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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
-35%
Journee Collection
Collection Womens Tru Comfort Foam Mylow Bootie Gold
$64.99
$99.99
ShopSimon
-73%
Aquazzura
Boogie Cowboy Ankle Boots in Brown Suede
$284.00
$1,064.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie Gold
$69.99
$99.99
ShopSimon
-60%
La Canadienne
Sea Suede Boot Black
$209.98
$525.00
ShopSimon
-53%
Chinese Laundry
Womens Loyalty Peep Toe Bootie In Natural White
$52.00
$110.00
ShopSimon
-33%
Eric Michael
Womens Bethany Boot In Khaki Green
$245.00
$366.00
ShopSimon
-21%
Free People
Womens Cedar Leather Clogs In Black
$157.00
$198.00
ShopSimon
-23%
Free People
Womens Brady Buckle Shoeboot In Black
$137.00
$178.00
ShopSimon
-29%
Diba
Chloe Mae Boot In Ice Gray
$130.00
$183.00
ShopSimon
-37%
Free People
Womens Double Stack Platform Boot In Black Patent
$158.00
$250.00
ShopSimon
-65%
Paige
Womens Presley Ankle Boot In Black
$145.00
$412.00
ShopSimon
-44%
Bueno
Womens Elliot Boot In Stone Nubuck Gray
$126.00
$225.00
ShopSimon
-60%
Bruno Magli
Addison Suede Bootie Black
$179.99
$450.00
ShopSimon
-49%
J.McLaughlin
J. McLaughlin Vivvi Leather Bootie Black
$166.98
$328.00
ShopSimon
-19%
Aetrex
Womens Rebecca Heel Boot In Black
$145.00
$180.00
ShopSimon
-19%
Aetrex
Womens Rubi Buckle Boot In Black
$145.00
$180.00
ShopSimon
-31%
Aetrex
Womens Kara Wedge Bootie In Black
$139.00
$201.00
ShopSimon
-76%
Nike
Sacai x Pierre Hardy Mesh Ankle Boots in Black Leather
$317.00
$1,343.00
ShopSimon
-25%
Revere Comfort Shoes
Womens Damascus Bootie In Onyx/black Lizard
$135.00
$180.00
ShopSimon
-32%
Vince
Silvana Suede Zip Boot In Elmwood Brown
$268.00
$395.00
ShopSimon
-23%
Windsor Smith
Varsity - Womens Block Heel Leather Chelsea Boots Black
$162.00
$210.60
ShopSimon
-26%
Trotters
Kippy T2060-001 Boots Womens Black Leather Ankle Bootie JOBB216
$139.95
$190.00
ShopSimon
-27%
Madewell
Wilshire Clean Boots Womens US Black Leather Ankle Bootie ZOGG1900
$198.00
$270.00
ShopSimon
-75%
3.1 Phillip Lim
Alexa Suede Boot Black
$132.99
$525.00
ShopSimon
-33%
Intentionally blank
Womens Rachel Ankle Boot In Black
$179.00
$269.00
ShopSimon
Windsor Smith
Black Leather Platform Chelsea Boots - Tricky
$180.99
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca
$195.99
$200.00
ShopSimon
-32%
Nisolo
Womens Ana Go To Heeled Chelsea Boots In Black
$169.00
$250.00
ShopSimon
-23%
Windsor Smith
Tricky - Womens Black Leather Platform Chelsea Boots
$189.00
$245.71
ShopSimon
-23%
Windsor Smith
Replace - Womens Black Leather Chelsea Boots
$135.00
$175.50
ShopSimon
-24%
Birkenstock
Papillio Bootie Womens US 5-5.5 Black Leather Wedge Heel ZPO2479
$152.00
$200.00
ShopSimon
-21%
27 EDIT
Womens Maya Leather Booties In Black
$150.00
$190.00
ShopSimon
-25%
Trotters
Major T1762-101 Boot Womens US 10.5 Black Leather Ankle Bootie ZPO2486
$111.96
$150.00
ShopSimon
-27%
Josef Seibel
Caren 29 Womens Black Leather Zipper Ankle Boots VER674
$159.99
$220.00
ShopSimon
-27%
Madewell
Womens Idris Ankle Boots In Black
$167.00
$228.00
ShopSimon
-27%
Hunter
Winica Boot Womens Black Leather Lug Sole Waterproof Chelsea VER418
$175.00
$240.00
ShopSimon
-66%
Ferragamo
Gardena Ankle Sock Sneakers
$318.99
$950.00
ShopSimon
-32%
A.S.98
Morgan Sandal In Tiger Brown
$220.00
$322.00
ShopSimon
-41%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Taupe Gray
$123.00
$210.00
ShopSimon
-61%
Aquatalia
Aquatalia Sharlena Waterproof Suede Bootie Black
$229.98
$595.00
ShopSimon
-49%
Naot
Womens Zodiac Sneaker In Smoke Grey Gray
$140.00
