Men's Chelsea Boots

A hardworking style that’s perfect for work and play, men’s Chelsea boots are a classic for a reason. Leather or suede Chelsea boots take you from boardroom to bar in an instant, proving their versatility. If your wardrobe has a gap in it, fill it with a pair of these gusseted boots.

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78 results
78 results
  1. Braga Dark Brown Leather Chelsea Boots

    COLORADO

    braga dark brown leather chelsea boots

    $169.95
  2. Mills Oil Suede Chelsea Boots

    COLORADO

    mills oil suede chelsea boots

    $179.95
  3. Banjo Mahogany Leather Chelsea Boots

    HUSH PUPPIES

    banjo mahogany leather chelsea boots

    $199.95
  4. Barrack Black Leather Chelsea Boots

    HUSH PUPPIES

    barrack black leather chelsea boots

    $199.95
  5. PORTER BLACK LEATHER

    COLORADO

    porter black leather

    $189.95
  6. New
    Klerk Black Tumble Leather Chelsea Boots

    COLORADO

    klerk black tumble leather chelsea boots

    $169.95
    NEW ARRIVAL
  7. New
    Klerk Brown Tumble Leather Chelsea Boots

    COLORADO

    klerk brown tumble leather chelsea boots

    $169.95
    NEW ARRIVAL
  8. New
    Volga Tan Leather Chelsea Boots

    ROCKPORT

    volga tan leather chelsea boots

    $229.95
    NEW ARRIVAL
  9. New
    Flavio Brown Pull Up Leather Chelsea Boots

    COLORADO

    flavio brown pull up leather chelsea boots

    $179.95
    NEW ARRIVAL
  10. New
    Pointer Tan Leather Chelsea Boots

    ROCKPORT

    pointer tan leather chelsea boots

    $249.95
    NEW ARRIVAL
  11. New
    Pointer Brown Leather Chelsea Boots

    ROCKPORT

    pointer brown leather chelsea boots

    $249.95
    NEW ARRIVAL
  12. Fargo Tan Leather Chelsea Boots

    WILD RHINO

    fargo tan leather chelsea boots

    $229.95
  13. New
    Flavio Black Pull Up Leather Chelsea Boots

    COLORADO

    flavio black pull up leather chelsea boots

    $179.95
    NEW ARRIVAL
  14. Lizard Taupe Oil Suede Chelsea Boots

    COLORADO

    lizard taupe oil suede chelsea boots

    $179.95
  15. RITTER BLACK

    COLORADO

    ritter black

    $179.95
  16. New
    Rodeo Cognac Leather Chelsea Boots

    WILD RHINO

    rodeo cognac leather chelsea boots

    $239.95
    NEW ARRIVAL
  17. New
    Rodeo Black Leather Chelsea Boots

    WILD RHINO

    rodeo black leather chelsea boots

    $239.95
    NEW ARRIVAL
  18. RITTER TAN TUMBLE LEATHER

    COLORADO

    ritter tan tumble leather

    $179.95
  19. Drover Black Leather Chelsea Boots

    COLORADO

    drover black leather chelsea boots

    $199.95
  20. Volga Black Leather Chelsea Boots

    ROCKPORT

    volga black leather chelsea boots

    $229.95
    BEST SELLER
  21. Drover Brown Leather Chelsea Boots

    COLORADO

    drover brown leather chelsea boots

    $199.95
  22. Volga Brown Leather Chelsea Boots

    ROCKPORT

    volga brown leather chelsea boots

    $229.95
  23. Bart Dark Brown Leather Chelsea Boots

    COLORADO

    bart dark brown leather chelsea boots

    $169.95
  24. Lavas Cognac Tumble Leather Chelsea Boots

    COLORADO

    lavas cognac tumble leather chelsea boots

    $199.95
  25. Lavas Dark Brown Tumble Leather Chelsea Boots

    COLORADO

    lavas dark brown tumble leather chelsea boots

    $199.95
  26. Braga Black Leather Chelsea Boots

    COLORADO

    braga black leather chelsea boots

    $169.95
  27. Bart Black Leather Chelsea Boots

    COLORADO

    bart black leather chelsea boots

    $169.95
  28. Erroll 51 Moro Nubuck Chelsea Boots

    JOSEF SEIBEL

    erroll 51 moro nubuck chelsea boots

    $249.95
  29. Erroll 51 Schwarz Nubuck Chelsea Boots

    JOSEF SEIBEL

    erroll 51 schwarz nubuck chelsea boots

    $249.95
  30. Bridge Dark Brown Leather Chelsea Boots

    WILD RHINO

    bridge dark brown leather chelsea boots

    $229.95
  31. Bridge Black Leather Chelsea Boots

    WILD RHINO

    bridge black leather chelsea boots

    $229.95
  32. U Tiberio A Black Leather Chelsea Boots

    GEOX

    u tiberio a black leather chelsea boots

    $329.95
  33. U Tiberio A Coffee Leather Chelsea Boots

    GEOX

    u tiberio a coffee leather chelsea boots

    $329.95
  34. Sale
    Alpha Dark Brown Leather Chelsea Boots

    COLORADO CRAFTSMAN

    alpha dark brown leather chelsea boots

    Special Price $139.96 Regular Price $179.95
  35. Sale
    Alpha Cognac Leather Chelsea Boots

    COLORADO CRAFTSMAN

    alpha cognac leather chelsea boots

    Special Price $139.96 Regular Price $179.95
  36. Banjo Black Leather Chelsea Boots

    HUSH PUPPIES

    banjo black leather chelsea boots

    $199.95
  37. Sale
    Brains Tan Leather Chelsea Boots

    COLORADO

    brains tan leather chelsea boots

    Special Price $129.00 Regular Price $189.95
  38. Mills Tan Leather Ankle Boots

    COLORADO

    mills tan leather ankle boots

    $179.95
    BEST SELLER
  39. Mills Black Leather Ankle Boots

    COLORADO

    mills black leather ankle boots

    $179.95
  40. Torrent Cognac Leather Chelsea Boots

    COLORADO

    torrent cognac leather chelsea boots

    $179.95
  41. MILLS CHESTNUT LEATHER

    COLORADO

    mills chestnut leather

    $179.95
  42. RITTER BROWN CRAZYHORSE

    COLORADO

    ritter brown crazyhorse

    $179.95
  43. Driscoe Black Leather Chelsea Boots

    COLORADO

    driscoe black leather chelsea boots

    $179.95
  44. Driscoe Dark Brown Leather Chelsea Boots

    COLORADO

    driscoe dark brown leather chelsea boots

    $179.95
  45. Winner Dark Brown Leather Chelsea Boots

    WILD RHINO

    winner dark brown leather chelsea boots

    $199.95
  46. Bern Dark Brown Leather Chelsea Boots

    WILD RHINO

    bern dark brown leather chelsea boots

    $229.95
  47. PORTER CHESTNUT LEATHER

    COLORADO

    porter chestnut leather

    $189.95
  48. Bern Tan Leather Chelsea Boots

    WILD RHINO

    bern tan leather chelsea boots

    $229.95
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78 results
78 results