1. Madewell The Brook Side Tab Booties
    Madewell shopbop.com
    $228 Free 3 Day Shipping
    English Saddle True Black
  2. 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
  3. Tory Burch 'Junction' Riding Boot (Women)
    Tory Burch Nordstrom
    $495 Free Shipping & Returns
    Black Leather Brown Leather
  4. Sam Edelman 'Penny' Boot (Wide Calf) (Women)
    Sam Edelman Nordstrom
    $149.90 $169.95 Free Shipping & Returns
    Black Extended Calf Whiskey Extended Calf
  5. Jeffrey Campbell 'Levelup' Strappy Bootie (Women)
    Jeffrey Campbell Nordstrom
    $131.96 $219.95 Free Shipping & Returns
  6. Free People Sunchaser Shoeboot
    Free People Free People
    $69.95 $138 Free Shipping $100+
    Black Tan Gold
  7. Jeffrey Campbell Deep V Ankle Boot
    Jeffrey Campbell Free People
    $158 Free Shipping $100+
    Black Suede Grey Leather Tan Leather Red Leather
  8. Laurence Dacade Gatsby Wrinkled Studded Ankle Boot, Black/Ruthenium
    Laurence Dacade Neiman Marcus
    $1,375 Free Shipping & Returns
  9. Madewell The Billie Boot
    Madewell Madewell
    $228 Free Shipping
    Castle Rock English Saddle True Black
  10. Urban Outfitters Dindle Suede Chelsea Boot
    Urban Outfitters Urban Outfitters
    $89 Free Ship Over $50 + FR
    Brown Taupe
  11. Joie Loren Fringe Suede Bootie, Mousse Tan
    Joie Neiman Marcus
    $385 Free Shipping & Returns
  12. Nordstrom Louise et Cie 'Zalia' Ankle Bootie (Women Exclusive)
    Nordstrom Nordstrom
    $178.95 Free Shipping & Returns
    Black Leather Pecan Leather
  13. Hunter Original High Gloss Boot (Women)
    Hunter Nordstrom
    $150 Free Shipping & Returns
    Black Gloss Graphite Gloss Green Military Red Navy Gloss Rhodonite Pink
  14. Urban Outfitters Sycamore Boot
    Urban Outfitters Urban Outfitters
    $138 Free Ship Over $50 + FR
  15. Jeffrey Campbell Taggart Booties Beige 6 Boots
    Jeffrey Campbell Anthropologie
    $200
  16. 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
  17. UGG Cambridge
    UGG 6pm.com
    $119.99 $170 Free Shipping
    Black, Chestnut, Chocolate
  18. Sperry 'Saltwater' Waterproof Rain Boot (Women) (Nordstrom Exclusive)
    Sperry Nordstrom
    $119.95 Free Shipping & Returns
    Black/ Grey Wool Navy/ Brown Wool Oatmeal/ Oatmeal Wool
  19. Enzo Angiolini Edosa Riding Boots
    Enzo Angiolini Lord & Taylor
    $99.99 $199 Up To 25% Off: LTLOVE
  20. Steve Madden Ohio Fringe Booties
    Steve Madden Dillard's
    $99.99
    Black Chestnut Taupe
  21. MANGO Suede Leather Ankle Boots
    MANGO MANGO
    $129.99
  22. Jeffrey Campbell France Suede Boots
    Jeffrey Campbell shopbop.com
    $64.50 $215 Free 3 Day Shipping
  23. Joie 'Monte' Suede Bootie (Women)
    Joie Nordstrom
    $365 Free Shipping & Returns
    Black Sandstone
  24. UGG Australia 'Selene' Boot (Women)
    UGG Nordstrom
    $108.46 $154.95 Free Shipping & Returns
  25. Stuart Weitzman Women's Reserve Boot
    Stuart Weitzman Amazon.com
    $239–663 $635
    Black Black/black Black Wood Snake
  26. Free People Lost Valley Ankle Booties
    Free People shopbop.com
    $178 Free 3 Day Shipping
