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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 1 of 2
  • Half Price or Less

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

    £39.99
    RRP£119.99
  • SKECHERS
    Mens Respected Boswell Boots Black

    £56.99
    RRP£94.99
  • Half Price or Less

    Ben Sherman
    Mens Templeton Brogue Boots Tan Burnish

    £34.99
    RRP£119.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Black

    £19.99
    RRP£59.99
  • Back in Stock

    Hush Puppies
    Mens Eagle Chelsea Boots Black

    £39.99
    RRP£84.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Tan

    £29.99
    RRP£79.99
  • SKECHERS
    Mens Relment-Pelmo Shoes Grey

    £54.99
    RRP£93.99
  • SKECHERS
    Mens Respected Boswell Boots Dark Brown

    £59.99
    RRP£94.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Yellow

    £19.99
    RRP£59.99
  • Half Price or Less

    Ben Sherman
    Mens Templeton Brogue Boots Black

    £34.99
    RRP£119.99
  • SKECHERS
    Mens Bregman Morago Chelsea Boots Black

    £59.99
    RRP£94.99
  • SKECHERS
    Mens Bregman Morago Chelsea Boots Cognac

    £59.99
    RRP£94.99
  • Half Price or Less

    Deakins
    Mens Sanderson Chukka Boots Tan

    £29.99
    RRP£79.99
  • Half Price or Less

    Sprayway
    Mens Burbage Mid Hydrodry Waterproof Walking Boots Black

    £34.99
    RRP£99.99
  • Half Price or Less

    French Connection
    Mens Workwear Boots Black

    £34.99
    RRP£119.99
  • Price Cut

    Sprayway
    Mens Burbage Mid Hydrodry Waterproof Walking Boots Navy

    £32.99
    RRP£99.99
  • Half Price or Less

    NICCE
    Mens Cranford Boots Wheat

    £27.99
    RRP£89.99
  • Half Price or Less

    Base London
    Mens Bernard Chelsea Boots Brown

    £36.99
    RRP£99.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Camel

    £49.99
    RRP£109.99
  • Half Price or Less

    Deakins
    Mens Leo Mid Boots Tan/​Khaki

    £27.99
    RRP£79.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Charcoal

    £19.99
    RRP£59.99
  • Bench
    Mens Thomas Boots Chestnut

    £49.99
    RRP£89.99
  • Mad Wax
    Mens Tenyson Chelsea Boots Black

    £29.99
  • Half Price or Less

    Henleys
    Mens Travis Boots Navy

    £19.99
    RRP£59.99
  • Half Price or Less

    French Connection
    Mens Workwear Boots Conker

    £39.99
    RRP£119.99
  • Half Price or Less

    Deakins
    Mens Everest Boots Mid Brown

    £34.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Haigh Boots Tan

    £29.99
    RRP£74.99
  • Half Price or Less

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

    £79.99
    RRP£189.99
  • Half Price or Less

    Brave Soul
    Mens Sawyer Boots Brown

    £19.99
    RRP£66.99
  • Half Price or Less

    Deakins
    Mens Trail Boots Mid Brown

    £34.99
    RRP£99.99
  • Half Price or Less

    Ben Sherman
    Mens Duke Leather Brogue Boots Tan

    £39.99
    RRP£119.99
  • Fluid
    Mens Merton Toe Cap Boots Brown

    £24.99
  • Half Price or Less

    Ben Sherman
    Mens Tribute Chelsea Boots New Tan Burnish

    £27.99
    RRP£119.99
  • Bench
    Mens Thomas Boots Brier

    £49.99
    RRP£89.99
  • Clearance

    GEOX
    Mens Spherica Actif Boots Black

    £69.99
    RRP£169.99
  • Half Price or Less

    Deakins
    Mens Barrie Strap Work Boots Brown

    £29.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Sanderson Chukka Boots Brown Suede

    £29.99
    RRP£79.99
  • Half Price or Less

    Ben Sherman
    Mens Hampton Chukka Boots Black Waxy

    £34.99
    RRP£94.99
  • Half Price or Less

    Ben Sherman
    Mens Garcia Chelsea Boots Sand Suede

    £24.99
    RRP£89.99
  • Half Price or Less

    Bench
    Mens Oldham Aviator Boots Chestnut/​Brown

    £44.99
    RRP£109.99
  • Back in Stock

    Deakins
    Mens Rivington Boots Black

    £26.99
    RRP£69.99
  • Half Price or Less

    Deakins
    Mens Cooper Chukka Boots Navy

    £19.99
    RRP£79.99
  • Clearance

    NICCE
    Mens Kopolo Boots Khaki/​Dark Khaki/​Black

    £9.99
    RRP£89.99
  • Bench
    Mens Thomas Boots Black

    £49.99
    RRP£89.99
  • Clearance

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

    £69.99
    RRP£169.99
  • Price Cut

    Cole Haan
    Mens Original Grand Cityspectre Chelsea Boots Woodbury/​Dark Natural

    £79.99
    RRP£189.99
  • Half Price or Less

    Base London
    Mens Bernard Chelsea Boots Tan

    £39.99
    RRP£99.99
  • Half Price or Less

    Hush Puppies
    Mens Bronko Chukka Boots Brown Crazy Horse Leather

    £34.99
    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 Finton Chukka Boots Black Leather/​Black Sole

