Women's Casual Ankle Boots
Women's Casual Ankle Boots
Women's Casual Ankle Boots
-28%
Corkys Footwear
Womens Crisp Bootie In Black
$50.00
$69.00
ShopSimon
-4%
Silent D
Womens Yasmin Boot In Black Suede
$230.00
$240.00
ShopSimon
Clarks
Charlten Rae Mushroom Oily Brown
$130.00
ShopSimon
-60%
Arche
Klorej Leather Bootie Black
$199.98
$495.00
ShopSimon
-27%
Corkys Footwear
Womens Rocky Top Ankle Boot In Camel Brown
$54.00
$74.00
ShopSimon
-78%
Vince
Pointed-Toe Low Heel Ankle Boots in Black Leather Gray
$97.00
$450.00
ShopSimon
-32%
Munro
Womens Linda Booties In Black Leather
$136.00
$200.00
ShopSimon
-64%
Stuart Weitzman
City Zip Ankle Boots in Black Leather
$217.00
$595.00
ShopSimon
-43%
Frame Denim
Womens Odette Bootie Heel In Cream White
$343.00
$598.00
ShopSimon
-15%
Andrea
Womens Low Boot In Black
$75.00
$88.00
ShopSimon
-16%
Gabor
Womens 75.680.16 Boot In Atlantik
$204.00
$244.00
ShopSimon
-44%
Taos
Womens Ruzgar Ankle Boot In Taupe/gray/sueded
$123.00
$219.00
ShopSimon
-28%
Love Rio
Womens Carrie Suede Bootie In Nude Brown
$68.00
$94.00
ShopSimon
-35%
Carrano
Womens Stella Leather Booties In Charcoal Pink
$155.00
$238.00
ShopSimon
-16%
Camper
Black Thelma Chunky Heel Textured Sole Leather Ankle Boots
$218.54
$260.37
ShopSimon
-15%
Birkenstock
Womens Papillio Ebba Wedge Bootie In Dark Tea
$161.00
$190.00
ShopSimon
-38%
Django & Juliette
Womens Rarla Ankle Boots In Black Gold Distressed Leather
$142.00
$230.00
ShopSimon
-14%
Lucky Brand
Barlina Boots Womens Brown Leather Ankle Bootie ZAP1454
$59.99
$70.00
ShopSimon
-11%
Corkys Footwear
Womens Crisp Ankle Booties In Beige
$49.00
$55.00
ShopSimon
-21%
Mia Shoes
Womens Faux Suede Chunky Heel Bootie In Olive Green
$71.00
$90.00
ShopSimon
-30%
Xti
WomenS 144579 Block Heel Booties In Black
$88.00
$126.00
ShopSimon
-58%
Arche
Okolaa Leather Bootie Red
$229.98
$550.00
ShopSimon
-29%
Taos
Womens Combo Bootie In Black
$178.00
$250.00
ShopSimon
-4%
UGG
Womens Classic Mini Ii Boot In Mustard Seed
$217.00
$227.00
ShopSimon
-38%
Blondo
Womens Posey Waterproof Bootie In Dark Taupe Beige
$71.00
$115.00
ShopSimon
-25%
Xti
Womens Refresh Booties In Taupe Brown
$96.00
$128.00
ShopSimon
-2%
U.S.Polo Association
U. S. POLO ASSN. Polyester Womens Womens Boot Brown
$136.00
$139.00
ShopSimon
-22%
Mia
Womens Benicio Boots In White
$54.00
$69.00
ShopSimon
-12%
Born
Womens Rani Bootie In Taupe Gray
$141.00
$160.00
ShopSimon
-82%
Stuart Weitzman
Ankle High-Heeled Boots in Eggplant Purple Suede
$110.00
$595.00
ShopSimon
-34%
Vaneli
Womens Henson Boots In Black
$129.00
$195.00
ShopSimon
-63%
Dansko
Womens Stephanie Leather Stacked Boots In Morel Suede
$50.00
$136.00
ShopSimon
-34%
Madden Girl
Womens Lug Sole Pull On Bootie In White
$55.00
$83.00
ShopSimon
-13%
Born
Womens Rowan Boot In Taupe Distressed
$165.00
$190.00
ShopSimon
-33%
Betsey Johnson
Womens Hugo Ankle Bootie In Black
$106.00
$158.00
ShopSimon
-70%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$279.00
$916.00
ShopSimon
-21%
Aetrex
Womens Mila Weatherproof Boots In Dark Brown
$142.00
$180.00
ShopSimon
-28%
Eric Michael
Womens Vespa Bootie In Khaki Green
$136.00
$190.00
ShopSimon
-16%
Calvin Klein
Black Chunky Flatform Textured Upper Grip Sole Ankle Boots
$218.54
$260.37
ShopSimon
-56%
Arche
Maliny Leather Bootie Red
$259.98
$595.00
ShopSimon
-20%
Steve Madden
Bianca Boots WomensM Taupe Block Heel Platform Bootie RHS9029 Brown
$139.95
$175.00
ShopSimon
-36%
United Nude
Rockit Zip Bootie Beige
$280.00
$435.00
ShopSimon
-8%
Pikolinos
Pikolinos Womens Brown Leather Heel Ankle Boots - Utiel
$193.99
$210.99
ShopSimon
-49%
Cecelia New York
Womens Gate Bootie In Barrel Brown
$102.00
$199.00
ShopSimon
-19%
Dolce Vita
Ronnie Boots Womens Camel Suede Snip Toe Ankle Bootie HTAT1662 Brown
