Ankle Boots
Ankle Boots
Ankle Boots
-70%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$279.00
$916.00
ShopSimon
-52%
Frye
Sabrina 6G Lace-Up Leather Boot Brown
$199.98
$418.00
ShopSimon
-15%
Lucky Brand
Kamany Boots Womens Black Leather Braided Side Zip Bootie RHS7671
$149.00
$175.00
ShopSimon
-12%
Born
Womens Kati Ankle Bootie In Dark Blue / Brown
$141.00
$160.00
ShopSimon
-3%
FLY London
Fly London Womens Tan Leather Zip Up Platform Ankle Boots - RENO053FLY Brown
$209.24
$215.99
ShopSimon
-41%
Taos
Womens Ruzgar Ankle Boot In Taupe/gray/sueded
$129.00
$219.00
ShopSimon
-32%
Antelope
Womens Urban Platform Ankle Boots In Brown
$154.00
$228.00
ShopSimon
-12%
Born
Womens Rani Bootie In Taupe Gray
$141.00
$160.00
ShopSimon
-3%
FLY London
Fly London Womens Wine Leather Wedge Heel Platform Ankle Boots - HEIJ272 Pink
$236.24
$242.99
ShopSimon
-38%
Django & Juliette
Womens Rarla Ankle Boots In Black Gold Distressed Leather
$142.00
$230.00
ShopSimon
-18%
Jellypop
Womens Fiona Ankle Boots In Dark Brown
$53.00
$65.00
ShopSimon
-20%
Betsey Johnson
Womens Stevie Houndstooth Embellished Heel Booties In Grey Gray
$103.00
$129.00
ShopSimon
-41%
Frame Denim
Womens Odette Bootie Heel In Cream White
$354.00
$598.00
ShopSimon
-45%
Diba
Womens Shy Town Side Cut-Out Ankle Boots In Military/gold Green
$77.00
$139.00
ShopSimon
-17%
Taos
Womens Downtown Boots In Ivory
$225.00
$270.00
ShopSimon
-42%
Marc Fisher
Womens Yanara Block Heel Bootie In Gray Suede
$105.00
$180.00
ShopSimon
-60%
Rag & Bone
Corey Mid-Heel Leather Chelsea Boot Black
$219.98
$548.00
ShopSimon
-77%
Stuart Weitzman
Rosalind 90 Platform Ankle Boots in Brown Leather
$184.00
$808.00
ShopSimon
-17%
Melissa
Womens Riding Low Boots In Neon Orange
$107.00
$129.00
ShopSimon
-18%
Eileen Fisher
Ark Boots Womens 8B Antelope Stretch Knit Peep Toe Bootie HTAT1303 Brown
$245.00
$300.00
ShopSimon
-11%
Corkys Footwear
Womens Crisp Ankle Booties In Beige
$49.00
$55.00
ShopSimon
-28%
Eric Michael
Womens Vespa Bootie In Khaki Green
$136.00
$190.00
ShopSimon
-36%
United Nude
Rockit Zip Bootie Beige
$280.00
$435.00
ShopSimon
-19%
Cobb Hill
Womens Wynter Boot In Black
$129.00
$160.00
ShopSimon
-8%
Jellypop
Womens Palma Western Cowboy Boots In Black
$55.00
$60.00
ShopSimon
-14%
Gabor
Womens Wedge Boots In Brown
$163.00
$190.00
ShopSimon
-21%
Free People
Wisteria Womens Black Leather Cap Toe Ankle Boots ZOGG2849
$198.00
$250.00
ShopSimon
-78%
Vince
Pointed-Toe Low Heel Ankle Boots in Black Leather Gray
$97.00
$450.00
ShopSimon
-25%
Ariat
Womens Greeley Western Boot Bootie In Brown
$173.00
$230.00
ShopSimon
-3%
FLY London
Fly London Womens Brown Chelsea Suede Leather Ankle Boots - SALV195
$186.29
$193.04
ShopSimon
-39%
A.S.98
Womens Savina Wedge Bootie In Denim
$173.00
$284.00
ShopSimon
-3%
Laura Vita
Womens Black Leather Floral Heeled Lace-Up Boots - Alcbaneo 173
$196.99
$202.49
ShopSimon
-79%
Isabel Marant
Lilde Leather Boot White
$306.98
$1,460.00
ShopSimon
-15%
Birkenstock
Womens Papillio Ebba Wedge Bootie In Dark Tea
$161.00
$190.00
ShopSimon
-19%
Blowfish
Womens Charming Chelsea Short Boots In Light Grey Faux Suede
$56.00
$69.00
ShopSimon
-21%
Aetrex
Womens Mila Weatherproof Boots In Dark Brown
$142.00
$180.00
ShopSimon
-18%
UGG
Classic Ultra Mini 1116109-CHE Boots Womens Chestnut Suede Ankle ZAP2660 Brown
$155.40
$190.00
ShopSimon
-2%
Laura Vita
Womens Goth Victorian Floral Black Leather High Lace-Up Boots - Ibcano-15
$223.99
$229.49
ShopSimon
-3%
FLY London
Fly London Womens Black Tan Suede Leather Wedge Heel Platform Ankle Boots - BAAN538
$209.24
$215.99
ShopSimon
-82%
Stuart Weitzman
Ankle High-Heeled Boots in Eggplant Purple Suede
$110.00
$595.00
ShopSimon
-20%
Steve Madden
Bianca Boots WomensM Taupe Block Heel Platform Bootie RHS9029 Brown
$139.95
$175.00
ShopSimon
UGG
Classic Mini II Boots
$175.00
ShopSimon
-12%
