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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
-26%
Charles by Charles David
Turmoil Boots Black Block Heel Bootie JOBB140
$129.00
$175.00
ShopSimon
-20%
Free People
Womens New Frontier Western Boot In Black Suede
$126.00
$158.00
ShopSimon
-17%
Naturalizer
Womens Naturalizer Erica Boots Black Leather Block Heel Ankle Bootie ZAP1671
$190.00
$230.00
ShopSimon
-58%
FLY London
Womens Wynn268Fly Ankle Boot In Black/graphite
$116.00
$275.00
ShopSimon
-29%
Aetrex
Womens Rebecca Heeled Ankle Boots In Black
$128.00
$180.00
ShopSimon
-16%
FLY London
Fly London Womens Black HELY268 Chelsea Leather Ankle Pull-On Platform Comfort Boots
$201.99
$240.00
ShopSimon
-85%
Nicholas Kirkwood
Hexagon Ankle Boots in Black Leather
$233.00
$1,562.00
ShopSimon
-29%
Marc Fisher
Women Kiona Ankle Boot In Black
$141.00
$199.00
ShopSimon
-25%
Ziera
Womens Shanghai Xf Ankle Boots In Black Leather
$194.00
$260.00
ShopSimon
-34%
Matisse Footwear
Womens Nate Ankle Boot In Black
$112.00
$170.00
ShopSimon
-26%
Eric Michael
Womens Carmen Ankle Boot In Black
$186.00
$253.00
ShopSimon
-74%
Alexander Wang
Kori Cutout Ankle Boots In Black Leather
$202.00
$789.00
ShopSimon
-28%
FLY London
Womens Zip Up Ankle Boots In Black/graphite
$187.00
$260.00
ShopSimon
-25%
Schutz
Womens Kaile Mid Glam Booties In Black
$171.00
$228.00
ShopSimon
-29%
Ara
Womens Palmer Ankle Boot In Black
$138.00
$195.00
ShopSimon
-9%
Xti
Womens Cowboy Booties In Black
$117.00
$128.00
ShopSimon
-22%
Old Gringo
Womens Milan Fringes Boots In Petrol Red
$388.00
$500.00
ShopSimon
-84%
Ferragamo
Zipped High-Heeled Ankle Boots in Black Leather
$215.00
$1,387.00
ShopSimon
-21%
Lucky Brand
Bidelia Boots Womens Black Leather Block Heel Bootie Lion903
$139.00
$175.00
ShopSimon
-26%
Lucky Brand
Womens Lucky Brand Bofrida Boots 6 Black Leather Block Heel Ankle Bootie ZPO3489
$111.20
$150.00
ShopSimon
-32%
Diba
Womens Majes Tic Boots In Spice White
$108.00
$159.00
ShopSimon
-22%
Old Gringo
Womens Milan Fringes Boots In Petrol Charcoal
$388.00
$500.00
ShopSimon
-14%
Corkys Footwear
Womens Scootin Cowboy Boots In White
$117.00
$136.00
ShopSimon
-74%
Alexander Wang
Gabi Ankle Boots in Black Suede
$177.00
$668.00
ShopSimon
-42%
Seychelles
Womens Dinner Date Boot In Ivory White
$114.00
$196.00
ShopSimon
-25%
Seychelles
Desirable Boot In Off White
$165.00
$219.00
ShopSimon
-44%
All Black
Wow Bootie In Ivory White
$140.00
$251.00
ShopSimon
-29%
Gabor
Womens Ankle High Boots In Black
$156.00
$220.00
ShopSimon
-62%
BA&SH
Ba & Sh Block Heel Ankle Boots in Black Suede
$194.00
$507.00
ShopSimon
-37%
Ara
Womens Malmo Boots In Cream White
$145.00
$230.00
ShopSimon
-24%
Andrea
Womens Fashion Booties Side Zipper White
$90.95
$119.00
ShopSimon
-66%
Wonders
Womens Leather Ankle Boots In Black
$92.00
$270.00
ShopSimon
-27%
Homers
Susan Heeled Boots In Supreme Black Blue
$418.00
$575.00
ShopSimon
-19%
Chinese Laundry
Womens Chinese Laundry Filip Boots White Leather Pull On Booties ZAP1893
$129.99
$160.00
ShopSimon
-26%
Gabor
Womens Wedge Ankle High Boots In Black
$171.00
$230.00
ShopSimon
-41%
Gabor
Womens Leather Ankle Boots In Black
$135.00
$230.00
ShopSimon
-47%
Lola Cruz
Womens Wila Block Heel Booties In Black
$176.00
$335.00
ShopSimon
-33%
Betsey Johnson
Cady Pearl Ankle Boot In Pearl White
$152.00
$228.00
ShopSimon
-35%
Bella Vita
Diaz Bootss W Black Suede Block Heel Ankle Bootie JZZ1171
$109.99
$170.00
ShopSimon
-42%
Nero Giardini
Womens Pointed Toe Ankle Boot In Natura
$198.00
$340.00
ShopSimon
-42%
La Canadienne
Womens Julieta Stacked Block Heel Boots In Toffee Suede
$324.00
$559.00
ShopSimon
-48%
Alexandre Birman
Womens Malva 60 Booties In Espresso Brown
$461.00
$895.00
ShopSimon
-54%
FAIRFAX & FAVOR
