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Mens Chukka Boots

Get your money's worth and invest in a versatile chukka boot. Suitable for dressing up for a night out or dressing down for a quiet dinner, the great thing about men's chukka boots is that they go with almost any outfit. Smart, stylish & suitable to endure all UK seasons, get footwear that looks good and lasts.

53
Styles
Page 1 of 1
  • Half Price or Less
    Farah Mens Brookes Chukka Boots Tan

    Farah
    Mens Brookes Chukka Boots Tan

    £24.99
    RRP £79.99
  • Half Price or Less
    Farah Mens Brookes Chukka Boots Black

    Farah
    Mens Brookes Chukka Boots Black

    £24.99
    RRP £79.99
  • Half Price or Less
    Deakins Mens Bleeker Chukka Boots Tan

    Deakins
    Mens Bleeker Chukka Boots Tan

    £29.99
    RRP £74.99
  • SKECHERS Mens Bregman Calsen Chukka Boots Cognac

    SKECHERS
    Mens Bregman Calsen Chukka Boots Cognac

    £52.99
    RRP £84.99
  • Half Price or Less
    Farah Mens Brookes Boots Navy

    Farah
    Mens Brookes Boots Navy

    £24.99
    RRP £79.99
  • Half Price or Less
    Ben Sherman Mens Toby Chukka Boots Tan

    Ben Sherman
    Mens Toby Chukka Boots Tan

    £29.99
    RRP £89.99
  • Half Price or Less
    Brave Soul Mens Rory Boots Brown

    Brave Soul
    Mens Rory Boots Brown

    £22.99
    RRP £59.99
  • Clearance
    Ben Sherman Mens Townshend Chukka Boots Tan Suede/Tan Leather

    Ben Sherman
    Mens Townshend Chukka Boots Tan Suede/​Tan Leather

    £29.99
    RRP £84.99
  • Price Drop
    SKECHERS Mens Bregman Calsen Chukka Boots Black

    SKECHERS
    Mens Bregman Calsen Chukka Boots Black

    £44.99
    RRP £84.99
  • Clearance
    Sperry Mens Top-Sider A/O Lug Chukka Black

    Sperry
    Mens Top-Sider A/​O Lug Chukka Black

    £39.99
    RRP £164.99
  • Price Drop
    Sebago Mens Tatanka Eva Waxy Suede Chukka Boots Brown/Brown Cognac

    Sebago
    Mens Tatanka Eva Waxy Suede Chukka Boots Brown/​Brown Cognac

    £59.99
    RRP £169.99
  • Half Price or Less
    Ben Sherman Mens Hampton Chukka Boots Tan

    Ben Sherman
    Mens Hampton Chukka Boots Tan

    £36.99
    RRP £94.99
  • Price Drop
    Kickers Mens Daltrey Chukka Boots Black

    Kickers
    Mens Daltrey Chukka Boots Black

    £29.99
    RRP £104.99
  • Price Drop
    Fred Perry Mens Hawley Textured Leather Boots Black

    Fred Perry
    Mens Hawley Textured Leather Boots Black

    £44.99
    RRP £109.99
  • Price Drop
    Caterpillar Mens Trey 2.0 Boots Clove

    Caterpillar
    Mens Trey 2.0 Boots Clove

    £49.99
    RRP £109.99
  • Half Price or Less
    Ben Sherman Mens Hemmings Suede Chukka Boots Tan

    Ben Sherman
    Mens Hemmings Suede Chukka Boots Tan

    £29.99
    RRP £89.99
  • Clearance
    French Connection Mens Casual Chukka Boots Black

    French Connection
    Mens Casual Chukka Boots Black

    £24.99
    RRP £89.99
  • Price Drop
    Kickers Kick High Unlined Chukka Boots Dark Green

    Kickers
    Kick High Unlined Chukka Boots Dark Green

    £29.99
    RRP £98.99
  • Half Price or Less
    Ben Sherman Mens Prince Chukka Boots Black

    Ben Sherman
    Mens Prince Chukka Boots Black

    £39.99
    RRP £119.99
  • Clearance
    Base London Mens Beesly Chukka Boots Brown

    Base London
    Mens Beesly Chukka Boots Brown

    £32.99
    RRP £99.99
  • Price Drop
    JACK AND JONES Mens Winston Chukka Boots Brown

    JACK AND JONES
    Mens Winston Chukka Boots Brown

    £24.99
    RRP £59.99
  • Clearance
    Ben Sherman Mens Toby Chukka Boots Black

    Ben Sherman
    Mens Toby Chukka Boots Black

    £24.99
    RRP £89.99
  • Half Price or Less
    Crosshatch Mens Alistair Boots Wheat

    Crosshatch
    Mens Alistair Boots Wheat

    £19.99
    RRP £59.99
  • Price Drop
    Deakins Mens Leo Mid Boots Tan

    Deakins
    Mens Leo Mid Boots Tan

    £19.99
    RRP £79.99
  • Half Price or Less
    Ben Sherman Mens Prince Chukka Boots Tan

    Ben Sherman
    Mens Prince Chukka Boots Tan

    £44.99
    RRP £119.99
  • JACK AND JONES Mens Winston Chukka Boots Honey

    JACK AND JONES
    Mens Winston Chukka Boots Honey

    £34.99
    RRP £59.99
  • Price Drop
    GEOX Mens Spherica Chukka Boots Coffee

    GEOX
    Mens Spherica Chukka Boots Coffee

    £49.99
    RRP £139.99
  • Half Price or Less
    Deakins Mens Bleeker Chukka Boots Black

