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Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-12%
Chocolat Blu
Womens Leyla Mid-Height Booties In Black
$120.00
$136.00
ShopSimon
-47%
FLY London
Womens Zip Up Ankle Boots In Black/graphite
$139.00
$260.00
ShopSimon
-78%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Black
$143.99
$650.00
ShopSimon
-43%
Papillio
Womens Ebba Ankle Boot In Black
$130.00
$230.00
ShopSimon
-36%
Bueno
Womens Vivian Boots In Black
$140.00
$220.00
ShopSimon
-24%
Franco Sarto
Womens Franco Sarto Dalden Boots Black Leather Block Heel Booties ZAP433
$159.00
$210.00
ShopSimon
-14%
Marc Fisher
Womens Marc Fisher Jarli Boots Black Leather Pointed Toe Ankle Bootie RHS6707
$189.00
$220.00
ShopSimon
-35%
Naked Feet
Womens Guild Ankle Boot In Black
$113.00
$173.00
ShopSimon
-68%
FLY London
Womens Wynn268Fly Ankle Boot In Black/graphite
$88.00
$275.00
ShopSimon
-45%
Ziera
Womens Shanghai Xf Ankle Boots In Black Leather
$144.00
$260.00
ShopSimon
-25%
Vionic
Womens Vionic Sibley Boots Black Leather Side Zip Ankle Bootie JOBB1006
$179.95
$240.00
ShopSimon
-45%
Eric Michael
Womens Carmen Ankle Boot In Black
$140.00
$253.00
ShopSimon
-49%
Pavement
Womens Wilma Heeled Booties In Black
$151.00
$299.00
ShopSimon
-29%
Regarde le ciel
Womens Stefany-399 Ankle Boot In Black
$146.00
$205.00
ShopSimon
-43%
Ara
Womens Zip Ankle Boot In Black
$131.00
$230.00
ShopSimon
-51%
Matisse Footwear
Womens Nate Ankle Boot In Black
$84.00
$170.00
ShopSimon
-85%
Nicholas Kirkwood
Hexagon Ankle Boots in Black Leather
$233.00
$1,562.00
ShopSimon
-43%
Bueno
Womens Cora Nubuck Boot In Black
$118.00
$207.00
ShopSimon
-42%
Kork-ease
Womens Shilo Boot In Black
$124.00
$215.00
ShopSimon
-49%
JBU by Jambu
Womens Polaris Water Resistant Ankle Boot In Brown
$45.00
$89.00
ShopSimon
-46%
Aetrex
Womens Rebecca Heeled Ankle Boots In Black
$97.00
$180.00
ShopSimon
-41%
Cecelia New York
Womens Bracket Boots In Black
$144.00
$245.00
ShopSimon
-46%
Antelope
Womens Jordan Ankle Boots In Black
$128.00
$239.00
ShopSimon
-37%
Aetrex
Womens Samantha Ankle Boot In Black
$95.00
$150.00
ShopSimon
-33%
Aetrex
Womens Rubi Buckle Boot In Black
$121.00
$180.00
ShopSimon
-54%
Ara
Womens Palmer Ankle Boot In Black
$89.00
$195.00
ShopSimon
-68%
J/Slides
Womens Viceroy Studded Platform Booties In Black
$87.00
$269.00
ShopSimon
-20%
Aerosoles
Collaroy Womens Black Leather Round Toe Ankle Boots LION764
$127.50
$160.00
ShopSimon
-26%
Charles by Charles David
Turmoil Boots Black Block Heel Bootie JOBB140
$129.00
$175.00
ShopSimon
-4%
Xti
Womens Italian Western Suede Booties By XTI Black
$136.95
$143.00
ShopSimon
-70%
Earth
Womens Wyoming Wonder Bootie In Amber Brown
$45.00
$148.00
ShopSimon
-26%
Lucky Brand
Womens Lucky Brand Bofrida Boots 6 Black Leather Block Heel Ankle Bootie ZPO3489
$111.20
$150.00
ShopSimon
-21%
Lucky Brand
Bidelia Boots Womens Black Leather Block Heel Bootie Lion903
$139.00
$175.00
ShopSimon
-45%
Blondo
Womens Tia Booties In Black
$88.00
$161.00
ShopSimon
-48%
UGG
Womens Cam Ii Boots In Chestnut Pink
$166.00
$322.00
ShopSimon
-44%
Gabor
Womens Ankle High Boots In Black
$123.00
$220.00
ShopSimon
-58%
Cult Gaia
Ankle Boots in Black Suede
$209.00
$498.00
ShopSimon
-42%
Gabor
Womens Wedge Ankle High Boots In Black
$134.00
$230.00
ShopSimon
-74%
Alexander Wang
Gabi Ankle Boots in Black Suede
$177.00
$668.00
ShopSimon
-61%
Lola Cruz
Womens Wila Block Heel Booties In Black
$132.00
$335.00
ShopSimon
-66%
Wonders
Womens Leather Ankle Boots In Black
$93.00
$270.00
ShopSimon
-33%
Xti
Womens 14503503 Ankle Boot In Taupe Gray
$86.00
$128.00
ShopSimon
-35%
Bella Vita
Diaz Bootss W Black Suede Block Heel Ankle Bootie JZZ1171
$109.99
$170.00
ShopSimon
-38%
Xti
Womens Leather Ankle Booties In Taupe Gray
$84.00
$135.00
ShopSimon
-9%
Xti
Womens Block Heel Braided Style Ankle Booties Gray
$107.95
$119.20
ShopSimon
