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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.

222
Styles
Page 1 of 3
  • SKECHERS
    Mens Relment-Pelmo Shoes Grey

    £54.99
    RRP£93.99
  • SKECHERS
    Mens Bregman Morago Chelsea Boots Cognac

    £59.99
    RRP£94.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Tan

    £29.99
    RRP£79.99
  • Half Price or Less

    Sprayway
    Mens Higger Mid Hydrodry Waterproof Trail Walking Boots Black/​Charcoal/​Tango Red

    £49.99
    RRP£119.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Black

    £19.99
    RRP£59.99
  • Clearance

    Sprayway
    Mens Burbage Mid Hydrodry Waterproof Walking Boots Navy

    £39.99
    RRP£99.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Charcoal

    £19.99
    RRP£59.99
  • SKECHERS
    Mens Bregman Morago Chelsea Boots Black

    £59.99
    RRP£94.99
  • Half Price or Less

    Sprayway
    Mens Burbage Mid Hydrodry Waterproof Walking Boots Black

    £44.99
    RRP£99.99
  • SKECHERS
    Mens Respected Boswell Boots Dark Brown

    £59.99
    RRP£94.99
  • Price Drop

    Sprayway
    Mens Higger Mid Hydrodry Waterproof Trail Walking Boots New Olive

    £39.99
    RRP£119.99
  • Price Drop

    Ben Sherman
    Mens Chesterley Chelsea Boots Black Grain/​Black Sole

    £34.99
    RRP£89.99
  • Clearance

    Timberland
    Mens Premium 6 Inch Lace Up Boots Black Nubuck W Wheat

    £74.99
    RRP£189.99
  • Price Drop

    Ben Sherman
    Mens Hampton Chukka Boots Brown

    £29.99
    RRP£94.99
  • Half Price or Less

    Deakins
    Mens Barried Strap Work Boots Tan

    £27.99
    RRP£79.99
  • Half Price or Less

    Ben Sherman
    Mens Templeton Brogue Boots Black

    £34.99
    RRP£119.99
  • Half Price or Less

    NICCE
    Mens Cranford Boots Wheat

    £27.99
    RRP£89.99
  • New In

    adidas
    Mens Terrex Skychaser AX5 Walking Shoes Cardboard/​Blanch Cargo/​Pure Teal

    £49.99
    RRP£84.99
  • Price Drop

    SKECHERS
    Mens Respected Boswell Boots Black

    £56.99
    RRP£94.99
  • Clearance

    Deakins
    Mens Boyce Chukka Boots Mid Brown

    £19.99
    RRP£69.99
  • Price Drop

    Henleys
    Mens Travis Boots Yellow

    £19.99
    RRP£59.99
  • New In

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

    £69.99
    RRP£169.99
  • Half Price or Less

    Ben Sherman
    Mens Templeton Brogue Boots Tan Burnish

    £34.99
    RRP£119.99
  • Half Price or Less

    Chatham Marine
    Mens Malvern Boots Brown

    £41.99
    RRP£89.99
  • Half Price or Less

    Sprayway
    Mens Burbage Low Hydrodry Waterproof Walking Shoes Navy

    £39.99
    RRP£94.99
  • Half Price or Less

    Deakins
    Mens Morley Chelsea Boots Chocolate

    £24.99
    RRP£69.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Chestnut/​Brown

    £44.99
    RRP£109.99
  • Price Drop

    SKECHERS
    Mens Harper Melden Boots Chocolate

    £39.99
    RRP£89.99
  • Half Price or Less

    Original Penguin
    Mens Norway Chukka Boots Cognac

    £32.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Harris Biker Boots Brown

    £29.99
    RRP£79.99
  • Clearance

    Deakins
    Mens Morley Chelsea Boots Sand

    £21.99
    RRP£69.99
  • Half Price or Less

    Deakins
    Mens Leo Mid Boots Tan/​Khaki

    £27.99
    RRP£79.99
  • Price Drop

    Henleys
    Mens Travis Boots Navy

    £19.99
    RRP£59.99
  • Price Drop

    Ben Sherman
    Mens Durham Chelsea Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    Sprayway
    Mens Burbage Low Hydrodry Waterproof Walking Shoes Black

    £39.99
    RRP£94.99
  • Price Drop

    Base London
    Mens Bernard Chelsea Boots Brown

    £36.99
    RRP£99.99
  • Clearance

    Hush Puppies
    Mens Grover Boots Black

    £44.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Duke Leather Brogue Boots Tan

    £39.99
    RRP£119.99
  • Clearance

    Timberland
    Mens Premium 6 Inch Lace Up Boots Black Nubuck W Dark Green

    £79.99
    RRP£189.99
  • Price Drop

    Chatham Marine
    Mens Quantock Boots Walnut

    £41.99
    RRP£119.99
  • Price Drop

    Bench
    Mens Lever Boots Brier

    £39.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Black

    £29.99
    RRP£79.99
  • Bench
    Mens Thomas Boots Black

    £49.99
    RRP£89.99
  • Price Drop

    Bench
    Mens Lever Boots Chestnut

    £39.99
    RRP£89.99
  • Price Drop

    SKECHERS
    Mens Harper Melden Boots Black

    £41.99
    RRP£89.99
  • Half Price or Less

    Chatham Marine
    Mens Orton Boots Tan

    £44.99
    RRP£119.99
  • Bench
    Mens Thomas Boots Brier

    £49.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Duke Leather Brogue Boots Black

