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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
-5%
Xti
Womens Suede Heeled Ankle Booties By XTI Brown
$119.95
$126.00
ShopSimon
-15%
Naturalizer
Claire G2629S3 Boots Womens Brown Leather Ankle Bootie RHS8386
$119.00
$140.00
ShopSimon
-43%
Marc Fisher
Womens Aleea Cap Toe Bootie In Light Natural Brown
$107.00
$189.00
ShopSimon
-32%
Ariat
Womens Leighton Waterproof Bootie In Brown
$149.00
$220.00
ShopSimon
-52%
Ferragamo
Ferragamo Vara Chain Detail Booties Black
$462.73
$970.00
ShopSimon
-45%
Frye
Womens Sacha Moto Shortie Boots In Sand Brown
$147.00
$267.00
ShopSimon
-72%
Arche
Womens Baryky Ankle Boots In Terra/noir Brown
$126.00
$455.00
ShopSimon
-76%
Alexandre Birman
Becky 60 Knit & Leather Bootie Brown
$164.98
$695.00
ShopSimon
-41%
Ariat
Womens Dixon Bootie In Brown Lizard Print
$135.00
$230.00
ShopSimon
-51%
Diba
Womens Walnut Grove Boot In Gold Sheen Brown
$82.00
$168.00
ShopSimon
-21%
Emu
Womens Stinger Micro Flatform Boots In Chestnut Brown
$110.00
$140.00
ShopSimon
-31%
Marc Fisher
Womens Haylian Ankle Boot In Medium Natural Brown
$130.00
$189.00
ShopSimon
-77%
Alexandre Birman
Benta Suede Bootie Brown
$173.98
$750.00
ShopSimon
-41%
Cecelia New York
Womens Brace Boots In Cognac Brown
$144.00
$245.00
ShopSimon
-30%
Belle & Bloom
Fearless Clog Ankle Boot Brown
$160.96
$229.95
ShopSimon
-37%
Kork-ease
Womens Cantley Boots In Brown
$138.00
$220.00
ShopSimon
-26%
Charles by Charles David
Turmoil Boots Wo Brown Block Heel Bootie JOBB139
$129.00
$175.00
ShopSimon
-43%
Chocolat Blu
Womens Inka Booties In Brown
$150.00
$265.00
ShopSimon
-49%
Matisse Footwear
Womens Celeste Heeled Boots In Camel Brown
$105.00
$205.00
ShopSimon
-55%
Frye
Womens Dani Shield Sling Peep Toe Sandal In Khaki Suede Brown
$89.00
$196.00
ShopSimon
-71%
Frye
Billy Harness Leather Bootie Brown
$100.99
$348.00
ShopSimon
-46%
Marc Fisher
Womens Danai Ankle Boot In Dark Brown
$108.00
$199.00
ShopSimon
-33%
Aetrex
Womens Rubi Buckle Boot In Taupe Brown
$121.00
$180.00
ShopSimon
-50%
VALDINI
Womens Beau Suede Ankle Boots In Rust Brown
$137.00
$275.00
ShopSimon
-37%
Kork-ease
Womens Shilo Full Grain Boot In Taupe Brown
$144.00
$230.00
ShopSimon
-50%
Kork-ease
Womens Joelle Boot In Brown
$109.00
$220.00
ShopSimon
-57%
Kork-ease
Womens Helene Leather Ankle Boots In Grey Brown
$81.00
$190.00
ShopSimon
-76%
La Canadienne
Bessie Waterproof Suede Bootie Brown
$130.98
$550.00
ShopSimon
-43%
Aetrex
Womens Luna Ankle Boot - Wide In Dark Earth Brown
$108.00
$190.00
ShopSimon
-46%
Matisse Footwear
Womens Colton Bow Ankle Boots In Brown
$117.00
$215.00
ShopSimon
-41%
Aetrex
Womens Mila Low Ankle Boot In Dark Brown
$106.00
$180.00
ShopSimon
-45%
Vaneli
WomenS Valse Boot In Cuoio Suede Brown
$137.00
$250.00
ShopSimon
-64%
by FAR
By FAR Karl Stretch & Suede Bootie Brown
$184.98
$515.00
ShopSimon
-52%
Aetrex
Womens Hannah Arch Support Boot In Cognac Brown
$122.00
$253.00
ShopSimon
-25%
Vagabond
Vivan Leather Bootie Mud 5453-001-19 Womens Brown
$165.00
$220.00
ShopSimon
-24%
Naturalizer
Womens Naturalizer Bay Boots US Chocolate Leather Waterproof Booties GAL628 Brown
$175.00
$230.00
ShopSimon
-47%
Aetrex
Womens Addie Boot In Brown
$92.00
$173.00
ShopSimon
-43%
Aetrex
Womens Mila Weatherproof Boots In Dark Brown
$130.00
$230.00
ShopSimon
-37%
Jeffrey Campbell
Womens Abundant Boots In Red
$122.00
$195.00
ShopSimon
-7%
Matisse Footwear
Womens Cleo Suede Ankle Boots In Bourbon Brown
$120.00
$129.00
ShopSimon
-43%
Jambu
Womens Vivi Round Toe Boots In Dark Tan Brown
$116.00
$202.00
ShopSimon
-36%
Kork-ease
Womens Sioux Boot In Brown
$140.00
$220.00
ShopSimon
-57%
Frye
Sacha Multi Strap Leather Bootie Brown
$135.98
$318.00
ShopSimon
-43%
Kork-ease
Womens Ryder Leather Boot In Brown
$119.00
$210.00
ShopSimon
-43%
Kork-ease
Womens Renny Booties In Brown
$119.00
$210.00
