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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
-22%
Vince Camuto
Kortimy Boot Women Brown Suede Block Heel Ankle Bootie HAWK2305
$70.00
$90.00
ShopSimon
-33%
Vince Camuto
Kortimy Boots 7 Nutmeg Suede Block Heel Ankle Bootie HAWK2644 Brown
$59.99
$90.00
ShopSimon
-53%
Journee Collection
Comfort Foam Hayven Booties Grey HAYVEN-WD-GRY Womens Gray
$56.00
$119.99
ShopSimon
-18%
Vince Camuto
Kortimy Boot Women Black Suede Block Heel Ankle Bootie HAWK1987
$74.00
$90.00
ShopSimon
-52%
Naturalizer
27 Edit Erica Ankle Boot Black I8070L1001 Womens
$101.00
$210.00
ShopSimon
-54%
Vionic
Roseland Ankle Boots Salte I8354L1020 Womens Gray
$41.00
$89.98
ShopSimon
-53%
Cole Haan
Go-To Park Ankle Boot 65 mm Irish Coffee Suede W29353 Womens Brown
$76.00
$160.00
ShopSimon
-16%
Dolce Vita
Womens Dolce Vita Henla Boots Black Leather Block Heel Ankle Bootie RHS6621
$160.00
$190.00
ShopSimon
-8%
Sergio Moretti
Black Low Heel Minimalist Leather Ankle Boots
$253.53
$275.52
ShopSimon
-43%
Premiata
Womens Anil Nappa Stretch Nero Ankle Boot In Black
$377.00
$667.00
ShopSimon
-32%
Frye
Womens Campus Chelsea Boot In Banana Yellow
$242.00
$358.00
ShopSimon
-26%
Söfft
Womens Albany Ankle Boot In Black
$141.00
$190.00
ShopSimon
-59%
Kenneth Cole
Womens Kite Fly Ankle Boot In Navy Blue
$53.00
$129.00
ShopSimon
-33%
Xti
Womens Booties By XTI Brown
$85.95
$128.00
ShopSimon
-14%
Dolce Vita
Nonce Boots Womens Brown Pointed Toe Block Heel Bootie RHS9001
$150.00
$175.00
ShopSimon
-37%
Diba
Womens Later Gater Whipstitch Detail Suede Booties In Cognac Brown
$75.00
$119.00
ShopSimon
-17%
Naked Feet
Womens Xenus Platform Ankle Boots In Greige Gray
$149.00
$179.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens Black Leather Block Heel Ankle Bootie LION307
$143.65
$180.00
ShopSimon
-30%
Xti
Womens Booties 141732 - 2.76 in Mid Heel, Side Zipper Black
$76.95
$110.00
ShopSimon
-38%
Kork-ease
Womens Seeley Ankle Boot In Brown
$142.00
$230.00
ShopSimon
-24%
Vionic
Womens Uptown Sur Ankle Boot In Oatmeal White
$137.00
$180.00
ShopSimon
-5%
Diba
Womens Comet Ride Boot In Cognac Brown
$106.00
$111.00
ShopSimon
-6%
Tamaris
Womens Brown Suede Leather Cowboy Western Ankle Boots - 25702-41
$159.99
$169.99
ShopSimon
-44%
Xti
Womens Italian Western Leather Booties Carmela Collection By XTI Brown
$91.95
$165.00
ShopSimon
-56%
Roberto Festa Milano
Womens Lares Ankle Boot In Black/navy Blue
$162.00
$366.00
ShopSimon
-21%
Karen Scott
Ivynaa Boots Womens Gray Faux Suede Ankle Bootie LION181
$59.08
$75.00
ShopSimon
-23%
Born
Womens Reece Ankle Boots In Light Brown
$116.00
$150.00
ShopSimon
-44%
Matisse Footwear
Duke Boot Brown
$59.98
$108.00
ShopSimon
-22%
Bella Vita
Jani Womens Black Leather Pointed Toe Zippered Booties LION889
$74.37
$95.00
ShopSimon
-26%
Toms
Constance Boots Womens US 9 Black Suede Pull-On Ankle Block Heel FZP444
$95.96
$130.00
ShopSimon
-1%
Born
Womens Tinley Boots In Taupe (Avola) Gray
$133.00
$135.00
ShopSimon
-41%
Pikolinos
Womens Malaga Heeled Ankle Boots With Zip In Brown
$130.00
$220.00
ShopSimon
-50%
Dolce Vita
Roan Suede Boot Brown
$79.98
$160.00
ShopSimon
-69%
Ferragamo
Ferragamo Catania Ankle Stretch Boots in Black Suede
$284.00
$930.00
ShopSimon
-20%
El Naturalista
Womens Irati Block Heel Ankle Boot In Silk Suede Brown
$199.00
$250.00
ShopSimon
-18%
Jellypop
Womens Shelby Ankle Boots In Red Glitter
$53.00
$65.00
ShopSimon
-20%
Corkys Footwear
Womens Goodness Gracious Boots Brown
$64.00
$80.00
ShopSimon
Högl
Black Nora High-Heel Side Zipper Platform Ankle Boots
$299.75
ShopSimon
-33%
Strive Footwear
Womens Lambeth Ankle Boots In Black
$107.00
$160.00
ShopSimon
-3%
Sergio Moretti
Black Classic Decorative Knot Suede Ankle Boots
$317.92
$326.33
ShopSimon
-21%
Calvin Klein
Illea Boots Womens Dark Green Round Toe Ankle Bootie LION384
$58.90
$75.00
ShopSimon
-25%
Mia
Harlow Boots Womens Beige Faux Suede Block Heel Ankle Bootie ZOGG962
$90.00
$120.00
ShopSimon
-6%
Tamaris
Womens Olive Green Suede Leather Heeled Ankle Boots - 25313-47