    £41.99
    RRP£119.99
  • Half Price or Less

    GEOX
    Mens Baltimoore Chukka Boots Ochre

    £59.99
    RRP£129.99
  • Price Drop

    Ben Sherman
    Mens Tribute Chelsea Boots Black

    £29.99
    RRP£119.99
  • Half Price or Less

    883 Police
    Mens Helix Chelsea Boots Black

    £24.99
    RRP£69.99
  • Half Price or Less

    Deakins
    Mens Barrie Strap Work Boots Black

    £29.99
    RRP£79.99
  • Price Drop

    Base London
    Mens Ben Derby Boots Dark Tan

    £39.99
    RRP£99.99
  • Clearance

    Gant
    Mens Prepdale Chelsea Boots Tobacco Brown

    £99.99
    RRP£194.99
  • Half Price or Less

    Ben Sherman
    Mens Durham Chelsea Boots Tan Burnish

    £31.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Dark Wheat

    £29.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Boyce Chukka Boots Black

    £26.99
    RRP£69.99
  • Half Price or Less

    Ben Sherman
    Mens Baron Leather Chelsea Boots Tan

    £41.99
    RRP£119.99
  • Price Drop

    Ben Sherman
    Mens Tribute Chelsea Boots New Tan Burnish

    £27.99
    RRP£119.99
  • Half Price or Less

    Deakins
    Mens Harris Biker Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Leo Mid Boots Black

    £27.99
    RRP£79.99
  • Half Price or Less

    Hush Puppies
    Mens Eagle Chelsea Boots Black

    £39.99
    RRP£84.99
  • Half Price or Less

    French Connection
    Mens Workwear Boots Black

    £34.99
    RRP£119.99
  • Price Drop

    Bench
    Mens Lever Boots Black

    £39.99
    RRP£89.99
  • Half Price or Less

    Base London
    Mens Bernard Chelsea Boots Tan

    £39.99
    RRP£99.99
  • Bench
    Mens Thomas Boots Chestnut

    £49.99
    RRP£89.99
  • Half Price or Less

    Hush Puppies
    Mens Tyson Chukka Boots Brown Leather

    £39.99
    RRP£89.99
  • Mad Wax
    Mens Tenyson Chelsea Boots Black

    £29.99
  • Price Drop

    Deakins
    Mens Leo Mid Boots Brown

    £21.99
    RRP£79.99
  • Bench
    Mens Newton Chelsea Boots Black

    £49.99
    RRP£89.99
  • Half Price or Less

    French Connection
    Mens Suede Chelsea Boots Black

    £34.99
    RRP£119.99
  • Clearance

    Sprayway
    Mens Glencoe Hydrodry Waterproof Trail Walking Boots Madder Brown/​Orange

    £39.99
    RRP£119.99
  • Clearance

    Base London
    Mens Jim Chukka Boots Black

    £29.99
    RRP£99.99
  • Hush Puppies
    Mens Gavin Chelsea Boots Brown

    £49.99
    RRP£89.99
  • Price Drop

    Chatham Marine
    Mens Wells Boots Chocolate

    £39.99
    RRP£119.99
  • Half Price or Less

    Base London
    Mens Jim Chukka Boots Brown

    £29.99
    RRP£99.99
  • Price Cut

    GEOX
    Mens Spherica Boots Dark Brown/​Black Dk Brown/​ Black

    £79.99
    RRP£169.99
  • Price Drop

    Hush Puppies
    Mens Bronko Chukka Boots Navy Nubuck/​Tan

    £39.99
    RRP£79.99
  • Price Drop

    Ben Sherman
    Mens Chesterley Toe Cap Boots Black Tumble

    £29.99
    RRP£89.99
  • Clearance

    883 Police
    Mens Terro Chukka Boots Black

    £19.99
    RRP£79.99
  • Clearance

    Hush Puppies
    Mens Shaun Chelsea Boots Sand

    £24.99
    RRP£74.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Black

    £54.99
    RRP£109.99
  • Half Price or Less

    French Connection
    Mens Workwear Boots Conker

    £39.99
    RRP£119.99
  • Half Price or Less

    Ben Sherman
    Mens Bonneville Brogue Boots Caramel

    £34.99
    RRP£109.99
  • Clearance

    SKECHERS
    Mens Garza Fontaine Boots Chocolate

    £34.99
    RRP£89.99
  • Cole Haan
    Mens Original Grand Cityspectre Chelsea Boots Black/​Black

    £99.99
    RRP£189.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Camel

    £49.99
    RRP£109.99
  • Price Drop

    Deakins
    Mens Sanderson Chukka Boots Tan

    £24.99
    RRP£79.99
  • Half Price or Less

    Hush Puppies
    Mens Dean Boots Tan

    £44.99
    RRP£94.99
  • Price Drop

    Ben Sherman
    Mens Chesterley Toe Cap Boots Brown

    £29.99
    RRP£89.99
  • Clearance

    Deakins
    Mens Cooper Chukka Boots Tan

    £19.99
    RRP£79.99
  • Price Drop

    Deakins
    Mens Cooper Chukka Boots Navy

    £19.99
    RRP£79.99
  • Price Drop

    GEOX
    Mens Brayden Chelsea Boots Black

    £69.99
    RRP£159.99
  • Half Price or Less

    Chatham Marine
    Mens Malvern Boots Black

    £39.99
    RRP£89.99
  • Price Cut

    Fluid
    Mens Camden Casual Chelsea Boots Black

    £14.99
  • Price Drop

    Deakins
    Mens Everest Boots Mid Brown

    £24.99
    RRP£89.99
Page 1 of 3 - 222 Styles
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