-64%
Acne Studios
Jensen Ankle Boots in Black Suede
$189.00
$527.00
ShopSimon
-25%
Xti
Womens Microfiber Ankle Boots In Taupe Gray
$89.00
$119.00
ShopSimon
-30%
Xti
Womens Suede Block Heel Booties In Taupe Gray
$116.00
$165.00
ShopSimon
-49%
Seychelles
Womens Pretty Little Bird Suede Boots In Cognac Brown
$81.00
$159.00
ShopSimon
-20%
Bella Vita
Bobbi Booties Womens Brown Side Zip Ankle Boots LION239
$68.00
$85.00
ShopSimon
-34%
Söfft
Womens Bridgett Waterproof Suede Ankle Booties In Taupe Gray
$105.00
$159.00
ShopSimon
-16%
Söfft
Leanna SF0090280 Boots Women Dark Taupe Waterproof Ankle KHD2611 Gray
$151.96
$180.00
ShopSimon
-21%
Softwalk
Womens SoftWalk Roselle Dark Gray Leather Double Zip Ankle Boots HAWK921
$149.95
$190.00
ShopSimon
-26%
Söfft
Siri Boots Green Camo Leather Waterproof Wedge Heel Ankle JOBB115
$139.95
$190.00
ShopSimon
-60%
Stuart Weitzman
Womens Easyon Reserve Suede Neoprene Ankle Boots In Cappuccino Brown
$208.00
$525.00
ShopSimon
-29%
Rockport
Womens Gratasha V-Cut Boots In Taupe Gray
$98.00
$138.00
ShopSimon
-46%
Gabor
Womens Leather Ankle Boots In Black
$125.00
$230.00
ShopSimon
-55%
Stuart Weitzman
Block-Heel Ankle Boots in Nude Leather Brown
$309.00
$694.00
ShopSimon
-43%
Eric Michael
Womens Dallas Ankle Boots In Light Grey Gray
$118.00
$207.00
ShopSimon
-45%
Eric Michael
Womens Sonia Ankle Boot In Cognac Brown
$152.00
$276.00
ShopSimon
-43%
Django & Juliette
Womens Jinks Leather Ankle Boot In Chocolate Suede Gray
$108.00
$190.00
ShopSimon
-64%
Chocolat Blu
Womens Avery Heeled Bootie In Neutral Embossed Snakeprint Gray
$97.00
$271.00
ShopSimon
-32%
Dromedaris
Womens Kihana Metallic In Slate Gray
$130.00
$191.00
ShopSimon
-47%
Aetrex
Womens Addie Boot In Black Gray
$92.00
$173.00
ShopSimon
-24%
SUGAR
Womens Sugar Nightlife Bootie Black Faux Suede Side Zip Ankle Boots GAL1188
$65.00
$85.00
ShopSimon
-11%
Kork-ease
Womens Shilo Leather Block Heel Booties In Taupe Gray
$110.00
$124.00
ShopSimon
-52%
Bondi Born
Womens Danni Boot In Grey Brown
$97.00
$202.00
ShopSimon
-69%
Jimmy Choo London
Metallic Dark Brown Leather Jimi Ankle Boots
$365.00
$1,192.00
ShopSimon
-43%
Bueno
Womens Cora Smooth Boot In Ash Gray
$118.00
$207.00
ShopSimon
-49%
Free People
Womens Wandering Western Boots In Toffee Leather
$113.00
$220.00
ShopSimon
-46%
Kork-ease
Womens Joelle Leather Ankle Boot In Taupe Gray
$110.00
$205.00
ShopSimon
-43%
Söfft
Womens Angelica Waterproof Leather Booties In Luggage Tan Brown
$95.00
$167.00
ShopSimon
-45%
Vionic
Womens Truckee Heeled Ankle Boot In Dark Khaki
$105.00
$190.00
ShopSimon
-53%
Eric Michael
Womens Garda Boot In Taupe Gray
$104.00
$220.00
ShopSimon
-28%
-45%
Schutz
Womens Mikki Mid Booties In Miele Brown
$146.00
$265.00
ShopSimon
-43%
Madewell
Womens Darcy Ankle Boot In Warm Cinnamon Brown
$93.00
$163.00
ShopSimon
-25%
FLY London
Womens Ankle Boots In Oil Suede/crooco Wine Black
$151.00
$200.00
ShopSimon
-60%
FLY London
Womens Ankle Boots In Green Forest
$117.00
$295.00
ShopSimon
-24%
Dansko
Womens Lizanne Ankle Boot In Taupe Milled Nubuck
$140.00
$185.00
ShopSimon
-45%
Eric Michael
Womens Texas Ankle Boot In Cognac Brown
$146.00
$265.00
ShopSimon
-64%
Nero Giardini
Womens Mid Heel Ankle Bootie In Leopard
$123.00
$340.00
ShopSimon
-40%
Pikolinos
WomenS Ankle Boots In Cuero Brown
$131.00
$220.00
ShopSimon
-46%
Eric Michael
Womens Forest Boots In Brown Suede
$124.00
$229.00
ShopSimon
-15%
Bueno
Womens Forge Ankle Boots In Brown Nubuck
$136.00
$160.00
ShopSimon
-41%
Eric Michael
Womens Olivia Suede Ankle Boots In Grey Suede Gray
$124.00
$210.00
ShopSimon
-24%
Bella Vita
Jani Boots Womens Black Leather Kitten Heel Ankle Bootie LION33
$106.25
$140.00
ShopSimon
-67%
Pedro Garcia
Womens Zarela Suede Boots In Alpaca Castoro Shierling Beige
$249.00
$761.00
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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