$145.99
$154.99
ShopSimon
-45%
Naturalizer
Gina Boots Womens 6 Terracotta Suede Side Zipper Ankle Bootie KHD880 Red
$95.95
$175.00
ShopSimon
-26%
Lucky Brand
Chameli Boots Womens Saddle Suede Zipper Ankle Bootie JOBB922 Brown
$129.00
$175.00
ShopSimon
-31%
Vintage Havana
Womens Grand 2 Ankle Boot In Taupe Suede Brown
$68.00
$99.00
ShopSimon
-33%
Strive Footwear
Womens Lambeth Ankle Boots In Chocolate Brown
$107.00
$160.00
ShopSimon
-19%
Chinese Laundry
Womens Chinese Laundry Filip Boots White Leather Pull On Booties ZAP1893
$129.99
$160.00
ShopSimon
-55%
Bally
Emme 55 Leather Ankle Boots White
$393.25
$870.00
ShopSimon
-33%
Billini
Womens Maysa Boot In Porcini Suede Beige
$75.00
$112.00
ShopSimon
-25%
Ash
Suede Leather Ankle Womens Boots Black
$228.00
$306.00
ShopSimon
-36%
Antelope
Womens Idella Ankle Booties In Brown Suede
$129.00
$200.00
ShopSimon
-3%
FLY London
Fly London Womens Green Leather Chelsea Ankle Platform Boots - HELY268
$209.24
$215.99
ShopSimon
-14%
United Nude
Mobius Ankle Bootie Hi Blue
$395.00
$460.00
ShopSimon
-14%
Xti
Womens Suede Italian Western Ankle Booties In Taupe Gray
$108.00
$126.00
ShopSimon
-2%
Laura Vita
Womens Gothic Victorian Floral Grey Leather Lace-up Boots - Cocrailo-47 Gray
$210.99
$215.99
ShopSimon
-25%
Juicy Couture
Tommi Womens Size 6 Red Snakeskin Pointed Toe Ankle Boots KHD721
$55.99
$75.00
ShopSimon
-44%
AGL
Womens Franky Beat Ankle Bootie In Moka Brown
$307.00
$545.00
ShopSimon
-22%
Easy Street
Murphy Boots Womens Gray Side Zipper Block Heel Booties LION63
$51.00
$65.00
ShopSimon
VAMSKO
Beige Dorit Patent Leather Platform Boots
$363.34
ShopSimon
-19%
Bandolino
Womens Bandolino Wishstar Boots Black Pointed Toe Ankle Bootie HAWK2557
$88.95
$110.00
ShopSimon
-38%
Django & Juliette
Womens Rarla Ankle Boots In Black Gold Distressed Leather
$142.00
$230.00
ShopSimon
-36%
Matisse Footwear
Womens Ilana Ankle Boot In Black
$140.00
$219.00
ShopSimon
-38%
Mou
Womens Eskimo 18 Ankle Boots In Stone Metallic Beige
$204.00
$330.00
ShopSimon
-11%
Corkys Footwear
Womens Crisp Ankle Booties In Beige
$49.00
$55.00
ShopSimon
-39%
Mustang
Womens Black Floral Heeled Ankle Boots - M0162012
$152.99
$250.00
ShopSimon
-21%
Matisse Footwear
Womens Gabbie Snake Ankle Boots In Beige
$165.00
$209.00
ShopSimon
-38%
Musse & Cloud
Womens Bega Ankle Boots In Black
$169.00
$274.00
ShopSimon
-22%
Ash
Dark Brown Suede Zip Ankle Boots Black
$339.54
$434.23
ShopSimon
-83%
Stuart Weitzman
Ankle High-Heeled Boots in Eggplant Purple Suede
$102.00
$595.00
ShopSimon
-30%
Betsey Johnson
Womens Stevie Houndstooth Embellished Heel Booties In Grey Gray
$90.00
$129.00
ShopSimon
-30%
Xti
WomenS 144579 Block Heel Booties In Black
$88.00
$126.00
ShopSimon
-6%
Tamaris
Womens Brown Tan Leather Heeled Ankle Boots - 25313-47
$145.99
$154.99
ShopSimon
-69%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$284.00
$916.00
ShopSimon
-75%
Nero Giardini
WomenS Leather Ankle Boots In Black
$66.00
$260.00
ShopSimon
-20%
Frye
Womens Leather Ankle Booties In Bone White
$238.00
$299.00
ShopSimon
-49%
Marc Fisher
Womens Yanara Block Heel Bootie In Gray Suede
$91.00
$180.00
ShopSimon
-15%
Dr. Scholls
Literally I4084S1250 Boots Womens Ivory Ankle Bootie LION1080 White
$110.00
$130.00
ShopSimon
-40%
Aetrex
Womens Rebecca Heel Boot In Black
$153.00
$253.00
ShopSimon
-32%
Dirty Laundry
Womens Groovy Ankle Boot In Black
$44.00
$65.00
ShopSimon
-22%
Mia
Womens Benicio Boots In White
$54.00
$69.00
ShopSimon
-20%
Bella Vita
Bobbi Booties Womens Brown Side Zip Ankle Boots LION239
$68.00
$85.00
ShopSimon
-21%
Lucky Brand
Bidelia Boots Womens Black Leather Block Heel Bootie Lion903
$139.00
$175.00
ShopSimon
-45%
Diba
Womens Shy Town Side Cut-Out Ankle Boots In Military/gold Green
$76.00
$139.00
ShopSimon
-21%
Sun + Stone
Adelinee Boot Womens Chocolate Double Zip Ankle Bootie LION254 Brown
$59.08
$75.00
ShopSimon
-14%
United Nude
Mobius Ankle Bootie Hi
$395.00
$460.00
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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