SO-ME
    WomenMenBrandsEdits
    Clothing
    • Activewear
    • Dresses
    • Nightwear & Loungewear
    • One-Pieces
    • Outerwear
    • Outfit Sets
    • Shirts & Tops
    • Shorts
    • Skirts
    • Suits
    • Swimwear
    • Trousers & Jeans
    • Underwear & Socks
    Accessories
    • Belts
    • Gloves & Mittens
    • Hair Accessories
    • Hats
    • Scarves & Snoods
    • Sunglasses
    • Ties
    Bags
    • Handbags
    • Wallets & Money Clips
    Jewellery
    • Anklets
    • Bracelets
    • Earrings
    • Necklaces
    • Rings
    • Watches
    Shoes→
    Clothing
    • Activewear
    • Dresses
    • Nightwear & Loungewear
    • Outerwear
    • Outfit Sets
    • Shirts & Tops
    • Shorts
    • Suits
    • Swimwear
    • Trousers & Jeans
    • Underwear & Socks
    Accessories
    • Belts
    • Gloves & Mittens
    • Hats
    • Scarves & Snoods
    • Sunglasses
    • Ties
    Bags
    • Handbags
    • Wallets & Money Clips
    Jewellery
    • Bracelets
    • Earrings
    • Necklaces
    • Rings
    • Watches
    Shoes→
    SO-ME
    Women
    ClothingActivewearDressesNightwear & LoungewearOne-PiecesOuterwearOutfit SetsShirts & TopsShortsSkirtsSuitsSwimwearTrousers & JeansUnderwear & Socks
    AccessoriesBeltsGloves & MittensHair AccessoriesHatsScarves & SnoodsSunglassesTies
    BagsHandbagsWallets & Money Clips
    JewelleryAnkletsBraceletsEarringsNecklacesRingsWatches
    Shoes
    Men
    ClothingActivewearDressesNightwear & LoungewearOuterwearOutfit SetsShirts & TopsShortsSuitsSwimwearTrousers & JeansUnderwear & Socks
    AccessoriesBeltsGloves & MittensHatsScarves & SnoodsSunglassesTies
    BagsHandbagsWallets & Money Clips
    JewelleryBraceletsEarringsNecklacesRingsWatches
    Shoes
    HomeFavoritesChatProfile

    Help

    • Help Centre
    • Shipping policy
    • Returns policy
    • Refund policy
    • Payments
    • Contact

    About

    • Our Story
    • How ranking works
    • Edits
    • Become a partner
    • Careers

    Shop

    • Women
    • Men
    • All Genders
    • Brands

    Stay Connected

    Get the latest on sustainable fashion, new arrivals, and exclusive offers.

    View our Privacy Policy

    Follow Us

    SO-MESO-ME

    © 2026 SO-ME. All rights reserved.

    SO-ME is a trading name of SO-ME App Ltd. Registered in England and Wales. Toward Studio, Cambrian Buildings, Cardiff CF10 5FL. SO-ME earns commission from qualifying purchases. This does not affect pricing.

    • Terms of Use|
    • Privacy Policy|
    • Cookies Policy|
    • Intellectual Property|
    • Affiliate Disclosure|

    Windsor Smith Brown Leather Chelsea Ankle Boots

    Windsor Smith Windsor Smith Men's Leather Chelsea Ankle Boots - Sergio in Brown - 1
    Windsor Smith Windsor Smith Men's Leather Chelsea Ankle Boots - Sergio in Brown - 1
    Windsor Smith Windsor Smith Men's Leather Chelsea Ankle Boots - Sergio in Brown - 2
    Windsor Smith Windsor Smith Men's Leather Chelsea Ankle Boots - Sergio in Brown - 3
    Windsor Smith Windsor Smith Men's Leather Chelsea Ankle Boots - Sergio in Brown - 4
    Men/Clothing & Accessories/Shoes
    Windsor Smith

    Windsor Smith Brown Leather Chelsea Ankle Boots

    £99.99
    CasualWork

    Perfect For

    CasualWork

    Colour

    brown
    brownblack

    Sizes: 6 / 8

    Prices and availability shown may vary from the retailer's website. Please check the retailer for current pricing and stock.

    Product Description

    Sophisticated Chelsea ankle boots in brown leather with a distressed finish. Featuring an elastic side gusset and a pull tab for easy on-and-off. The round toe and lightweight sole ensure comfort and style.

    Delivery & Returns

    Debenhams — £3.99 standard delivery, free over £50.00 via Standard, typically 3-5 working days.

    Debenhams deducts £1.99 from your refund to cover the return label. Returns accepted within 28 days of delivery.