$220.00
$270.00
ShopSimon
-43%
Vaneli
Womens Vava Booties In Military Suede
$142.00
$250.00
ShopSimon
-60%
Arche
Marizz Leather Boot Green
$259.98
$645.00
ShopSimon
-44%
Australia Luxe
Cosy Ultra Short Sheepskin Boot Brown
$109.98
$195.00
ShopSimon
-26%
Betsey Johnson
Womens Stevie Houndstooth Embellished Heel Booties In Grey Gray
$95.00
$129.00
ShopSimon
-18%
Jellypop
Womens Fiona Ankle Boots In Dark Brown
$53.00
$65.00
ShopSimon
-60%
Arche
Okolys Leather Wedge Bootie Orange
$199.98
$495.00
ShopSimon
-57%
Arche
Twitic Leather Bootie Blue
$199.98
$460.00
ShopSimon
-50%
Pedro Garcia
Womens Ganga Gathered Bootie In Black
$359.00
$725.00
ShopSimon
-28%
Soda
Womens Perforated Cut Out Stacked Booties In Brown
$57.00
$79.00
ShopSimon
-64%
Arche
Kloral Leather Bootie Brown
$179.98
$495.00
ShopSimon
-55%
Kenneth Cole
Womens Raw Dy Fringe Ankle Boots In Black
$50.00
$110.00
ShopSimon
-38%
All Black
Womens Knit Stretch Boot In Black
$169.00
$274.00
ShopSimon
-30%
J. Reneé
Womens Halsie Tiger Print Booties In Brown / White
$91.00
$130.00
ShopSimon
-3%
FLY London
Fly London Womens Black Tan Suede Leather Wedge Heel Platform Ankle Boots - BAAN538
$209.24
$215.99
ShopSimon
-59%
Arche
Bibiki Leather Bootie Gray
$179.98
$435.00
ShopSimon
-19%
Blowfish
Womens Charming Chelsea Short Boots In Light Grey Faux Suede Beige
$56.00
$69.00
ShopSimon
-20%
Vaneli
Womens Elide Bootie In Taupe Gray
$235.00
$295.00
ShopSimon
-32%
Dirty Laundry
Womens Groovy Ankle Boot In Black
$44.00
$65.00
ShopSimon
-6%
Tamaris
Womens Brown Tan Leather Heeled Ankle Boots - 25313-47 Green
$145.99
$154.99
ShopSimon
-18%
Ash
Dark Brown Suede Zip Ankle Boots Black
$357.48
$434.23
ShopSimon
-29%
Xti
Womens Suede Booties By XTI Black
$70.95
$99.99
ShopSimon
-42%
Arezzo
Jade Suede Bootie Beige
$79.98
$139.00
ShopSimon
-60%
Arche
Musc Leather Bootie Green
$179.98
$445.00
ShopSimon
-49%
Marc Fisher
Womens Yanara Block Heel Bootie In Gray Suede
$91.00
$180.00
ShopSimon
-25%
Ariat
Womens Greeley Western Boot Bootie In Brown
$173.00
$230.00
ShopSimon
-36%
42 Gold
Womens Slip On Open Toe Heel In Natural White
$96.00
$150.00
ShopSimon
-60%
Arche
Nasloo Leather Bootie Black
$199.98
$495.00
ShopSimon
-1%
Canada Snow
Mount Fiona Smooth Leather Ankle Boots Brown
$383.28
$387.98
ShopSimon
-20%
NYDJ
Cailian Boots Womens Sand Leather Round Toe Ankle Bootie HTAT1737 Beige
$169.00
$210.00
ShopSimon
-20%
Frye
Womens Leather Ankle Booties In Bone Beige
$238.00
$299.00
ShopSimon
-43%
AGL
Womens Franky Beat Ankle Bootie In Moka
$313.00
$545.00
ShopSimon
-48%
Aquatalia
Aquatalia Pierra Weatherproof Leather Bootie Black
$299.98
$575.00
ShopSimon
-12%
Soda
Womens Chelsea Boots In Stone White
$45.00
$51.00
ShopSimon
-57%
Arche
Lomage Leather Bootie Beige
$199.98
$465.00
ShopSimon
-15%
Lucky Brand
Kamany Boots Womens Black Leather Braided Side Zip Bootie RHS7671
$149.00
$175.00
ShopSimon
-35%
by FAR
Karl Suede-Trimmed Stretch Sock Boots Brown
$334.99
$515.00
ShopSimon
-32%
Blundstone
Womens High Heeled Ankle Boots In Black
$157.00
$230.00
ShopSimon
-36%
Frye
Billy Short Leather Bootie Blue
$189.98
$298.00
ShopSimon
-19%
Corkys Footwear
Womens Fed Up Ankle Bootie In Black
$64.00
$79.00
ShopSimon
-29%
Matisse Footwear
Womens Sicily Ankle Bootie In Hazelnut
$142.00
$200.00
ShopSimon
-43%
Pikolinos
Womens Daroca Ankle Boots In Black
$130.00
$230.00
ShopSimon
-48%
FitFlop
Womens Sumi Booties In Choc Brown
$50.00
$97.00
ShopSimon
-55%
Arche
Baryky Leather Bootie Gray
$179.98
$399.00
ShopSimon
-68%
Django & Juliette
Womens Mockas Leather Ankle Boots In Ash Gray
$57.00
$179.00
ShopSimon
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
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