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Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
-53%
Isabel Marant
Dacken Ankle Boots in Brown Suede
$308.00
$652.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Kathie Bootie Orange
$69.99
$99.99
ShopSimon
-18%
Mia
Womens Ivy Lug Bootie - Medium In Pink
$62.00
$76.00
ShopSimon
-10%
Xti
Womens Ankle Booties In Gold
$115.00
$128.00
ShopSimon
-10%
UGG
Heritage Utility Mini Camel Boots Brown
$366.00
$405.00
ShopSimon
Camper
Ankle boots Women Camper Karole Black
$245.00
ShopSimon
-37%
Xti
Womens Suede Booties In Camel Brown
$129.00
$206.00
ShopSimon
-20%
Lamofootwear
Mens Trent Boot In Charcoal Pink
$55.00
$69.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Cassidy Booties Red
$74.99
$119.99
ShopSimon
-30%
Journee Collection
Womens Mylee Wide Width Bootie Red
$59.99
$85.99
ShopSimon
Liu Jo
Sophisticated Black Ankle Boots With Pointed Toe
$315.00
ShopSimon
-10%
Xti
Womens Ankle Booties In Gold
$115.00
$128.00
ShopSimon
-47%
Nero Giardini
Womens Brandi Ankle Boot In Malt Brown
$162.00
$305.00
ShopSimon
-37%
Xti
Carmela Collection Leather Booties In Camel Brown
$129.00
$206.00
ShopSimon
-57%
Hogan
Interaction Ankle Boots Black
$277.00
$650.00
ShopSimon
Xti
Womens Carmela 161205 Booties In Taupe Brown
$143.00
ShopSimon
-15%
Gabor
WomenS Zip Black Heel Boots In Brown
$194.00
$229.00
ShopSimon
Xti
Womens 144470 Block Heeled Booties In Camel Brown
$143.00
ShopSimon
-41%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Walnut Brown
$123.00
$210.00
ShopSimon
-50%
Frye
Carson Piping Suede Bootie Brown
$123.98
$248.00
ShopSimon
-13%
Xti
Womens Booties With Rhinestones In Taupe Brown
$124.00
$142.00
ShopSimon
-23%
Vionic
Aria Boots WoBlack Leather Side Zip Wedge Heel Bootie GAL528
$200.00
$260.00
ShopSimon
-25%
Guess
Spar Kitten Heel Bootie
$67.49
$89.99
ShopSimon
-45%
Stuart Weitzman
Celina Leather Chelsea Boot Black
$329.98
$595.00
ShopSimon
-45%
Stuart Weitzman
Sondra Sleek Leather Bootie Black
$329.98
$595.00
ShopSimon
-45%
Stuart Weitzman
Sondra Sleek Suede Bootie Black
$329.98
$595.00
ShopSimon
-23%
Vionic
Aria Boots Womens Black Leather Wedge Heel Ankle Booties GAL427
$200.00
$260.00
ShopSimon
-63%
Stuart Weitzman
Margot Ankle Boots in Black Suede
$240.00
$645.00
ShopSimon
-1%
UGG
Ankle-Height Twinface Boots Brown
$374.00
$379.00
ShopSimon
-35%
Journee Collection
Journee Womens Wide Width Link Bootie Gray
$64.99
$99.99
ShopSimon
-42%
Coach
Chunky Sherpa Bootie In Signature Suede Black
$189.00
$328.00
ShopSimon
-56%
Hogan
H401H314+T. texanoAnkle Boot Lavor Black
$207.00
$470.00
ShopSimon
-76%
Gianvito Rossi
Ribbon Dumont Ankle Boots in Nude Calf Leather Brown
$326.00
$1,371.00
ShopSimon
-34%
Marc Fisher
Womens Fabina Leather Boots In Shell 111
$112.00
$169.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Haylinn Booties
$44.99
$99.99
ShopSimon
-32%
Corkys Footwear
Womens Casanova Bootie In Ivory
$51.00
$75.00
ShopSimon
-28%
Donald J Pliner
Marisol 2 Boots Womens US Brown Scale Embossed Bootie ZOGG1838
$288.00
$400.00
ShopSimon
-89%
Jason Wu
Alexis High Heel Ankle Boots in Black Leather
$142.00
$1,286.00
ShopSimon
UGG
Classic Mini Dipper Ankle Boots Brown
$346.00
ShopSimon
-39%
Coach
Lucy Chelsea Boot With Signature Polyester Black
$169.00
$278.00
ShopSimon
-72%
Ferragamo
Ferragamo Nono Leather Bootie Black
$330.99
$1,190.00
ShopSimon
-17%
Not Rated
Womens Fiera Booties In Gold
$63.00
$76.00
ShopSimon
-54%
Bruno Magli
Danica Leather Boot Black
$229.98
$495.00
ShopSimon
-70%
Arche
Barwol Leather Bootie Red
$132.98
$445.00
ShopSimon
-52%
Bruno Magli
