1. Jeffrey Campbell Deep V Ankle Boot
    Jeffrey Campbell Free People
    $158
    Black Suede Grey Leather Tan Leather Red Leather
  2. Joie Loren Fringe Suede Bootie, Mousse Tan
    Joie Neiman Marcus
    $385 Free Shipping & Returns
  3. Free People Sunchaser Shoeboot
    Free People Free People
    $69.95 $138
    Black Tan Gold
  4. Madewell The Brook Side Tab Booties
    Madewell shopbop.com
    $228 Free 3 Day Shipping
    English Saddle True Black
  5. Jeffrey Campbell 'Levelup' Strappy Bootie (Women)
    Jeffrey Campbell Nordstrom
    $131.96 $219.95 Free Shipping & Returns
  6. BP 'Trolley' Ankle Bootie (Women)
    BP Nordstrom
    $99.95 Free Shipping & Returns
    Black / White Black Leather Burgundy Leather Charcoal Suede Chocolate Cognac Burnished Leather Grey Leather Navy Burnished Leather
  7. Tory Burch 'Junction' Riding Boot (Women)
    Tory Burch Nordstrom
    $495 Free Shipping & Returns
    Black Leather Brown Leather
  8. Sam Edelman 'Penny' Boot (Wide Calf) (Women)
    Sam Edelman Nordstrom
    $149.90 $169.95 Free Shipping & Returns
    Black Extended Calf Whiskey Extended Calf
  9. Laurence Dacade Gatsby Wrinkled Studded Ankle Boot, Black/Ruthenium
    Laurence Dacade Neiman Marcus
    $1,375 Free Shipping & Returns
  10. Madewell The Billie Boot
    Madewell Madewell
    $228 Free Shipping
    Castle Rock English Saddle True Black
  11. Urban Outfitters Dindle Suede Chelsea Boot
    Urban Outfitters Urban Outfitters
    $89 Free Ship Over $50 + FR
    Brown Taupe
  12. Kork-Ease 'Natalya' Burnished Leather Demi Wedge Boot (Women)
    Kork-Ease Nordstrom
    $179.95 Free Shipping & Returns
    Black Desert Leather Morosita Leather
  13. Candie's® Women's High Heel Ankle Boots
    Kohl's Kohl's
    $31.99 $79.99 Free Shipping $75+
    Black Navy Blue Tan
  14. Hunter Original High Gloss Boot (Women)
    Hunter Nordstrom
    $150 Free Shipping & Returns
    Black Gloss Graphite Gloss Green Military Red Navy Gloss Rhodonite Pink
  15. Urban Outfitters Sycamore Boot
    Urban Outfitters Urban Outfitters
    $138 Free Ship Over $50 + FR
  16. Jeffrey Campbell Taggart Booties Beige 6 Boots
    Jeffrey Campbell Anthropologie
    $200
  17. UGG Cambridge
    UGG 6pm.com
    $119.99 $170
    Black, Chestnut, Chocolate
  18. Steve Madden 'Troopa' Boot
    Steve Madden Nordstrom
    $79.90 $99.95 Free Shipping & Returns
    Black Leather Brown Leather Stone Leather
  19. Enzo Angiolini Edosa Riding Boots
    Enzo Angiolini Lord & Taylor
    $99.99 $199 Up To 25% Off: LTLOVE
  20. Sperry 'Saltwater' Waterproof Rain Boot (Women) (Nordstrom Exclusive)
    Sperry Nordstrom
    $119.95 Free Shipping & Returns
    Black/ Grey Wool Navy/ Brown Wool Oatmeal/ Oatmeal Wool
  21. Joie 'Monte' Suede Bootie (Women)
    Joie Nordstrom
    $365 Free Shipping & Returns
    Black Sandstone
  22. Jeffrey Campbell France Suede Boots
    Jeffrey Campbell shopbop.com
    $64.50 $215 Free 3 Day Shipping
  23. Steve Madden 'Lauuren' Lace-Up Bootie (Women)
    Steve Madden Nordstrom
    $159.95 Free Shipping & Returns
    Black Leather Navy Nubuck
  24. Sam Edelman 'Paige' Fringed Ankle Bootie (Women)
    Sam Edelman Nordstrom
    $169.95 Free Shipping & Returns
