Amazon Best Sellers: Best Men's Chelsea Boots
Amazon Best Sellers Our most popular products based on sales. Updated hourly.

Best Sellers in Men's Chelsea Boots

  1. #1
    Bruno Marc Men's Suede Leather Chelsea Ankle Boots
    4.6 out of 5 stars 7,187
    $37.39 - $49.99
  2. #2
    Lugz Men's Convoy Fashion Boot
    4.5 out of 5 stars 4,627
    $44.30 - $90.00
  3. #3
    Ferro Aldo Blaine MFA806035 Mens Casual Brogue Mid-Top Lace-Up and Zipper Boots
    4.5 out of 5 stars 4,022
    $49.99
  4. #4
    Ariat Midtown Rambler Boot – Men's Leather, Square Toe, Western Boot
    4.6 out of 5 stars 3,024
    $129.95 - $211.93
  5. #5
    Deer Stags Men's Rockland Memory Foam Dress Casual Comfort Chelsea Boot
    4.2 out of 5 stars 2,024
    $49.99 - $83.32
  6. #6
    Jousen Men's Chelsea Boots Lightweight Casual Chukka Ankle Boots Classic Elastic Dress Boots for Men
    4.5 out of 5 stars 1,806
    $48.99 - $51.99
  7. #7
    Blundstone Unisex's Dress Series Chelsea Boot
    4.5 out of 5 stars 1,750
    $111.50 - $266.00
  8. #8
    Amazon Essentials High Top Sneaker
    4.2 out of 5 stars 40
    $22.80
  9. #9
    Hawkwell Men's Dress Casual Chelsea Boot Chukka Ankle Boots
    4.1 out of 5 stars 1,971
    $27.99 - $47.99
  10. #10
    Mens Chelsea Boots, Stylish and Comfort Leather Chukka Ankle Boots with Zipper
    4.4 out of 5 stars 1,011
    $62.86 - $109.99
  11. #11
    Dr. Martens Men's Hardie Chelsea Boot
    4.6 out of 5 stars 1,835
    $76.00 - $149.00
  12. #12
    Chelsea Slip-on Suede Boots For Men - Cestfini Genuine Leather Chukka Boots, Waterproof Casual Oxford Dress Ankle Bootie
    4.4 out of 5 stars 818
    $47.99 - $69.96
  13. #13
    GIFENNSE Mens Chelsea Boots Leather Dress Boots for Men
    4.5 out of 5 stars 790
    $89.88 - $92.88
  14. #14
    Blundstone Women's 1351 Chelsea Boot
    4.6 out of 5 stars 509
    $125.59 - $199.95
  15. #15
    Grundens Men’s DECK-BOSS Ankle Boot | Durable, Waterproof
    4.6 out of 5 stars 758
    $99.99 - $104.95
  16. #16
    Lugz Men's Fringe Fashion Boot
    4.7 out of 5 stars 1,711
    $34.68 - $118.28
  17. #17
    Deer Stags Men's Rockland Chelsea Boot
    4.2 out of 5 stars 652
    $39.00 - $118.65
  18. #18
    Bruno Marc Men’s Chelsea Boots Casual Slip-On Classic Dress Ankle Boot
    4.2 out of 5 stars 3,959
    $42.99 - $46.99
  19. #19
    Ferro Aldo Sterling MFA606325 Mens Casual Chelsea Slip on Ankle Boots
    4.5 out of 5 stars 1,452
    $44.95 - $44.99
  20. #20
    Thursday Boot Company Men's President Ankle Boot
    4.6 out of 5 stars 858
    $199.00
  21. #21
    MERRYLAND Men's Casual Dress Chelsea Boots Ankle Boots
    4.5 out of 5 stars 10
    $39.99
  22. #22
    Steve Madden Men's Highline Chelsea Boot
    4.6 out of 5 stars 613
    $72.05 - $183.99
  23. #23
    Thursday Boot Company Cavalier Men's Chelsea Boot
    4.7 out of 5 stars 209
    $190.00
  24. #24
    UGG Men's Biltmore Chelsea Boot
    4.5 out of 5 stars 846
    $97.97 - $179.95
  25. #25
    Dr. Martens Men's Hardie Chelsea Boot
    4.6 out of 5 stars 777