Fabiana Leather Boot Black
$239.98
$495.00
ShopSimon
-52%
Bruno Magli
Nerina Snake-Embossed Leather Black
$239.98
$495.00
ShopSimon
-43%
Aetrex
Womens Zoey Slip On Boot In Black
$124.00
$216.00
ShopSimon
-8%
Moon Boot
Mb Luna Low Boot In Classic Black With Premium Leather Construction
$234.00
$254.80
ShopSimon
-53%
Stuart Weitzman
Quinn Block Heel Ankle Boots in Black Leather
$328.00
$697.00
ShopSimon
-21%
Roberto Festa Milano
Allyk Boot Black
$333.00
$423.80
ShopSimon
-20%
UGG
Classic Ultra Mini Leather Ankle Boots With Uggplush Lining Black
$239.00
$300.00
ShopSimon
-57%
Isabel Marant
Darizo Suede Bootie Brown
$362.98
$850.00
ShopSimon
-50%
Alexandre Birman
Candance 40 Leather Bootie Black
$349.98
$695.00
ShopSimon
-57%
Alexandre Birman
Becky 60 Knit & Leather Bootie Black
$299.98
$695.00
ShopSimon
-63%
Stuart Weitzman
Coban Ankle Boots in Black Leather
$272.00
$728.00
ShopSimon
-24%
Bearpaw
Womens Retro Shorty Boots In Iced Coffee Solid
$59.00
$78.00
ShopSimon
-55%
Alexandre Birman
Clarita Waterproof Leather Bootie Black
$359.98
$795.00
ShopSimon
-3%
Twin-Set
Mid-Calf Suede Boots With Block Heel Black
$324.00
$335.00
ShopSimon
-26%
Lucky Brand
Basel Bootie Womens Brown Leather Side Zip Boots JOBB1230
$129.00
$175.00
ShopSimon
-33%
Staud
Womens Sebastian Ankle Boot In Black
$331.00
$495.00
ShopSimon
-45%
by FAR
By FAR Este Leather Bootie Black
$279.98
$510.00
ShopSimon
-52%
Bruno Magli
Fabiana Suede Boot Brown
$239.98
$495.00
ShopSimon
-21%
Lucky Brand
Callam Bootie Womens Tan Leather Studded Ankle Boots JOBB1510 Brown
$158.40
$200.00
ShopSimon
-26%
Lucky Brand
Zemlin Boots Womens Dune Leather Side Zip Wedge Bootie JOBB1139 Brown
$129.00
$175.00
ShopSimon
-27%
Lucky Brand
Quinlee Boot Womens Brown Leather Round Toe Ankle Bootie JOBB1104
$139.00
$190.00
ShopSimon
-57%
Alexandre Birman
Becky 60 Knit & Leather Bootie Brown
$299.98
$695.00
ShopSimon
-22%
Vaneli
Vaneli Penko Boots WoBlack Suede Square Toe Side-Zip Ankle Bootie ZAP224
$249.95
$320.00
ShopSimon
-8%
Moon Boot
Moon Boot Brown
$252.00
$274.50
ShopSimon
-33%
Forsake
Womens Lucie Chelsea Sneaker Boot In Green Ash
$101.00
$150.00
ShopSimon
-8%
Moon Boot
Mb Luna Chelsea Suede Ankle Boots With Pull Tab Brown
$234.00
$254.80
ShopSimon
-35%
Journee Collection
Womens Tru Comfort Foam Wide Width Haylinn Booties Red
$64.99
$99.99
ShopSimon
-6%
Sbicca
Womens Anton Hand Woven Shoe In Tan
$113.00
$120.00
ShopSimon
-45%
Anine Bing
Ava Booties In Cloudy Blue Python Black
$315.00
$575.00
ShopSimon
-15%
Blundstone
Ankle-High Black Leather Boots With Rubber Sole
$287.92
$339.00
ShopSimon
-13%
Roper
Womens Snip Toe Ava Embossed Bootie In Tan
$75.00
$86.00
ShopSimon
-13%
UGG
W Classic Ultra Mini Boots Brown
$263.00
$302.00
ShopSimon
-65%
Cult Gaia
Womens Vail Boot In Espresso Red
$196.00
$568.00
ShopSimon
UGG
Classic Esmee Boots Brown
$381.00
ShopSimon
-74%
Moschino
Gold Lettering Logo Ankle Boots Black
$259.00
$988.00
ShopSimon
-33%
FLY London
Womens Verona Bagu Fly Wedge Suede Bootie In Black
$185.00
$275.00
ShopSimon
-49%
Cecelia New York
Misunderstood Bootie In Black
$125.00
$244.00
ShopSimon
-23%
Taos
Womens Downtown Boot In Black
$211.00
$275.00
ShopSimon
-23%
Naturalizer
Verney H3631L1001 Boots WooBlack Weatherproof Chelsea GAL425
$170.00
$220.00
ShopSimon
-82%
Schutz
Misty Leather Bootie Orange
$43.98
$238.00
ShopSimon
-40%
Wolf & Shepherd
Closer Leather Chelsea Boot Black
$209.98
$350.00
ShopSimon
-29%
Naked Feet
Chelsea Boot In Beige Brown
$129.00
$182.00
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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