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Mens Ankle Boots

Elevate your footwear collection with a selection of stylish men's ankle boots. From classic designs by Deakins and Ben Sherman to contemporary options from Henleys, find the perfect pair to complete any outfit. These versatile boots offer both comfort and fashion, ideal for transitioning between seasons and occasions.

168
Styles
Page 2 of 2
  • Half Price or Less

    Deakins
    Mens Morley Chelsea Boots Chocolate

    £24.99
    RRP£69.99
  • Half Price or Less

    Original Penguin
    Mens Bale Boots Black

    £24.99
    RRP£94.99
  • Half Price or Less

    Brave Soul
    Mens Garret Chelsea Boots Brown

    £19.99
    RRP£66.99
  • Half Price or Less

    Brave Soul
    Mens Garret Chelsea Boots Black

    £16.99
    RRP£66.99
  • Half Price or Less

    Base London
    Mens Jim Chukka Boots Brown

    £29.99
    RRP£99.99
  • Half Price or Less

    Base London
    Mens Barnes Suede Chukka Boots Suede Navy

    £29.99
    RRP£89.99
  • Half Price or Less

    NICCE
    Mens Enfield Boots Wheat/​Black

    £19.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Garcia Suede Chukka Chelsea Boots Black

    £21.99
    RRP£89.99
  • Clearance

    Deakins
    Mens Matterhorn Chelsea Boots Black

    £34.99
    RRP£89.99
  • Half Price or Less

    Chatham Marine
    Mens Wells Boots Chocolate

    £39.99
    RRP£119.99
  • Half Price or Less

    Deakins
    Mens Harris Biker Boots Brown

    £29.99
    RRP£79.99
  • Clearance

    Crosshatch
    Mens Blissford Boots Brown

    £9.99
    RRP£59.99
  • Clearance

    Base London
    Mens Barnes Suede Chukka Boots Suede Brown

    £24.99
    RRP£89.99
  • Price Cut

    adidas
    Mens X Moon Boot Ace Mid Boots Matte Silver/​Core Black/​Lucid Red

    £49.99
    RRP£169.99
  • Clearance

    Chatham Marine
    Mens Orton Boots Chocolate

    £39.99
    RRP£119.99
  • Clearance

    GEOX
    Mens Massimiano Chelsea Boots Dark Brown

    £39.99
    RRP£109.99
  • Half Price or Less

    Original Penguin
    Mens Norway Chukka Boots Tan

    £32.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Vincent Chelsea Boots Black

    £29.99
    RRP£109.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Navy/​Tan

    £29.99
    RRP£79.99
  • Half Price or Less

    Original Penguin
    Mens Norway Chukka Boots Black

    £32.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Durham Chelsea Boots Tan Burnish

    £31.99
    RRP£79.99
  • Half Price or Less

    SKECHERS
    Mens Evenston Chukka Boots Dark Brown

    £44.99
    RRP£99.99
  • Half Price or Less

    Chatham Marine
    Mens Malvern Boots Brown

    £41.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Boyce Chukka Boots Black

    £26.99
    RRP£69.99
  • Clearance

    Deakins
    Mens Oxford Boots Dark Wheat

    £24.99
    RRP£79.99
  • Half Price or Less

    Base London
    Mens Ben Derby Boots Dark Tan

    £39.99
    RRP£99.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Brier/​Brown

    £44.99
    RRP£109.99
  • Half Price or Less

    Ben Sherman
    Mens Tram Toe Cap Boots Black

    £34.99
    RRP£119.99
  • Half Price or Less

    Bench
    Mens Lever Boots Black

    £39.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Chesterley Chelsea Boots Brown IMI Suede

    £29.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Rivington Boots Cola

    £24.99
    RRP£69.99
  • Half Price or Less

    Original Penguin
    Mens Banish Boots Tan

    £24.99
    RRP£99.99
  • Half Price or Less

    Ben Sherman
    Mens Townshend 2 Chukka Boots Navy

    £21.99
    RRP£99.99
  • Half Price or Less

    883 Police
    Mens Terro Chukka Boots Brown

    £24.99
    RRP£79.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Black

    £54.99
    RRP£109.99
  • Half Price or Less

    Deakins
    Mens Meanwood Chukka Boots Brown

    £29.99
    RRP£79.99
  • Bench
    Mens Newton Chelsea Boots Black

    £49.99
    RRP£89.99
  • Half Price or Less

    Chatham Marine
    Mens Wenlock Chelsea Boots Black

    £44.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Brooks Brogue Boots Tan

    £29.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Meanwood Chukka Boots Charcoal/​Tan

