Men's Chelsea Boots

The Chelsea boot is a great alternative for the office and will set you apart as a man about the details. Our range has every style of these trending pull-on boots you could want. They'll be the solid foundation of everyday dressing; simply pull them on and go. When you shop Chelsea boots you'll find the best selection from our extensive online range.

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125 results
  1. Erroll 51 Moro Nubuck Chelsea Boots

    JOSEF SEIBEL

    erroll 51 moro nubuck chelsea boots

    $249.95
    NEW ARRIVAL
  2. Erroll 51 Schwarz Nubuck Chelsea Boots

    JOSEF SEIBEL

    erroll 51 schwarz nubuck chelsea boots

    $249.95
    NEW ARRIVAL
  3. Torrent Black Leather Chelsea Boots

    COLORADO

    torrent black leather chelsea boots

    $179.95
  4. Sale
    Brains Tan Leather Chelsea Boots

    COLORADO

    brains tan leather chelsea boots

    Special Price $139.00 Regular Price $189.95
    TAF 30% OFF AT CHECKOUT
  5. 585 Mens Rustic Brown Leather Boots

    BLUNDSTONE

    585 mens rustic brown leather boots

    $254.95
    BEST SELLER
    (5)
  6. Driscoe Dark Brown Leather Chelsea Boots

    COLORADO

    driscoe dark brown leather chelsea boots

    $179.95
  7. 155 Mens Heritage Brown Leather Chelsea Boots

    BLUNDSTONE

    155 mens heritage brown leather chelsea boots

    $439.95
  8. Driscoe Black Leather Chelsea Boots

    COLORADO

    driscoe black leather chelsea boots

    $179.95
  9. Qita Tan Chelsea Boots

    C88 by COLORADO

    qita tan chelsea boots

    $99.95
  10. 500 Mens Stout Brown Leather Boots

    BLUNDSTONE

    500 mens stout brown leather boots

    $244.95
    BEST SELLER
    (2)
  11. 1900 Mens Boot Chestnut

    BLUNDSTONE

    1900 mens boot chestnut

    $289.95
    (2)
  12. 1306 Mens Rustic Brown Leather Boots

    BLUNDSTONE

    1306 mens rustic brown leather boots

    $254.95
    TAF 30% OFF AT CHECKOUT
    (2)
  13. 1609 Mens Antique Brown Leather Ankle Boots

    BLUNDSTONE

    1609 mens antique brown leather ankle boots

    $269.95
    BACK IN STOCK
  14. Sale
    Vallero Cognac Pull Up Leather Chelsea Boots

    COLORADO

    vallero cognac pull up leather chelsea boots

    Special Price $79.00 Regular Price $199.95
    TAF 30% OFF AT CHECKOUT
  15. 1901 Mens Boot Black

    BLUNDSTONE

    1901 mens boot black

    $289.95
  16. Mens Heritage Black Leather Chelsea Boots

    BLUNDSTONE

    mens heritage black leather chelsea boots

    $439.95
    TAF 30% OFF AT CHECKOUT
  17. Qita Black Washed Sole Chelsea Boots

    C88 by COLORADO

    qita black washed sole chelsea boots

    $99.95
  18. Qita Black Nubuck Chelsea Boots

    C88 by COLORADO

    qita black nubuck chelsea boots

    $99.95
  19. Sale
    Grainer M Black Nubuck Chelsea Boots

    ECCO

    grainer m black nubuck chelsea boots

    Special Price $229.95 Regular Price $339.95
    TAF 30% OFF AT CHECKOUT
  20. Sale
    Vallero Black Pull Up Leather Chelsea Boots

    COLORADO

    vallero black pull up leather chelsea boots

    Special Price $99.00 Regular Price $199.95
    TAF 30% OFF AT CHECKOUT
  21. Porter Black Leather

    COLORADO

    porter black leather

    $189.95
    (12)
  22. Sale
    Sift Brown Waxy Leather Ankle Boots

    COLORADO

    sift brown waxy leather ankle boots

    Special Price $69.00 Regular Price $189.95
    TAF 30% OFF AT CHECKOUT
  23. 1615 Mens Boot Dark Olive

