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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
-49%
Matisse Footwear
Womens Harlow Rhinestone Western Ankle Boots In Silver
$96.00
$190.00
ShopSimon
-38%
Intentionally blank
Womens Mall Boot In Walnut Brown
$172.00
$279.00
ShopSimon
-85%
Iro
Iro Bozon Buckled Ankle Boots in Black Leather
$142.00
$978.00
ShopSimon
-39%
Matisse Footwear
Womens Ilana Ginger Matisse Boot In Brown
$186.00
$305.00
ShopSimon
-12%
Matisse Footwear
Womens Bambi Western Boots In Silver Snake
$84.00
$95.00
ShopSimon
-36%
Journee Collection
Womens Tru Comfort Foam Arely Bootie
$69.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Adria Booties
$69.99
$109.99
ShopSimon
-39%
Joie
Ajax Suede Bootie In Black
$181.00
$295.00
ShopSimon
-19%
Aetrex
Womens Rubi Buckle Boot In Taupe Brown
$145.00
$180.00
ShopSimon
-30%
Diba
Womens Spice Berry Boots In Tan Brown
$126.00
$179.00
ShopSimon
-80%
Alexandre Birman
Vicky 60 Leather Bootie Brown
$129.98
$650.00
ShopSimon
-58%
Arche
Twitwi Leather Bootie Red
$199.98
$475.00
ShopSimon
-27%
Koko + Palenki
Womens Tali Boot In Brown Shimmer Leather
$194.00
$265.00
ShopSimon
-61%
Aquatalia
Aquatalia Natania Weatherproof Suede Boot Black
$199.98
$510.00
ShopSimon
-31%
Eric Michael
Womens Classy Boots In Tan Brown
$138.00
$200.00
ShopSimon
-36%
Naot
Womens Polaris Boot In Black/cheetah
$140.00
$220.00
ShopSimon
-69%
Aquatalia
Aquatalia Malania Weatherproof Leather Boot Black
$169.98
$550.00
ShopSimon
-77%
Aquatalia
Aquatalia Ronalda Weatherproof Suede Boot Black
$129.99
$560.00
ShopSimon
-50%
FLY London
Womens Wedge Chelsea Ankle Boots In Taupe/expresso Brown
$126.00
$250.00
ShopSimon
-73%
Alexandre Birman
Benta Suede Bootie Black
$202.99
$750.00
ShopSimon
-77%
Aquatalia
Aquatalia Romea Weatherproof Leather Boot Black
$129.99
$575.00
ShopSimon
-85%
Proenza Schouler
Block Heel Platform Boots in Black Suede
$148.00
$968.00
ShopSimon
-40%
HUGO BOSS
Tayil Leather Boot Brown
$119.98
$199.00
ShopSimon
-14%
Naot
Womens Bayamo Croc In Black
$173.00
$200.00
ShopSimon
-26%
Xti
Womens Suede Heeled Ankle Booties By XTI
$93.10
$126.00
ShopSimon
-58%
L.k. Bennett
L. K.Bennett Leida Leather Ankle Boot Brown
$199.98
$475.00
ShopSimon
-75%
Alexander Wang
Gabi Ankle Boots in Black Suede
$167.00
$668.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Hepburn Bootie
$69.99
$99.99
ShopSimon
-37%
Sigerson Morrison
Womens Jade Ankle Boots In Rovere Natural Brown
$154.00
$245.00
ShopSimon
-27%
Born
Womens Moraga Boots In Brown
$126.00
$173.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Yellow
$74.99
$119.99
ShopSimon
-34%
Eric Michael
Womens Mariska Boot In Black
$170.00
$259.00
ShopSimon
-62%
Ash
Fancy Leather Bootie Black
$121.98
$320.00
ShopSimon
-17%
Journee Collection
Collection Womens Tru Comfort Foam Audrina Bootie Gray
$74.99
$89.99
ShopSimon
-17%
Journee Collection
Collection Womens Tru Comfort Foam Audrina Bootie Gray
$74.99
$89.99
ShopSimon
-40%
Journee Collection
Journee Womens Alita Ankle Sneaker Bootie Gray
$59.99
$99.99
ShopSimon
-28%
Journee Collection
Collection Womens Tru Comfort Foam Cerise Bootie Gray
$64.99
$89.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Hayven Booties Gray
$69.99
$119.99
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Stelly Winter Boot Gray
$59.99
$84.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie Gray
$64.99
$85.99
ShopSimon
-36%
Journee Collection
Journee Womens Tru Comfort Foam Tenlee Booties Gray
$69.99
$109.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Jadde Bootie Gray
$79.99
$119.99
ShopSimon
-30%
Journee Collection
Journee Womens Trevi Bootie Gray
$69.99
$99.99
ShopSimon
-17%
Journee Collection
Journee Womens Rimi Pull On Stacked Heel Booties Gray
$74.99