    $87.99 - $107.41
  26. #26
    Polar Fox Barrett MPX806058 Memory Foam Classic Vegan Leather Chelsea Business Casual Chukka Boots
    4.2 out of 5 stars 266
    $49.97 - $54.99
  27. #27
    Ariat Men's Spot Hog Western Cowboy Boot
    4.6 out of 5 stars 693
    $119.95 - $124.95
  28. #28
    JABASIC Men's Chelsea Boots Slip on Ankle Boots Casual Chukka Dress Boots
    4.4 out of 5 stars 4
    $30.99 - $36.99
  29. #29
    Ferro Aldo Alejandro MFA606326 Mens Memory Foam Casual High Western Buckle Strap Ankle Dress Boots
    4.0 out of 5 stars 292
    $39.99 - $49.99
  30. #30
    Thursday Boot Company Men's Duke Chelsea Leather Boot
    4.4 out of 5 stars 482
    $199.00
  31. #31
    Dunham Men's Cloud Mid-Cut Waterproof Boot
    4.3 out of 5 stars 1,858
    $47.89 - $189.95
  32. #32
    New Republic | Men's Sonoma Chelsea Boot with Crepe Sole
    4.6 out of 5 stars 150
    $99.00 - $128.00
  33. #33
    Blundstone Men's 587 Round Toe Chelsea Boot
    4.7 out of 5 stars 849
    $144.66 - $299.99
  34. #34
    Slip-on Chelsea Casual Boots for Men
    4.5 out of 5 stars 253
    $39.86 - $45.86
  35. #35
    Slip On Chelsea Boots For Men - Dress Formal Boots And Mens Brown Fashion Ankle Boots
    4.4 out of 5 stars 281
    $52.28 - $65.50
  36. #36
    Men's Oxford Chelsea Chukka Ankle Boots Arkbird Fashion Dress Boot for Men Genuine Leather Upper Cap Toe Lace-Up Side…
    4.6 out of 5 stars 36
    $59.99 - $72.99
  37. #37
    HUNTER Original Play Boot Chelsea
    4.7 out of 5 stars 68
    $60.80 - $110.32
  38. #38
    Dr. Martens mens PENLY Chelsea TAN GREENLAND
    4.5 out of 5 stars 458
    $85.04 - $125.84
  39. #39
    Georgia Boot Carbo-Tec LT Waterproof Chelsea Work Boot
    4.8 out of 5 stars 13
    $140.00 - $181.19
  40. #40
    Florsheim Men's Medfield Plain Toe Zip Boot Fashion
    4.5 out of 5 stars 1,169
    $120.00 - $145.74
  41. #41
    Cole Haan Men's Zerogrand Omni Chelsea Boot Water Proof
    $94.85 - $340.40
  42. #42
    LIBERTYZENO Men's Side Zipper Ankle Boots Genuine Leather Cuban Heel Formal Dress Shoes
    4.4 out of 5 stars 191
    $79.99 - $80.29
  43. #43
    Slip-on Leather Chelsea Boots For Men
    4.5 out of 5 stars 241
    $29.90 - $98.90
  44. #44
    Dr. Martens Men's Vegan 2976 Chelsea Boot
    4.4 out of 5 stars 511
    $81.19 - $190.35
  45. #45
    Staheekum Men's Waterproof Ankle Boot
    4.5 out of 5 stars 387
    $59.72 - $80.55
  46. #46
    JIONS Men Chelsea Slip-on Suede Boots Lightweight Leather Casual Dress Ankle Boot
    4.3 out of 5 stars 224
    $39.99 - $47.99
  47. #47
    Timberland Mens Larchmont Chelsea Leather Boots
    4.4 out of 5 stars 679
    $99.89 - $199.99
  48. #48
    Skechers Men's Chelsea Boot Construction Shoe
    3.9 out of 5 stars 208
    $59.69 - $79.95
  49. #49
    Deer Stags Men's Argos Memory Foam Dress Comfort Casual Fashion Cap Toe Chelsea Boot
    4.2 out of 5 stars 508
    $49.99 - $112.40
  50. #50
    Dr. Martens, 2976 Leather Chelsea Boot for Men and Women
    4.4 out of 5 stars 1,669
    $71.25 - $230.00