  27. UGG Australia 'Bailey Bow - Exotic Scales' Boot (Women)
    UGG Nordstrom
    $143.46 $204.95 Free Shipping & Returns
    Anemone Marine Blue Tropical Sunset
  28. Burberry beige nova check 'House Check' rain boots
    Burberry Bluefly
    $171.97 $225 Free Ship $150+: SHIP150
  29. Sam Edelman Louie Fringe Booties
    Sam Edelman Dillard's
    $140
    Black Tan
  30. Jeffrey Campbell Zandra Vegan Leather Cutout Boot
    Jeffrey Campbell Nasty Gal
    $147 $210 Free Shipping $75+
  31. Loeffler Randall Ella Stacked Heel Bootie
    Loeffler Randall Loeffler Randall
    $395
    Black Leather Black Aviator Calf
  32. Rampage Lauryn Fringe Booties
    Rampage Macy's
    $44.25 $59 Up To 20% Off: FAVES
    Black Natural
  33. Dolce Vita Haku Booties Saddle 6 Boots
    Dolce Vita Anthropologie
    $178
  34. Tory Burch Kiernan - Leather Riding Boot
    Tory Burch Footnotesonline
    $346.50 $495 Free Shipping $200+
  35. Free People Lost Valley Ankle Boot
    Free People Free People
    $178 Free Shipping $100+
    Washed Black Grey Navy Tan Berry
  36. Free People Joe Lace Up Boot
    Free People Free People
    $298 Free Shipping $100+
    Black Natural Khaki Light Brown Light Grey Black Croc Suede Khaki Suede Red
  37. UGG Australia 'Triana' Perforated Boot (Women)
    UGG Nordstrom
    $125.96 $179.95 Free Shipping & Returns
    Black Chestnut
  38. Dr. Martens Women's 1460 Originals Eight-Eye Lace-Up Boot
    Dr. Martens Amazon.com
    $42.64–87 $125
    Navy Smooth Leather Black Smooth Leather Hot Pink Patent Lamper Green Smooth Leather White Smooth Leather Black Patent Lamper Cherry Red Rouge Smooth
  39. Style&Co. Jamila Zip Booties
    Style&Co. Macy's
    $59.63 $79.50 Up To 20% Off: FAVES
    Black Croissant Grey Oak
  40. Madewell The Billie Boot in Suede
    Madewell Madewell
    $228 Free Shipping
    Ink Otter
  41. Sam Edelman Petty Suede Booties
    Sam Edelman shopbop.com
    $135 Free 3 Day Shipping
    Black Putty
  42. Corso Como 'Dynamite' Ankle Bootie (Women)
    Corso Como Nordstrom
    $164.95 Free Shipping & Returns
    Black Champagne Cheetah Print Taupe
  43. Unif Choke Leather Boot
    Unif Nasty Gal
    $190 Free Shipping $75+
  44. Tory Burch 'Joanna' Riding Boot (Women) (Nordstrom Exclusive)
    Tory Burch Nordstrom
    $495 Free Shipping & Returns
    Black Leather Coconut Leather
  45. UGG Australia Classic Short Genuine Shearling Lined Boot
    UGG Nordstrom Rack
    $109.97 $154.95
    Fea Marb
  46. Steve Madden 'Troopa' Boot
    Steve Madden Nordstrom
    $79.90 $99.95 Free Shipping & Returns
    Black Leather Brown Leather Stone Leather
  47. Sam Edelman 'Kayla' Over the Knee Boot (Women) (Online Only)
    Sam Edelman Nordstrom
    $284.95 Free Shipping & Returns
  48. Sam Edelman 'Penny' Boot (Women)
    Sam Edelman Nordstrom
    $149.90 $169.95 Free Shipping & Returns
    Black Whiskey
  49. Sam Edelman 'Petty' Bootie
    Sam Edelman Nordstrom
    $159.95 Free Shipping & Returns
    Black Calf Hair Leopard Calf Hair
  50. Dr. Martens '1460 W' Boot (Women)
    Dr. Martens Nordstrom
    $134.95 Free Shipping & Returns