$89.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-25%
Aetrex
Womens Dawn Wedge Chelsea Boot In Black
$135.00
$180.00
ShopSimon
-26%
Chinese Laundry
Chinese Laundry Kipper Boot Womens Brown Suede Mid-Calf Booties JOBB1055
$139.95
$190.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties
$49.99
$109.99
ShopSimon
-29%
Emu
Womens Foy Flatform Micro Boots In Chestnut Pink
$125.00
$175.00
ShopSimon
-30%
Diba
Womens Sound Off Snake Chelsea Boots In Beige/black
$138.00
$196.00
ShopSimon
-26%
Blondo
Tanner Boot Womens 8.5 Brown Suede Waterproof Pointed Toe Booties KHD300
$119.20
$160.00
ShopSimon
-71%
Tod's
Tods Mens Oak Velvety Suede Desert Boots Brown
$237.16
$825.00
ShopSimon
-31%
Xti
Refresh Womens Fashion Booties with Side Zipper by Xti White
$87.95
$128.19
ShopSimon
-33%
Chinese Laundry
Womens Cali Bootie In Silver
$73.00
$109.00
ShopSimon
-36%
Marc Fisher
Vanlisa Chelsea Boots Womens US 9.5 Brown Leather Block Heel KHD888
$152.95
$240.00
ShopSimon
-70%
Arche
Twitic Leather Bootie Black
$137.98
$460.00
ShopSimon
-53%
Clarks
Chamberly Trim in Brown Leather
$69.99
$150.00
ShopSimon
-27%
Eric Michael
Womens Andes High Heel Suede Boot In Black
$158.00
$217.00
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties Red
$69.99
$109.99
ShopSimon
-5%
Xti
Womens Suede Block Heel Booties In Camel Brown
$156.00
$165.00
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Gwenn Bootie Red
$59.99
$89.99
ShopSimon
-16%
Eric Michael
Womens Dallas Boots In Black Suede
$126.00
$150.00
ShopSimon
-60%
Arche
Tatrix Leather Bootie Black
$167.98
$425.00
ShopSimon
-30%
Journee Collection
Journee Womens Trevi Bootie Red
$69.99
$99.99
ShopSimon
-40%
HUGO BOSS
Theon Leather Boot Black
$149.98
$250.00
ShopSimon
-26%
Matisse Footwear
Womens Firecracker Boot In Black
$155.00
$210.00
ShopSimon
-9%
Pinko
Pointed Toe Ankle Boots With High Stiletto Heel Black
$333.00
$365.30
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Haylinn Booties
$44.99
$99.99
ShopSimon
-36%
Kaanas
Womens Perm Leather Cowboy Ankle Boot In Black
$146.00
$229.00
ShopSimon
-26%
Cloud Nine
Ladies Madison Sheepskin Boot In Black Purple
$107.00
$144.00
ShopSimon
-32%
Naot
Womens Alize Ankle Boot In Black
$185.00
$271.00
ShopSimon
-33%
Chinese Laundry
Womens Good Day Bootie In Black
$193.00
$288.00
ShopSimon
-18%
Naot
Womens Helm Boots In Maple Brown
$164.00
$200.00
ShopSimon
-65%
La Canadienne
Conner Waterproof Leather Boot Black
$172.98
$498.00
ShopSimon
-50%
Ferragamo
Salvatore Ferragamo Suede Loafer Brown
$340.98
$680.00
ShopSimon
-78%
Acne Studios
Pistol Ankle Boots in Black Leather
$127.00
$570.00
ShopSimon
-27%
Bueno
Womens Fast Boots In Tan Brown
$139.00
$190.00
ShopSimon
-11%
Pinko
Beige Suede Platform Boots Brown
$324.00
$364.00
ShopSimon
-27%
Matisse Footwear
Womens Ezra Western Boots In Black
$158.00
$215.00
ShopSimon
-29%
Matisse Footwear
Womens Caty Ankle Boot In Gold
$145.00
$205.00
ShopSimon
-10%
Pinko
Chunky Sole Black Leather Boots
$366.00
$407.00
ShopSimon
-42%
Cecelia New York
Womens Misunderstood Boot In Borne Brown
$142.00
$245.00
ShopSimon
-4%
Xti
Womens Suede Italian Western Boots In Camel Brown
$125.00
$130.00
ShopSimon
-50%
Stuart Weitzman
Laine Chelsea Boots in Black Suede
$307.00
$608.00
ShopSimon
-44%
Stuart Weitzman
Maelie Ankle Booties in Black Leather
$345.00
$613.00
ShopSimon
-61%
Stuart Weitzman
Ultra Lug City Leather Bootie Black
$251.98
$650.00
ShopSimon
-41%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Black
$123.00
$210.00
ShopSimon
-27%
Vionic
Belmont J2291L1200 Shooties WomensBrown Leather Ankle Boots ZOGG1883
$160.00
$220.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Cassidy Booties Gray
$74.99
$119.99
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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