    Deakins
    Mens Bleeker Chukka Boots Black

    £29.99
    RRP £74.99
  • Half Price or Less
    Base London Mens Beesly Chukka Boots Black

    Base London
    Mens Beesly Chukka Boots Black

    £34.99
    RRP £99.99
  • Clearance
    GEOX Mens Spherica Chukka Boots Black

    GEOX
    Mens Spherica Chukka Boots Black

    £59.99
    RRP £139.99
  • Half Price or Less
    Lambretta Mens Chiswick Suede Chukka Boots Navy

    Lambretta
    Mens Chiswick Suede Chukka Boots Navy

    £26.99
    RRP £89.99
  • Half Price or Less
    Chatham Marine Mens Malvern Chukka Boots Dark Brown

    Chatham Marine
    Mens Malvern Chukka Boots Dark Brown

    £39.99
    RRP £89.99
  • Ben Sherman Mens Hampton Chukka Boots Brown

    Ben Sherman
    Mens Hampton Chukka Boots Brown

    £39.99
    RRP £94.99
    Sold Out
  • Price Drop
    Original Penguin Mens Norway Chukka Boots Charcoal Grey

    Original Penguin
    Mens Norway Chukka Boots Charcoal Grey

    £29.99
    RRP £89.99
  • Half Price or Less
    Lambretta Mens Chiswick Suede Chukka Boots Grey

    Lambretta
    Mens Chiswick Suede Chukka Boots Grey

    £27.99
    RRP £89.99
  • Half Price or Less
    GEOX Mens Adacter Chukka Boots Navy

    GEOX
    Mens Adacter Chukka Boots Navy

    £74.99
    RRP £149.99
  • Price Drop
    Sebago Mens Miwak Chukka Boots Brown/Dark Brown

    Sebago
    Mens Miwak Chukka Boots Brown/​Dark Brown

    £89.99
    RRP £274.99
  • Half Price or Less
    Sebago Mens Tatanka Eva Waxy Suede Chukka Boots Dark Brown/Dark Military

    Sebago
    Mens Tatanka Eva Waxy Suede Chukka Boots Dark Brown/​Dark Military

    £69.99
    RRP £169.99
  • Price Drop
    Sperry Mens Top-Sider A/O Plushwave Lug Chukka Boots Black

    Sperry
    Mens Top-Sider A/​O Plushwave Lug Chukka Boots Black

    £29.99
    RRP £149.99
  • Price Drop
    Sebago Mens Tatanka 2021 CH Pendleton Chukka Boots Brown Tan/Beige/Light Blue

    Sebago
    Mens Tatanka 2021 CH Pendleton Chukka Boots Brown Tan/​Beige/​Light Blue

    £109.99
    RRP £289.99
  • Half Price or Less
    Kickers Daltrey Chukka Boots Green

    Kickers
    Daltrey Chukka Boots Green

    £39.99
    RRP £104.99
  • Price Drop
    Sebago Mens Miwak Suede Canoe Moc Tumbled Chukka Boots Dark Brown/Dark Military

    Sebago
    Mens Miwak Suede Canoe Moc Tumbled Chukka Boots Dark Brown/​Dark Military

    £89.99
    RRP £279.99
  • Half Price or Less
    883 Police Mens Terro Chukka Boots Brown

    883 Police
    Mens Terro Chukka Boots Brown

    £34.99
    RRP £79.99
  • Clearance
    Ben Sherman Mens Townshend Chukka Boots Black Suede/Black Leather

    Ben Sherman
    Mens Townshend Chukka Boots Black Suede/​Black Leather

    £29.99
    RRP £84.99
  • Price Drop
    Sebago Mens Cayuga Mid Chukka Boots Tan/Papyrus/Navy/Dark Brown

    Sebago
    Mens Cayuga Mid Chukka Boots Tan/​Papyrus/​Navy/​Dark Brown

    £59.99
    RRP £184.99
  • Half Price or Less
    Original Penguin Mens Norway Chukka Boots Black

    Original Penguin
    Mens Norway Chukka Boots Black

    £34.99
    RRP £89.99
  • Clearance
    Levi's Mens Bern Desert Boots Sand

    Levi's
    Mens Bern Desert Boots Sand

    £34.99
    RRP £119.99
  • Price Drop
    Sebago Mens Miwak Suede Canoe Moc Tumbled Chukka Boots Cognac/Mustard/Dark Green/Dark Brown

    Sebago
    Mens Miwak Suede Canoe Moc Tumbled Chukka Boots Cognac/​Mustard/​Dark Green/​Dark Brown

    £89.99
    RRP £279.99
  • Price Drop
    Levi's Mens Bern Chukka Boots Regular Black

    Levi's
    Mens Bern Chukka Boots Regular Black

    £39.99
    RRP £119.99
  • Half Price or Less
    Ben Sherman Mens Hemmings Suede Chukka Boots Sand

    Ben Sherman
    Mens Hemmings Suede Chukka Boots Sand

    £34.99
    RRP £89.99
  • Half Price or Less
    GEOX Mens Adacter Chukka Boots Dark Brown

    GEOX
    Mens Adacter Chukka Boots Dark Brown

    £69.99
    RRP £149.99
  • Clearance
    Lambretta Mens Chiswick Boots Black

    Lambretta
    Mens Chiswick Boots Black

    £19.99
    RRP £89.99
  • Half Price or Less
    Original Penguin Mens Norway Chukka Boots Tan

    Original Penguin
    Mens Norway Chukka Boots Tan

    £34.99
    RRP £89.99
Page 1 of 1 - 53 Styles
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