    View Debenhams's returns policy
    Key Features
    • •Brand: Windsor Smith
    • •Distressed leather with a waxy/oil finish
    • •Elastic side gusset for easy wear
    • •Pull tab at the back for convenience
    • •Round toe and lightweight sole
    Product Description

    Sophisticated Chelsea ankle boots in brown leather with a distressed finish. Featuring an elastic side gusset and a pull tab for easy on-and-off. The round toe and lightweight sole ensure comfort and style.

    Delivery & Returns

    Debenhams — £3.99 standard delivery, free over £50.00 via Standard, typically 3-5 working days.

    Debenhams deducts £1.99 from your refund to cover the return label. Returns accepted within 28 days of delivery.

    View Debenhams's returns policy

    Looking for similar styles? Browse more shoes from Windsor Smith, casual shoes, all shoes, or everything from Windsor Smith.

    Reviews

    Write a review

    0 / 2000

    Frequently asked questions

    What occasions is the Windsor Smith Brown Leather Chelsea Ankle Boots suitable for?

    The Windsor Smith Brown Leather Chelsea Ankle Boots is ideal for casual, everyday, work.

    How do I style the Windsor Smith Brown Leather Chelsea Ankle Boots?

    Pair with dark wash slim jeans and a navy blazer for a smart-casual look.

    What is the Windsor Smith Brown Leather Chelsea Ankle Boots made from?

    The Windsor Smith Brown Leather Chelsea Ankle Boots is made from leather.

    What sizes does the Windsor Smith Brown Leather Chelsea Ankle Boots come in?

    The Windsor Smith Brown Leather Chelsea Ankle Boots is available in sizes 6, 8.

    Key Features & Material
    • •Brand: Windsor Smith
    • •Distressed leather with a waxy/oil finish
    • •Elastic side gusset for easy wear
    • •Pull tab at the back for convenience
    • •Round toe and lightweight sole
    Conscious Choice

    Pre-loved Alternatives

    View All

    Second-hand alternatives to the Windsor Smith Brown Leather Chelsea Ankle Boots on Vinted, Depop and other UK resellers.

    ASOS Baggy Jeans
    Pre-loved
    ASOS

    ASOS Beige Baggy Jeans for Men

    £12.00
    ASOS Men’s jeans
    Pre-loved
    ASOS

    ASOS Light Blue Men's Jeans

    £5.00
    ASOS Men’s Asos Grey Suit Trousers
    Pre-loved
    ASOS

    ASOS Grey Suit Trousers for Men

    £6.00
    ASOS Green tartan suit trousers 34L
    Pre-loved
    ASOS

    ASOS Green Tartan Suit Trousers 34L

    £4.00
    ASOS Men’s Asos Suit/Smart Trousers
    Pre-loved
    ASOS

    ASOS Brown Smart Trousers for Men

    £3.00
    ASOS Asos Mens smart trousers
    Pre-loved
    ASOS

    ASOS Navy Smart Men's Trousers

    £5.00
    Skopes BN Skopes men's Newark kakhi brown corduroy jacket blazer size 46 R
    Pre-loved
    Skopes

    Skopes Brown Corduroy Blazer Jacket

    £20.00
    ASOS Black jeans
    Pre-loved
    ASOS

    ASOS Black Straight Fit Jeans

    £7.00
    Load More

    Similar Items

    View All

    More items for casual and everyday wear from across SO-ME.

    Windsor Smith Windsor Smith Men's Leather Casual Chelsea Boots - Beau in Black
    Windsor Smith

    Windsor Smith Men's Black Leather Chelsea Boots

    £119.99
    SOLE SOLE Men's Bolt Ankle Boots in Tan
    SOLE

    SOLE Tan Leather Ankle Boots for Men

    £82.00
    Threadbare Threadbare Men's Faux Leather Slip On Chelsea Boots in Brown
    Threadbare

    Threadbare Men's Brown Faux Leather Chelsea Boots

    £40.00
    Windsor Smith Windsor Smith Men's Leather Military Lace-Up Combat Boots - Willem in Maroon
    Windsor Smith

    Windsor Smith Maroon Leather Military Boots

    £119.99
    Windsor Smith Windsor Smith Men's Leather Casual Desert Boots - Sebastien in Black
    Windsor Smith

    Windsor Smith Black Leather Desert Boots

    £109.99
    KG Kurt Geiger KG Kurt Geiger Men's 'Phoenix' Leather Boots in Brown
    KG Kurt Geiger

    KG Kurt Geiger Brown Leather Chelsea Boots

    £99.00
    Marks & Spencer M&S Suedette Loafers Stone
    Marks & Spencer

    M&S Suedette Loafers Stone

    £40.00
    SOLE SOLE Men's Jupiter Chelsea Boots in Brown
    SOLE

    SOLE Men's Brown Jupiter Chelsea Boots

    £72.00
    Load More