Jellypop
Womens Eugenie Heeled Ankle Boots In Tan Distress
$53.00
$60.00
ShopSimon
-12%
Born
Womens Rani Bootie In Black
$141.00
$160.00
ShopSimon
-20%
Chinese Laundry
Womens Platform Chelsea Booties In Tan
$68.00
$85.00
ShopSimon
-38%
All Black
Womens Knit Stretch Boot In Black
$169.00
$274.00
ShopSimon
-33%
Frye
Billy Short Leather Bootie Blue
$199.98
$298.00
ShopSimon
-28%
Corkys Footwear
Womens Crisp Bootie In Black
$50.00
$69.00
ShopSimon
-25%
Seychelles
Womens Diva Suede Boot In Tan
$150.00
$199.00
ShopSimon
-14%
Vince Camuto
Kortimy Boots WomensBrown Suede Block Heel Ankle Bootie HTAT1413
$60.00
$70.00
ShopSimon
-55%
Lucky Brand
Ailein Bootie Gold
$67.00
$149.00
ShopSimon
-4%
UGG
Womens Classic Mini Ii Boot In Mustard Seed
$217.00
$227.00
ShopSimon
-21%
Matisse Footwear
Womens Gabbie Snake Ankle Boots In Beige
$165.00
$209.00
ShopSimon
-74%
Alohas
Womens Nash Studs Leather Ankle Boot In Black
$74.00
$290.00
ShopSimon
-14%
Lucky Brand
Barlina Boots Womens Brown Leather Ankle Bootie ZAP1454
$59.99
$70.00
ShopSimon
-15%
Franco Sarto
Yeni Boots WomensM Green Side Zip Ankle Bootie JOBB2262
$170.00
$200.00
ShopSimon
-38%
AGL
Womens Franky Beat Ankle Bootie In Moka
$338.00
$545.00
ShopSimon
-75%
Nero Giardini
WomenS Leather Ankle Boots In Black
$66.00
$260.00
ShopSimon
-8%
Pikolinos
Pikolinos Womens Brown Leather Heel Ankle Boots - Utiel
$193.99
$210.99
ShopSimon
-22%
Mia
Womens Benicio Boots In White
$54.00
$69.00
ShopSimon
Nisolo
Dari Heeled Boots
$250.00
ShopSimon
-48%
Dansko
Womens Cagney Heeled Boot In Burnished Suede Brown
$150.00
$287.00
ShopSimon
-44%
Cecelia New York
Womens Gate Bootie In Barrel Brown
$111.00
$199.00
ShopSimon
-38%
Intentionally blank
Womens Leather Carlton Heeled Mid Boot In Maroon
$167.00
$268.00
ShopSimon
-37%
Blondo
Womens Waterproof Hallie Ankle Boot In Sand Suede Beige
$58.00
$92.00
ShopSimon
-29%
Betsey Johnson
Womens Hugo Ankle Bootie In Black
$112.00
$158.00
ShopSimon
-60%
Xti
Womens Block Heel Suede Ankle Booties Refresh Collection By XTI Black
$47.95
$121.00
ShopSimon
-31%
Carrano
Womens Stella Leather Booties In Charcoal Pink
$165.00
$238.00
ShopSimon
-39%
Kork-ease
Womens Chandra Ii Boots In Orange
$128.00
$210.00
ShopSimon
-12%
Soda
Womens Chelsea Boots In Stone White
$45.00
$51.00
ShopSimon
-39%
Mustang
Womens Black Floral Heeled Ankle Boots - M0162012
$152.99
$250.00
ShopSimon
-29%
Matisse Footwear
Womens Ilana Ankle Boot In Black
$155.00
$219.00
ShopSimon
-38%
Django & Juliette
Womens Jinks Leather Ankle Boots In Chocolate Suede
$117.00
$190.00
ShopSimon
-37%
Corkys Footwear
Womens Cabin Forever Boots In Gold
$50.00
$79.00
ShopSimon
-20%
Frye
Womens Leather Ankle Booties In Bone Beige
$238.00
$299.00
ShopSimon
-5%
Pikolinos
Womens Calafat Boots In Garnet
$230.00
$241.00
ShopSimon
-13%
Born
Womens Rowan Boot In Taupe Distressed
$165.00
$190.00
ShopSimon
-27%
Sorel
Womens Hi-Line Heel Lace Boots In Taupe Gray
$120.00
$164.00
ShopSimon
-7%
Vionic
Womens Kamryn Waterproof Bootie In Stone White
$163.00
$175.00
ShopSimon
-32%
Ara
Womens Osmanthus Boots In Black Snake Print
$163.00
$240.00
ShopSimon
-15%
Matisse Footwear
Womens Cleo Boot In Bourbon Brown
$120.00
$141.00
ShopSimon
-45%
Australia Luxe
Cosy Ultra Platfoam Suede Boot Beige
$119.98
$220.00
ShopSimon
-39%
Pikolinos
Womens Daroca Ankle Boots In Black
$141.00
$230.00
ShopSimon
Charlotte Olympia
Black Velvet Alba Ankle Boots
$339.00
ShopSimon
-39%
A.S.98
Womens Savina Wedge Bootie In Black
$173.00
$284.00
ShopSimon
-37%
The Flexx
Womens Margarita Heeled Boots In Tan Brown
$126.00
$199.00
ShopSimon
-19%
Dansko
Wpomens Sigourney Lace-Up Boots In Mushroom Gray
$149.00
$185.00
ShopSimon
-77%
Sergio Rossi
Scarpe Donna Boots in Black Leather
$245.00
$1,046.00
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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