Chelsea Boots

Arthur Knight Shoes UK are proud to offer the largest selection of elasticated slip-on Chelsea Boots for men (also known as ‘dealer boots’) by famous designer brands. Popularised in the 1960s by famous musicians such as The Beatles, the most distinctive feature of the men’s Chelsea Boot style is its elastic siding, called a gusset, running from the heel to the top of the boot. The design originated as a type of riding boot known as jodhpur boots in the Victorian era.

Compared with laced shoes and boots, this style has the advantage of having both an easy slip-on nature (hence the sewn finger-pull-loop at the back of the Chelsea Boots) as well as a very ‘clean’ appearance on the foot as a result of the whole leather cut. It also supports the ankle area more than other styles, which some of our customers have found provides additional comfort during wear.

Items 1-54 of 92

Page
per page
Set Descending Direction
  1. Black Suede & Burgundy Oliver Sweeney Chelsea Boots
    Oliver Sweeney
    $170.61
    sizes
    available sizes: US8, US9, US10, US11, US12
  2. Pointed Dealer Boots by Jeffery West in Brown Polished
    Jeffery West Shoes
    $244.62
    sizes
    available sizes: US9, US10, US12
  3. Double Wingtip Brown Jeffery West Chelsea Brogues
    Jeffery West Shoes
    $250.31
    sizes
    available sizes: US8, US9, US12
  4. Navy Blue John White Slip on Chelsea Boots
    John White
    Special Price $108.09 Regular Price $153.60
    sizes
    available sizes: US8, US9, US10, US11, US12
  5. Mid Brown Suede Round Toe John White Chelsea Boots
    John White
    Special Price $108.09 Regular Price $153.60
    sizes
    available sizes: US8, US9, US10, US11, US12
  6. English Jeffery West Chelsea Brogues in Black Polished
    Jeffery West Shoes
    $369.77
    sizes
    available sizes: US8, US9, US10, US11
  7. Fire Red Jeffery West Chelsea Brogues in Black
    Jeffery West Shoes
    $273.06
    sizes
    available sizes: US8, US10, US12, US13
  8. Mens Round Toe Stout Brown Blundstone 500 Boots
    Blundstone Boots
    $124.02
    sizes
    available sizes: US8, US9, US11, US12
  9. Barbour Farsley Waxy Tan Chelsea Boots
    Barbour Shoes
    $135.39
    sizes
    available sizes: US8, US9, US10, US13
  10. Navy Blue Tommy Hilfiger Stream Rubber Chelsea Welly
    Tommy Hilfiger
    $95.57
    sizes
    available sizes: US10, US11, US12, US14
  11. Stream Tommy Hilfiger Black Rubber Chelsea Wellies
    Tommy Hilfiger
    $95.57
    sizes
    available sizes: US10, US11, US12
  12. Oliver Sweeney Mens Rocca Chelsea Boot Brogues
    Oliver Sweeney
    $369.72
    sizes
    available sizes: US9, US10, US13
  13. Light Brown Suede Chelsea Boot Brogues Oliver Sweeney
    Oliver Sweeney
    $170.61
    sizes
    available sizes: US9, US11
  14. Burnished Chelsea Boots Allegro Tan by Oliver Sweeney
    Oliver Sweeney
    $210.43
    sizes
    available sizes: US9
  15. Chocolate Brown Oliver Sweeney Chelsea Boot Brogues
    Oliver Sweeney
    $170.61
    sizes
    available sizes: US8, US9, US10, US11, US12, US13
  16. Oliver Sweeney Black & Purple Designer Chelsea Boots
    Oliver Sweeney
    $170.61
    sizes
    available sizes: US11, US12
  17. New Burnt Siena Brown Suede Chelsea Boots
    Kebo
    Special Price $96.65 Regular Price $113.72
    sizes
    available sizes: US7, US8, US10, US11, US12, US13
  18. New Waxy Tobacco Suede Mens Slip On Boots
    Kebo
    Special Price $96.65 Regular Price $113.72
    sizes
    available sizes: US7, US8, US9, US11, US12, US14
  19. New Navy Blue Suede Plain Chelsea Boots for Men
    Kebo
    Special Price $96.65 Regular Price $113.72
    sizes
    available sizes: US7, US9, US11
  20. New Black Suede Italian Chelsea Boots for Men
    Kebo
    Special Price $96.65 Regular Price $113.72
    sizes
    available sizes: US7, US10, US12, US13
  21. Cognac Wingtip Brogue Chelsea Boots by Anatomic Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US7, US9, US10, US11, US12, US13
  22. Black Brogue Chelsea Boots by Anatomic & Co Shoes
    Anatomic & Co
    $142.16
    sizes
    available sizes: US8, US9, US10, US11, US12, US13
  23. Antiqued Wingcap Brogue Chelsea Boot Anatomic & Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US9, US10, US11, US12
  24. Formal Cognac Mens Chelsea Boots Anatomic & Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US8, US9, US11, US13, US14
  25. Waxy Brown Plain Chelsea Boots by Anatomic & Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US8, US9, US10, US11, US12
  26. Matt Black Mustang Chelsea Boots Anatomic & Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US12, US13