    £29.99
    RRP£84.99
  • Half Price or Less

    French Connection
    Mens Suede Chelsea Boots Black

    £34.99
    RRP£119.99
  • Half Price or Less

    French Connection
    Mens s PU Chelsea Boots Tan

    £24.99
    RRP£119.99
  • Clearance

    Deakins
    Mens Morley Chelsea Boots Sand

    £21.99
    RRP£69.99
  • Clearance

    Chatham Marine
    Mens Wells Boots Walnut

    £39.99
    RRP£119.99
  • Price Cut

    GEOX
    Mens Meiern Chelsea Boots Coffee

    £49.99
    RRP£119.99
  • Half Price or Less

    Deakins
    Mens Harris Biker Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    Hush Puppies
    Mens Bronko Chukka Boots Navy Nubuck/​Tan

    £39.99
    RRP£79.99
  • SKECHERS
    Mens Evenston Chukka Boots Black

    £54.99
    RRP£99.99
  • Half Price or Less

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

    £34.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Barrie Strap Work Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Rivington Boots Brown PU

    £26.99
    RRP£69.99
  • Half Price or Less

    SKECHERS
    Mens Harper Melden Boots Chocolate

    £39.99
    RRP£89.99
  • Half Price or Less

    Chatham Marine
    Mens Quantock Boots Walnut

    £41.99
    RRP£119.99
  • Clearance

    NICCE
    Mens Cranford Boots Black

    £14.99
    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 Rivington Boots Taupe Sand Suede

    £26.99
    RRP£69.99
  • Half Price or Less

    Hush Puppies
    Mens Dean Boots Tan

    £44.99
    RRP£94.99
  • Half Price or Less

    Bench
    Mens Shilton Chelsea Boots Camel

    £44.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Townshend 2 Chukka Boots Waxy Brown

    £34.99
    RRP£99.99
  • Half Price or Less

    Ben Sherman
    Mens Duke Leather Brogue Boots Black

    £41.99
    RRP£119.99
  • Half Price or Less

    Ben Sherman
    Mens Garcia Chelsea Boots Grey

    £29.99
    RRP£89.99
  • Half Price or Less

    Sperry
    Mens Freeport Lug Chukka Boots Tan Leather

    £49.99
    RRP£119.99
  • Half Price or Less

    Bench
    Mens Lever Boots Brier

    £39.99
    RRP£89.99
  • Clarks
    Mens ATL TrekHi GTX G-Fit Shoes Sand

    £69.99
    RRP£129.99
  • Half Price or Less

    Deakins
    Mens Matterhorn Chelsea Boots Mid Brown

    £34.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Durham Chelsea Boots Black

    £29.99
    RRP£79.99
  • Half Price or Less

    883 Police
    Mens Helix Chelsea Boots Black

    £24.99
    RRP£69.99
  • Half Price or Less

    Converse
    Mens Chuck Taylor All Star Malden Street Boots Bear Nap/​Toadstool Tan/​White

    £34.99
    RRP£79.99
  • Half Price or Less

    Ben Sherman
    Mens Tribute Chelsea Boots Black

    £29.99
    RRP£119.99
  • Hush Puppies
    Mens Gavin Chelsea Boots Black

    £49.99
    RRP£89.99
  • Hush Puppies
    Mens Gavin Chelsea Boots Brown

    £49.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Carlton Chukka Boots Brown/​Black

    £34.99
    RRP£79.99
  • Half Price or Less

    Deakins
    Mens Morley Chelsea Boots Black PU

    £19.99
    RRP£69.99
  • Half Price or Less

    Sprayway
    Mens Higger Mid Hydrodry Waterproof Trail Walking Boots New Olive

    £39.99
    RRP£119.99
  • Clearance

    Hush Puppies
    Mens Nixon Chukka Boots Black Leather

    £29.99
    RRP£89.99
  • Half Price or Less

    Bench
    Mens Lever Boots Chestnut

    £39.99
    RRP£89.99
  • Clearance

    NICCE
    Mens Kopolo Boots Black/​Coal

    £14.99
    RRP£89.99
  • Clearance

    Timberland
    Mens Originals Mid Boots Soil

    £39.99
    RRP£179.99
  • Clearance

    GEOX
    Mens Baltimoore Chukka Boots Ochre

    £49.99
    RRP£129.99
  • Half Price or Less

    Bench
    Mens Chorlton Boots Black/​Brown

    £29.99
    RRP£89.99
  • Bench
    Mens Thomas Boots Camel

    £49.99
    RRP£89.99
  • Half Price or Less

    Deakins
    Mens Everest Boots Black

    £34.99
    RRP£89.99
  • Half Price or Less

    883 Police
    Mens Helix Chelsea Boots Brown

    £24.99
    RRP£69.99
  • Half Price or Less

    Hush Puppies
    Mens Grover Boots Black

    £44.99
    RRP£89.99
  • Half Price or Less

    Ben Sherman
    Mens Bonneville Brogue Boots Caramel

    £34.99
    RRP£109.99
  • Half Price or Less

    Deakins
    Mens Oxford Boots Black

    £29.99
    RRP£79.99
Page 1 of 2 - 168 Styles
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