$276.00
ShopSimon
-31%
Frye
Womens Addie Double Zip Bootie In Grey Soft Italian Nubuck Green
$221.00
$322.00
ShopSimon
-26%
-62%
Maison Margiela
Cut-out Leather Ankle Boots In Black Leather
$414.00
$1,090.00
ShopSimon
-11%
Mou
Mini Eskimo Platform Boot Black
$346.00
$388.00
ShopSimon
-61%
Aquatalia
Aquatalia Lanna Waterproof Suede Bootie Black
$219.98
$560.00
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Gwenn Bootie Red
$59.99
$89.99
ShopSimon
-30%
Journee Collection
Journee Womens Trevi Bootie Red
$69.99
$99.99
ShopSimon
-60%
Free People
Pitchfork Point Leather & Shearling Boot Brown
$79.98
$198.00
ShopSimon
-12%
Matisse Footwear
Womens Bambi Western Boots In Silver Snake
$84.00
$95.00
ShopSimon
-31%
Xti
Womens Braided Booties with Side Zipper Gold
$87.95
$128.19
ShopSimon
-58%
Isabel Marant
Dewina Suede Bootie Brown
$413.98
$990.00
ShopSimon
-60%
Giuseppe Zanotti
Mirea Blue
$382.00
$955.00
ShopSimon
-35%
Camper
Ankle boots Women Camper Thelma Black
$149.50
$230.00
ShopSimon
-35%
Dirty Laundry
Girlie Unite Western Bootie In Blush White
$49.00
$75.00
ShopSimon
-85%
Iro
Iro Bozon Buckled Ankle Boots in Black Leather
$142.00
$978.00
ShopSimon
-30%
Xti
Womens Cowboy Booties In Black
$112.00
$159.00
ShopSimon
-37%
Xti
Women Leather Booties In Black
$129.00
$206.00
ShopSimon
-39%
Xti
Womens Carmela Leather Booties In Black
$156.00
$254.00
ShopSimon
-35%
Xti
Womens Block Heel Booties In Black
$114.00
$176.00
ShopSimon
-30%
Xti
Womens Cowboy Booties In Black
$112.00
$159.00
ShopSimon
-2%
Xti
Womens Italian Western Booties In Black
$114.00
$116.00
ShopSimon
-30%
Xti
Womens Chelsea Booties In Black
$112.00
$159.00
ShopSimon
-25%
FLY London
Womens Round Toe Boots In Dark Gold
$217.00
$290.00
ShopSimon
-36%
Xti
Womens Casual Booties In Black
$125.00
$195.00
ShopSimon
-22%
Diba
Womens Ma Sheena Ankle Cut-Out Boots In Black
$113.00
$145.00
ShopSimon
-36%
Xti
Womens Carmela Suede Booties In Black
$125.00
$195.00
ShopSimon
-35%
Xti
Womens Wedge Sport Booties In Black
$114.00
$176.00
ShopSimon
-60%
Giuseppe Zanotti
Sallie Black
$384.00
$960.00
ShopSimon
-58%
L.k. Bennett
L. K.Bennett Leida Leather Ankle Boot Black
$199.98
$475.00
ShopSimon
-50%
Dromedaris
Womens Gilly Boots In Slate Gray
$132.00
$265.00
ShopSimon
-41%
Chinese Laundry
Sleek Scales In Natural White
$51.00
$86.00
ShopSimon
-38%
Pikolinos
Womens San Sebastian Tall Ankle Boots In Black
$199.00
$322.00
ShopSimon
-16%
Corkys Footwear
Womens Cabin Forever Boots In Gold
$66.00
$79.00
ShopSimon
-15%
Aetrex
Womens Frankie Twin Gore Ankle Boot In Black
$145.00
$170.00
ShopSimon
-34%
Chinese Laundry
Womens Slip On Open Toe Heel In Natural White
$99.00
$150.00
ShopSimon
Windsor Smith
Black Classic Leather Chelsea Ankle Boots - Varsity
$141.99
ShopSimon
-20%
Chinese Laundry
Womens Good Day Ankle Boots In Cream White
$80.00
$100.00
ShopSimon
-13%
Aetrex
Womens Rubi Arch Support Boot In Black
$157.00
$180.00
ShopSimon
-9%
Born
Womens Viv Wedge Bootie In Taupe Gray
$118.00
$130.00
ShopSimon
-43%
All Black
Women Ankle Sock Kitten Heel In Black
$125.00
$219.00
ShopSimon
Camper
Ankle boots Women Camper Kiara
$265.00
ShopSimon
-7%
Chinese Laundry
Womens Forester Western Boot In Cream White
$83.00
$89.00
ShopSimon
-44%
Stuart Weitzman
Fernanda Cap-Toe Sock Ankle Boots in Navy Blue Suede
$345.00
$613.00
ShopSimon
-31%
Emu
Womens Clare Boots In Black
$142.00
$207.00
ShopSimon
-7%
Chinese Laundry
Womens Dodger Bootie In Cream White
$84.00
$90.00
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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