jodhpur Ankle Boots | Leather Shoe

    The Ghillie – Brown Patina ...

    Sale price From £185.00 GBP Regular price £249.99 GBP
    • + 17 and 17 more
  • The Saddler – Brown Calf Leather Chukka Boots | Leather Shoe The Saddler – Brown Calf Leather Chukka Boots | Leather Shoe

    The Saddler – Brown Calf Le...

    Sale price From £173.99 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Gibson – Blue Patina Wingtip Ankle Boots | Leather Shoe The Gibson – Blue Patina Wingtip Ankle Boots | Leather Shoe

    The Gibson – Blue Patina Wi...

    Sale price From £189.00 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Dell – Brown & Blue Cross-Strap Ankle Boots | Leather Shoe The Dell – Brown & Blue Cross-Strap Ankle Boots | Leather Shoe

    The Dell – Brown & Blue...

    Sale price From £239.99 GBP Regular price £336.99 GBP
    • + 16 and 16 more
  • The Holm – Navy Calf Leather Chelsea Boots | Leather Shoe The Holm – Navy Calf Leather Chelsea Boots | Leather Shoe

    The Holm – Navy Calf Leathe...

    Sale price From £237.99 GBP Regular price £336.99 GBP
    • + 16 and 16 more
  • The Hurst – Grey Calf Leather Chelsea Boots | Leather Shoe The Hurst – Grey Calf Leather Chelsea Boots | Leather Shoe

    The Hurst – Grey Calf Leath...

    Sale price From £237.99 GBP Regular price £336.99 GBP
    • + 16 and 16 more
  • The Blücher – Forest Green Suede Chukka Boots | Leather Shoe The Blücher – Forest Green Suede Chukka Boots | Leather Shoe

    The Blücher – Forest Green ...

    Sale price From £174.00 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • The Grand – Brown Alligator-Print Zipper Tassel Boots | Leather Shoe The Grand – Brown Alligator-Print Zipper Tassel Boots | Leather Shoe

    The Grand – Brown Alligator...

    Sale price From £189.00 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Annonay – Brown & Blue Suede Jodhpur Boots | Leather Shoe The Annonay – Brown & Blue Suede Jodhpur Boots | Leather Shoe

    The Annonay – Brown & B...

    Sale price From £173.99 GBP Regular price £250.99 GBP
    • + 17 and 17 more
  • The Graulhet – Black Suede Jodhpur Ankle Boots | Leather Shoe The Graulhet – Black Suede Jodhpur Ankle Boots | Leather Shoe

    The Graulhet – Black Suede ...

    Sale price From £168.99 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • The Udine – Black Leather & Suede Casual Ankle Boots | Leather Shoe The Udine – Black Leather & Suede Casual Ankle Boots | Leather Shoe

    The Udine – Black Leather &...

    Sale price From £196.99 GBP Regular price £284.99 GBP
    • + 17 and 17 more
  • The Gleam – Tri-Tone Wingtip Ankle Boots | Leather Shoe The Gleam – Tri-Tone Wingtip Ankle Boots | Leather Shoe

    The Gleam – Tri-Tone Wingti...

    Sale price From £168.99 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • The Balmoral – Tan Brown Leather Jodhpur Boots | Leather Shoe The Balmoral – Tan Brown Leather Jodhpur Boots | Leather Shoe

    The Balmoral – Tan Brown Le...

    Sale price From £184.00 GBP Regular price £245.99 GBP
    • + 17 and 17 more
  • The Sheen – Grey Wingtip Ankle Boots | Leather Shoe The Sheen – Grey Wingtip Ankle Boots | Leather Shoe

    The Sheen – Grey Wingtip An...

    Sale price From £168.99 GBP Regular price £244.99 GBP
    • + 17 and 17 more
  • 1
  • 2
Need help? Chat with us
  • Our Location

    128 Grange Road, Ilford IG1 1EY, United Kingdom

  • Main Menu
    • Home
    • Men Shoes
    • Men's Boots
    • FAQs
    • Return Center
    • Contact Us
    Main Menu
    • Home
    • Men Shoes
    • Men's Boots
    • FAQs
    • Return Center
    • Contact Us
  • Our Policies
    • Legal Information
    • Privacy Policy
    • Shipping & Delivery
    • Returns & Exchanges
    • Terms & Conditions
    Our Policies
    • Legal Information
    • Privacy Policy
    • Shipping & Delivery
    • Returns & Exchanges
    • Terms & Conditions
  • Quick links
    • Order Tracking
    • About Us
    • Contact Us
    • Size Guide
    • FAQs
    Quick links
    • Order Tracking
    • About Us
    • Contact Us
    • Size Guide
    • FAQs
  • Newsletter

    Subscribe now and get 15% off your first purchase!

    • Facebook
    • Instagram
Localization
Payment methods
  • American Express
  • Apple Pay
  • Bancontact
  • Diners Club
  • Discover
  • Google Pay
  • Klarna
  • Maestro
  • Mastercard
  • Shop Pay
  • Union Pay
  • USDC
  • Visa
© 2026, Leather Shoe
Popular searches
Oxford shoes shoes Brogue shoes Suede men shoes Handmade good year welted Derby Loafers
View cart

Your cart is empty

Continue shopping
Have an account?
Log in to check out faster.
Country/region United Kingdom | GBP £
  • Austria Austria(EUR €)
  • Belarus Belarus(GBP £)
  • Belgium Belgium(EUR €)
  • Bulgaria Bulgaria(EUR €)
  • Canada Canada(CAD $)
  • Czechia Czechia(CZK Kč)
  • Denmark Denmark(DKK kr.)
  • Estonia Estonia(EUR €)
  • Finland Finland(EUR €)
  • France France(EUR €)
  • Germany Germany(EUR €)
  • Greece Greece(EUR €)
  • Hungary Hungary(HUF Ft)
  • Iceland Iceland(ISK kr)
  • Ireland Ireland(GBP £)
  • Italy Italy(EUR €)
  • Latvia Latvia(EUR €)
  • Liechtenstein Liechtenstein(CHF CHF)
  • Lithuania Lithuania(EUR €)
  • Luxembourg Luxembourg(EUR €)
  • Malta Malta(EUR €)
  • Monaco Monaco(EUR €)
  • Netherlands Netherlands(EUR €)
  • Norway Norway(GBP £)
  • Portugal Portugal(EUR €)
  • Slovakia Slovakia(EUR €)
  • Slovenia Slovenia(EUR €)
  • Spain Spain(EUR €)
  • Sweden Sweden(SEK kr)
  • Switzerland Switzerland(CHF CHF)
  • Türkiye Türkiye(GBP £)
  • Ukraine Ukraine(UAH ₴)
  • United Kingdom United Kingdom(GBP £)
  • United States United States(USD $)
View details

Subscribe now

Subscribe now and get 15% off your first purchase!

00 d

:

00 h

:

00 m

Timer complete message
  • Facebook
  • Instagram
Are you sure?
  • Choosing a selection results in a full page refresh.
  • Opens in a new window.