Womens Oakham Heeled Ankle Boot In Elderberry
$215.00
$465.00
ShopSimon
-20%
Pikolinos
Womens Daroca Booties In Cuero
$177.00
$220.00
ShopSimon
-24%
Bella Vita
Jani Boots Womens Black Leather Kitten Heel Ankle Bootie LION33
$106.25
$140.00
ShopSimon
-24%
Vince
Silvana Suede Zip Boot In Elmwood Brown
$302.00
$395.00
ShopSimon
-48%
Cordani
Womens Piper Western Ankle Boot In Tortora Suede
$238.00
$455.00
ShopSimon
-47%
Cordani
Womens Brennen Suede Block Heel Boots In Brown Suede
$225.00
$428.00
ShopSimon
-25%
Belle & Bloom
Austin Suede Ankle Boot Red
$172.46
$229.95
ShopSimon
-46%
Regarde le ciel
Women Sonia Glove Leather Boot In Sangria Yellow
$103.00
$189.00
ShopSimon
-28%
Homers
Womens Aspen Boot In Crosta Pepe
$460.00
$635.00
ShopSimon
-31%
Pikolinos
Women Calafat Heeled Boots In Marfil White
$234.00
$338.00
ShopSimon
-22%
Rag & Bone
Womens Mercer Leather Ankle Boots In Bordeaux Red
$466.00
$598.00
ShopSimon
-38%
Officine Creative
Severine/008 Leather Ankle Boot Brown
$495.00
$795.00
ShopSimon
-56%
Alexandre Birman
Lorraine Bow-Tie Ankle Boots in Black Suede
$385.00
$875.00
ShopSimon
United Nude
Jimmy Mid Ii Black
$215.00
ShopSimon
-12%
Pikolinos
Womens Pikolinos Calafat W1Z-8977C1 Boots Black Leather Booties ZOGG382
$230.00
$260.00
ShopSimon
-77%
Stuart Weitzman
Coban Ankle Boots in Black Leather
$171.00
$728.00
ShopSimon
-28%
Vaneli
Womens Holly Waterproof Ankle Boots In Black
$179.00
$250.00
ShopSimon
-30%
Kork-ease
Womens Kalista Leather Ankle Boot In Black
$202.00
$288.00
ShopSimon
-48%
Cordani
Womens Piper Western Ankle Boot In Black Leather
$238.00
$455.00
ShopSimon
-47%
Nero Giardini
Womens Velvet Ankle Bootie In Milk White
$168.00
$319.00
ShopSimon
-21%
Born
Womens Reis Boot In Black
$229.00
$290.00
ShopSimon
-38%
Stuart Weitzman
Womens Maeve Zip Square-Toe Ankle-Boots In Black
$403.00
$650.00
ShopSimon
-84%
Ferragamo
Mid Heel Ankle Boots in Black Suede
$165.00
$1,050.00
ShopSimon
-33%
Xti
Womens Suede Ankle Booties By XTI Gray
$66.95
$99.99
ShopSimon
-23%
Panama Jack
Trav B2 - Womens Black Side Zipped Leather Ankle Boots
$221.40
$287.82
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-30%
Xti
Womens Ankle Boots In Taupe Brown
$79.00
$113.00
ShopSimon
-37%
Kork-ease
Womens Helene Lace Up Heel In Grey Brown
$86.00
$137.00
ShopSimon
-24%
Cushionaire
Womens Russel Knit Ankle Boot In Taupe Gray
$105.00
$139.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-40%
Pierre Dumas
Womens Sparkle Step Rhinestone Ankle Boots In Taupe Gray
$52.00
$86.00
ShopSimon
-22%
Easy Street
Murphy Boots Womens Gray Side Zipper Block Heel Booties LION63
$51.00
$65.00
ShopSimon
-33%
Xti
Womens Booties By XTI Brown
$85.95
$128.00
ShopSimon
-5%
Xti
Womens Booties In Taupe Gray
$100.00
$105.00
ShopSimon
-22%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION3 Gray
$109.65
$140.00
ShopSimon
-14%
Corkys Footwear
Womens Spill The Tea Booties In Beige
$60.00
$70.00
ShopSimon
-71%
Wolky
Womens Colville Heeled Mid Boot In Gray
$70.00
$239.00
ShopSimon
-26%
Volatile
Womens Veracruz Ankle Boot In Tan Gray
$89.00
$120.00
ShopSimon
-60%
Rockport
Womens Gratasha Panel Boots In Taupe Gray
$63.00
$156.00
ShopSimon
-13%
Naked Feet
Womens Xenus Platform Ankle Boots In Greige Gray
$155.00
$179.00
ShopSimon
-75%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Beige Leather
$151.00
$595.00
ShopSimon
-7%
Corkys Footwear
Womens Harvest Boot In Gray
$65.00
$70.00
ShopSimon
-21%
Karen Scott
Ivynaa Boots Womens Gray Faux Suede Ankle Bootie LION181
$59.08
$75.00
ShopSimon
-8%
Corkys Footwear
Womens Wicked Slouch Ankle Faux Suede Boots In Grey Gray
$46.00
$50.00
ShopSimon
-9%
Xti
Womens Ankle Booties In Taupe Gray
$117.00
$128.00
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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