ShopSimon
-5%
Xti
Womens Braided Ankle Booties By XTI Brown
$135.95
$142.44
ShopSimon
-70%
Matisse Footwear
Womens Ilana Boots In Ginger Brown
$65.00
$214.00
ShopSimon
-65%
Antelope
Womens Idella Ankle Booties In Brown Suede
$71.00
$200.00
ShopSimon
-33%
Aetrex
Womens Joleen Weather-Friendly Cozy Boot In Carmel Cafe Brown
$121.00
$180.00
ShopSimon
-50%
Nero Giardini
Womens Metallic Bootie In Moro Brown
$135.00
$271.00
ShopSimon
-38%
Antelope
Womens Side Zip Suede Platform Ankle Boots In Chocolate Brown
$130.00
$209.00
ShopSimon
-27%
Lucky Brand
Womens Lucky Brand Quinlee Boot Brown Leather Round Toe Ankle Bootie JOBB1104
$139.00
$190.00
ShopSimon
-26%
Chinese Laundry
Womens Chinese Laundry Kipper Boot Brown Suede Mid-Calf Booties JOBB1055
$139.95
$190.00
ShopSimon
-40%
Kork-ease
Womens Kalista Boots In Tan Brown
$146.00
$242.00
ShopSimon
-35%
Aetrex
Womens Hannah Arch Support Boots In Tan Brown
$117.00
$180.00
ShopSimon
-33%
Aetrex
Womens Rubi Buckle Boot In Dark Brown
$121.00
$180.00
ShopSimon
-21%
Dolce Vita
Womens Dolce Vita Steffi Boots Chestnut Suede Pointed Toe Bootie ZAP1491 Brown
$149.99
$190.00
ShopSimon
-20%
Naturalizer
Madalynn Boots Womens Brown Block Heel Ankle Bootie LION190
$143.65
$180.00
ShopSimon
-22%
Naturalizer
Orlean Boots Womens Golden Caramel Suede Block Heel Bootie Lion904 Brown
$180.00
$230.00
ShopSimon
-60%
Eric Michael
Womens Alexis Boots In Brown Suede
$88.00
$219.00
ShopSimon
-51%
Bally
Womens Bernina Leather Boots In Black
$331.00
$675.00
ShopSimon
-25%
Steve Madden
Eiffel Camel Suede EIFF01S1-CAM Womens Brown
$112.00
$149.95
ShopSimon
-25%
Steve Madden
Adryana Sand Suede ADRY01S1-SND Womens Brown
$112.00
$149.95
ShopSimon
-63%
Eric Michael
Womens Mariska Mid Calf Boots In Brown
$96.00
$260.00
ShopSimon
-26%
Aerosoles
Womens Aerosoles Stewart Boots Tan Suede Round Toe Ankle Bootie JOBB211 Brown
$140.00
$190.00
ShopSimon
-23%
Naturalizer
Madalynn Boots Womens Cinnamon Faux Leather Ankle Booties Lion918 Brown
$169.00
$220.00
ShopSimon
-38%
Corkys Footwear
Womens Spooktacular Bootie In Red Suede
$50.00
$80.00
ShopSimon
-28%
Chinese Laundry
Womens Novalie Kitten Heel Bootie In Brown
$86.00
$119.00
ShopSimon
-24%
Born
Womens Tinley Boot In Ginger Brown
$103.00
$135.00
ShopSimon
-17%
Born
Womens Reece Booties In Brown
$124.00
$150.00
ShopSimon
-64%
L'Amour Des Pieds
Womens Picarus Suede Bootie In Coffee Brown
$109.00
$299.00
ShopSimon
-49%
Paloma Barceló
Osian Leather Ankle Boot In Black
$307.00
$598.00
ShopSimon
-81%
La Canadienne
Darling Suede Boot Red
$98.98
$535.00
ShopSimon
-21%
Lucky Brand
Womens Lucky Brand Callam Bootie Tan Leather Studded Ankle Boots JOBB1510 Brown
$158.40
$200.00
ShopSimon
-53%
Eric Michael
Womens Poppy Boot In Oak Brown
$104.00
$220.00
ShopSimon
-25%
Jack Rogers
Womens Jack Rogers Peyton Pearl Boots Brown Leopard Ankle Bootie JOBB118
$188.00
$250.00
ShopSimon
-49%
Söfft
Womens Adriana Boot In Terracotta Pink
$91.00
$180.00
ShopSimon
-49%
Born
Womens Searing Stretch Elastic Shooties In Brown
$132.00
$260.00
ShopSimon
-25%
Juicy Couture
Womens Juicy Couture Tommi Size 6 Red Snakeskin Pointed Toe Ankle Boots KHD721
$55.99
$75.00
ShopSimon
-35%
Corkys Footwear
Womens Rocky Bootie In Rust Red
$47.00
$72.00
ShopSimon
-22%
Lucky Brand
Bollo Boots Womens Brown Leather Cut Out Ankle Bootie LION137
$109.65
$140.00
ShopSimon
-64%
Aquatalia
Aquatalia Dolora Weatherproof Suede Boot Brown
$179.98
$495.00
ShopSimon
-36%
Aetrex
Women Luna Ankle Boot In Dark Earth Brown
$102.00
$160.00
ShopSimon
-48%
Matisse Footwear
Womens Genesis Ankle Boot In Red
$42.00
$80.00
ShopSimon
-74%
Vaneli
Womens Vava Platform Boot In Red
$66.00
$251.00
ShopSimon
-21%
Lucky Brand
Beylon Boots Womens Brown Leather Cutout Chelsea LION45
$118.15
$150.00
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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