    Black Suede Putty Suede Soft Saddle Suede Steel Grey Suede
  25. Stuart Weitzman Women's Reserve Boot
    Stuart Weitzman Amazon.com
    $346–665 $635
    Black Black/black Black Wood Snake
  26. Free People Lost Valley Ankle Booties
    Free People shopbop.com
    $178 Free 3 Day Shipping
  27. Nordstrom Louise et Cie 'Zalia' Ankle Bootie (Women Exclusive)
    Nordstrom Nordstrom
    $178.95 Free Shipping & Returns
    Black Leather Pecan Leather
  28. UGG Australia 'Selene' Boot (Women)
    UGG Nordstrom
    $108.46 $154.95 Free Shipping & Returns
    Chestnut Red
  29. Free People Brooks Ankle Boot
    Free People Free People
    $198
    Black Light Grey Brown
  30. UGG Australia 'Bailey Bow - Exotic Scales' Boot (Women)
    UGG Nordstrom
    $143.46 $204.95 Free Shipping & Returns
    Anemone Marine Blue Tropical Sunset
  31. Free People Heirloom Heel Boot
    Free People Free People
    $168
    Washed Black Grey / Taupe Taupe
  32. Rampage Lauryn Fringe Booties
    Rampage Macy's
    $41.30 $59
  33. Steve Madden Nobel Leather Peep Toe Booties
    Steve Madden Lord & Taylor
    $79.99 $99 Up To 25% Off: LTLOVE
    Black, Cognac
  34. Sam Edelman Louie Fringe Booties
    Sam Edelman Dillard's
    $140
    Black Tan
  35. Tory Burch Kiernan - Leather Riding Boot
    Tory Burch Footnotesonline
    $346.50 $495
  36. Jeffrey Campbell Zandra Vegan Leather Cutout Boot
    Jeffrey Campbell Nasty Gal
    $147 $210 Free Shipping $75+
  37. Free People Joe Lace Up Boot
    Free People Free People
    $298
    Black Natural Khaki Light Brown Light Grey Black Croc Suede Khaki Suede Red
  38. Style&Co. Jamila Zip Booties
    Style&Co. Macy's
    $79.50
    Black Croissant Grey Oak
  39. Dr. Martens Women's 1460 Originals Eight-Eye Lace-Up Boot
    Dr. Martens Amazon.com
    $43.80–87 $125
    Navy Smooth Leather Black Smooth Leather Hot Pink Patent Lamper Green Smooth Leather White Smooth Leather Black Patent Lamper Cherry Red Rouge Smooth
  40. Burberry beige nova check 'House Check' rain boots
    Burberry Bluefly
    $171.97 $225 Extra 10% Off: TAKE10
  41. Madewell The Billie Boot in Suede
    Madewell Madewell
    $228 Free Shipping
    Ink Otter
  42. Dolce Vita Haku Booties Saddle 6 Boots
    Dolce Vita Anthropologie
    $178
  43. UGG Australia Classic Short Genuine Shearling Lined Boot
    UGG Nordstrom Rack
    $109.97 $154.95
    Fea Marb
  44. UGG Australia 'Triana' Perforated Boot (Women)
    UGG Nordstrom
    $125.96 $179.95 Free Shipping & Returns
  45. Sam Edelman 'Petty' Bootie
    Sam Edelman Nordstrom
    $159.95 Free Shipping & Returns
    Black Calf Hair Leopard Calf Hair
  46. Sam Edelman Petty Suede Booties
    Sam Edelman shopbop.com
    $135 Free 3 Day Shipping
    Black Putty
  47. Sam Edelman 'Kayla' Over the Knee Boot (Women) (Online Only)
    Sam Edelman Nordstrom
    $284.95 Free Shipping & Returns
  48. Steve Madden Ohio Fringe Booties
    Steve Madden Dillard's
    $99.99
    Black Chestnut Taupe
  49. Lauren Conrad LC Women's Peep-Toe Booties
    Lauren Conrad Kohl's
    $28.99 $74.99 Free Shipping $75+
    Black Cognac
  50. H&M Suede Boots - Beige - Ladies
    H&M H&M
    $69.99 Free Shipping $50+: 3164