    £29.99
    RRP£79.99
  • Half Price or Less

    Chatham Marine
    Mens Orton Boots Tan

    £44.99
    RRP£119.99
  • Fluid
    Mens Camden Casual Chelsea Boots Black

    £14.99
  • Half Price or Less

    Ben Sherman
    Mens Hemmings Suede Chukka Boots Black

    £29.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Baron Leather Chelsea Boots Tan

    £41.99
    RRP£119.99
  • Half Price or Less

    Ben Sherman
    Mens Baron Leather Chelsea Boots Black

    £41.99
    RRP£119.99
  • Half Price or Less

    Ben Sherman
    Mens Carlton Chukka Boots Tan/​Brown

    £34.99
    RRP£79.99
  • Half Price or Less

    Base London
    Mens Dave Toe Cap Boots Dark Tan

    £34.99
    RRP£99.99
  • Half Price or Less

    Deakins
    Mens Eastside Brogue Chelsea Boots Black

    £27.99
    RRP£79.99
  • Half Price or Less

    Sperry
    Mens Freeport Lug Chukka Boots Dark Brown Leather

    £59.99
    RRP£119.99
  • Half Price or Less

    Deakins
    Mens Brooks Brogue Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    Brave Soul
    Mens Sawyer Boots Black

    £21.99
    RRP£66.99
  • Half Price or Less

    Ben Sherman
    Mens Vincent Chelsea Boots Tan

    £19.99
    RRP£109.99
  • Half Price or Less

    Hush Puppies
    Mens Bronko Chukka Boots Tan Nubuck/​Brown

    £24.99
    RRP£89.99
  • Clearance

    Crosshatch
    Mens Blissford Boots Black Mono

    £9.99
    RRP£59.99
  • Clearance

    GEOX
    Mens Baltimoore Chukka Boots Navy

    £44.99
    RRP£129.99
  • Clearance

    Chatham Marine
    Mens Malvern Boots Black

    £34.99
    RRP£89.99
  • Clearance

    883 Police
    Mens Terro Chukka Boots Black

    £19.99
    RRP£79.99
  • Clearance

    ECCO
    Mens Helsinki 2 Leather Chelsea Boots Black

    £59.99
    RRP£159.99
  • Clearance

    ECCO
    Mens Helsinki 2 Nubuck Chelsea Boots Black

    £59.99
    RRP£159.99
  • Clearance

    GEOX
    Mens Brayden Chelsea Boots Black

    £59.99
    RRP£159.99
  • Clearance

    Hush Puppies
    Mens Gary Chelsea Boots Black

    £19.99
    RRP£89.99
  • Clearance

    Hush Puppies
    Mens Grover Boots Brown

    £19.99
    RRP£69.99
  • Clearance

    Deakins
    Mens Silo Chelsea Boots Black

    £14.99
    RRP£69.99
  • Clearance

    GEOX
    Mens Granito Boots Ochre

    £54.99
    RRP£139.99
  • Clearance

    Deakins
    Mens Franklin Side Zip Boots Black

    £19.99
    RRP£69.99
  • Clearance

    Bench
    Mens Shilton Chelsea Boots Chestnut

    £34.99
    RRP£89.99
  • Clearance

    Base London
    Mens Jim Chukka Boots Black

    £29.99
    RRP£99.99
  • Clearance

    UGG®
    Mens Maxxer Mini Boots Chestnut

    £54.99
    RRP£159.99
  • Clearance

    Hush Puppies
    Mens Tyson Chukka Boots Brown Leather

    £29.99
    RRP£89.99
  • Clearance

    Timberland
    Mens Euro Hiker Mid Boots Dark Brown Nubuck

    £69.99
    RRP£154.99
  • Price Cut

    Cole Haan
    Mens Original Grand Cityspectre Chelsea Boots Black/​Black

    £59.99
    RRP£189.99
  • Clearance

    JACK & JONES
    Mens Alaska PU Nubuck Boots Honey

    £19.99
    RRP£59.99
Page 2 of 2 - 168 Styles
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