  27. Anatomic Shoes Brown Waxy Chelsea Boots
    Anatomic & Co
    $142.16
    sizes
    available sizes: US7, US8, US11, US12
  28. Formal Black Mens Chelsea Boots Anatomic & Co
    Anatomic & Co
    $142.16
    sizes
    available sizes: US7, US8, US11
  29. Thomas Partridge Brown Mens Cranwell Chelsea Boots
    Thomas Partridge
    $141.08
    sizes
    available sizes: US8, US9, US10, US11
  30. Thomas Partridge London Tan Cranwell Chelsea Boots
    Thomas Partridge
    $141.08
    sizes
    available sizes: US8, US9, US10, US11, US12
  31. Square Toe Steptronic Aston Chelsea Boots in Tan
    Steptronic Shoes
    $136.47
    sizes
    available sizes: US7, US11, US14
  32. Steptronic Dark Conker Brown Mens Dealer Boots with Rubber Sole
    Steptronic Shoes
    $136.47
    sizes
    available sizes: US7, US8
  33. Chisel Toe Chelsea Boots Steptronic Hogan in Black
    Steptronic Shoes
    $136.47
    sizes
    available sizes: US8
  34. Mephisto Colby Black Mens Chelsea Boots
    Mephisto
    $199.05
    sizes
    available sizes: US8
  35. Tan Leather Bison Chelsea Boots by Exceed
    Exceed Shoes
    Special Price $125.10 Regular Price $164.98
    sizes
    available sizes: US7, US8, US9, US10, US11, US12, US13
  36. Exceed Grey Leather Mens Chelsea Boots
    Exceed Shoes
    Special Price $125.10 Regular Price $164.98
    sizes
    available sizes: US7, US8, US9, US10, US12, US13, US14
  37. Exceed Brown Mens Chelsea Boots UK
    Exceed Shoes
    $164.98
    sizes
    available sizes: US8, US9, US11, US13, US14
  38. Black Polished Mens Exceed Chelsea Boots
    Exceed Shoes
    $164.98
    sizes
    available sizes: US7, US8, US14
  39. Exceed Black Brogue Mens Chelsea Boots
    Exceed Shoes
    Special Price $125.10 Regular Price $164.98
    sizes
    available sizes: US7, US8, US9, US11, US13, US14
  40. Tan Leather Mens Chelsea Boots by Exceed
    Exceed Shoes
    Special Price $125.10 Regular Price $164.98
    sizes
    available sizes: US7, US8, US9, US10, US11, US12, US13, US14
  41. Navy Blue Chelsea Boot Brogues by Exceed Shoes
    Exceed Shoes
    Special Price $125.10 Regular Price $164.98
    sizes
    available sizes: US7, US8, US9, US10, US11, US12, US13, US14
  42. Carlos Santos Burnished Tan Chelsea Boots
    Carlos Santos Shoes
    Special Price $273.06 Regular Price $409.59
    sizes
    available sizes: US7, US8, US8½, US10, US10½, US11, US11½, US13
  43. Conquer by Carlos Santos Boots in Black Calf Suede
    Carlos Santos Shoes
    Special Price $273.06 Regular Price $409.59
    sizes
    available sizes: US8½, US9½, US10, US12, US13
  44. Conquer Carlos Santos Mens Boot in Brown Leather
    Carlos Santos Shoes
    Special Price $273.06 Regular Price $409.59
    sizes
    available sizes: US7, US9, US9½, US10, US10½, US11½, US12
  45. Carlos Santos Conquer Luxury Blue Chelsea Boots
    Carlos Santos Shoes
    $409.59
    sizes
    available sizes: US9, US9½, US12
  46. Conquer Two Tone Rustic Wine Carlos Santos Shoes
    Carlos Santos Shoes
    Special Price $273.06 Regular Price $409.59
    sizes
    available sizes: US8½, US9½, US10, US11
  47. Formal Black John White Chelsea Boot with Rubber Sole
    John White
    Special Price $96.71 Regular Price $147.91
    sizes
    available sizes: US8, US9, US12
  48. John White Formal Brown Chelsea Boot with Rubber Sole
    John White
    Special Price $96.71 Regular Price $147.91
    sizes
    available sizes: US12
  49. John White Shoes Chelsea R Boots in Brown Suede Leather Rubber Sole
    John White
    $199.11
    sizes
    available sizes: US8, US9, US10, US12
  50. Brown Suede Slip On Boots by John White Shoes
    John White
    Special Price $142.22 Regular Price $199.11
    sizes
    available sizes: US8, US9, US11, US12, US13
  51. Light Brown John White Chelsea Boot Leather Sole
    John White
    Special Price $164.98 Regular Price $210.49
    sizes
    available sizes: US8, US9, US10, US11, US12
  52. Black John White Chelsea Boot with Leather Sole
    John White
    Special Price $164.98 Regular Price $210.49
    sizes
    available sizes: US8, US9, US11, US12
  53. Waxy Brown John White Chelsea Boots
    John White
    Special Price $142.22 Regular Price $199.11
    sizes
    available sizes: US8, US9, US11, US12
  54. Mens Barbour Penshaw Chelsea Boots in Waxy Brown
    Barbour Shoes
    $135.39
    sizes
    available sizes: US8, US13

Items 1-54 of 92

Page
per page
Set Descending Direction

Chelsea Boots

At Arthur Knight

Chelsea Boots
FILTER PRODUCTS
RECENTLY VIEWED
there are currently no products
Hide recently viewed