    BLUNDSTONE

    1615 mens boot dark olive

    $234.95
    BEST SELLER
  24. Jasper Tan Chelsea Boots

    UNCUT

    jasper tan chelsea boots

    $89.95
  25. Brains Black Leather Chelsea Boots

    COLORADO

    brains black leather chelsea boots

    $189.95
  26. Brains Brown Leather Chelsea Boots

    COLORADO

    brains brown leather chelsea boots

    $189.95
  27. Sale
    Paige Black Leather Chelsea Boots

    FERRACINI

    paige black leather chelsea boots

    Special Price $189.95 Regular Price $229.95
    TAF 30% OFF AT CHECKOUT
  28. Sale
    Wrath Black Chelsea Boots

    JULIUS MARLOW

    wrath black chelsea boots

    Special Price $149.95 Regular Price $199.95
    TAF 30% OFF AT CHECKOUT
  29. Sale
    Lookout Black Crazyhorse Leather Chelsea Boots

    FLORSHEIM

    lookout black crazyhorse leather chelsea boots

    Special Price $159.00 Regular Price $229.95
    TAF 30% OFF AT CHECKOUT
    (1)
  30. Sale
    Highland Chelsea Brown Crazyhorse Leather Chelsea Boots

    FLORSHEIM

    highland chelsea brown crazyhorse leather chelsea boots

    Special Price $169.95 Regular Price $219.95
    TAF 30% OFF AT CHECKOUT
  31. Sale
    2105 Mens Black Rainbow Leather Ankle Boots

    BLUNDSTONE

    2105 mens black rainbow leather ankle boots

    Special Price $189.95 Regular Price $234.95
    TAF 30% OFF AT CHECKOUT
  32. Hardie Ii Black Leather Chelsea Boots

    DR MARTEN

    hardie ii black leather chelsea boots

    $279.99
    (1)
  33. Sale
    Wrath Mocha Chelsea Boots

    JULIUS MARLOW

    wrath mocha chelsea boots

    Special Price $149.95 Regular Price $199.95
    TAF 30% OFF AT CHECKOUT
  34. Sale
    Reform Tan Chelsea Boots

    JULIUS MARLOW

    reform tan chelsea boots

    Special Price $159.95 Regular Price $199.95
    TAF 30% OFF AT CHECKOUT
  35. Sale
    2976chelsea Ylw Sttch Men

    DR MARTEN

    2976chelsea ylw sttch men

    Special Price $239.95 Regular Price $299.00
    TAF 30% OFF AT CHECKOUT
    (3)
  36. 510 Mens Black Leather Boots

    BLUNDSTONE

    510 mens black leather boots

    $244.95
    (1)
  37. Sale
    Kick Black Leather

    JULIUS MARLOW

    kick black leather

    Special Price $149.95 Regular Price $179.95
    TAF 30% OFF AT CHECKOUT
    (3)
  38. 2976 Chelsea Gaucho Leather

    DR MARTEN

    2976 chelsea gaucho leather

    $319.99
  39. Sale
    Kick Cognac Leather

    JULIUS MARLOW

    kick cognac leather

    Special Price $139.00 Regular Price $179.95
    TAF 30% OFF AT CHECKOUT
    (3)
  40. Sale
    Kinley Brown Leather Chelsea Boots

    AQ BY AQUILA

    kinley brown leather chelsea boots

    Special Price $159.95 Regular Price $209.00
    TAF 30% OFF AT CHECKOUT
  41. Sale
    Stellars Black Leather

    COLORADO

    stellars black leather

    Special Price $89.00 Regular Price $179.95
    TAF 30% OFF AT CHECKOUT
    (4)
  42. Sale
    Jasper 50 Cognac Leather Ankle Boots

    JOSEF SEIBEL

    jasper 50 cognac leather ankle boots

    Special Price $99.00 Regular Price $249.95
    TAF 30% OFF AT CHECKOUT
    (1)
  43. 2976 Chelsea Boot Black Smooth Leather

    DR MARTEN

    2976 chelsea boot black smooth leather

    $319.99
  44. Bern Dark Brown Leather Chelsea Boots

    WILD RHINO

    bern dark brown leather chelsea boots

    $229.95
  45. Bern Tan Leather Chelsea Boots

    WILD RHINO

    bern tan leather chelsea boots

    $229.95
  46. Torrent Dark Brown Leather Chelsea Boots

    COLORADO

    torrent dark brown leather chelsea boots

    $179.95
  47. Sale
    Norris Black Leather

    HUSH PUPPIES

    norris black leather

    Special Price $149.95 Regular Price $189.95
    TAF 30% OFF AT CHECKOUT
  48. Torrent Cognac Leather Chelsea Boots

    COLORADO

    torrent cognac leather chelsea boots

    $179.95
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125 results
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125 results