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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
-26%
Lucky Brand
Chameli Boots Womens Brown Suede Round Toe Bootie JOBB1114
$129.00
$175.00
ShopSimon
-27%
Lucky Brand
Quinlee Boot Womens Brown Leather Round Toe Ankle Bootie JOBB1104
$139.00
$190.00
ShopSimon
-19%
Josef Seibel
Womens Marta Ankle Boots In Olive Green
$149.00
$185.00
ShopSimon
-28%
Hunter
Matte Rubber Boot Green
$129.98
$180.00
ShopSimon
-26%
Söfft
Siri Boots Green Camo Leather Waterproof Wedge Heel Ankle JOBB115
$139.95
$190.00
ShopSimon
-70%
Arche
Laelys Leather Bootie Blue
$164.98
$550.00
ShopSimon
-33%
Intentionally blank
Womens Defacto Ankle Boot In Hunter Green
$179.00
$269.00
ShopSimon
-65%
FLY London
Womens Byne Zip Up Ankle Boots In Graphite Pink
$97.00
$280.00
ShopSimon
-65%
Giuseppe Zanotti
Felicienne Silver
$313.00
$895.00
ShopSimon
-47%
Pedro Garcia
Xiane Leather Chelsea Ankle Boot In Black
$383.00
$725.00
ShopSimon
-17%
Mephisto
Womens Doucia Boot In Plum Pink
$205.00
$246.00
ShopSimon
-26%
Bueno
WomenS Forge Fashion Boots In Army Green
$118.00
$160.00
ShopSimon
-55%
FLY London
Birt Patent Boot Blue
$126.98
$285.00
ShopSimon
-61%
Arche
Piaana Suede Bootie Red
$206.98
$525.00
ShopSimon
-15%
Vince Camuto
Finndaya Sandals Womens Brown Leather Peep-Toe Bootie JOBB1031
$110.00
$129.00
ShopSimon
-37%
Casta
Terry Bootie In Taupe White
$159.00
$251.00
ShopSimon
-31%
Vionic
Womens Truckee Heeled Ankle Boot In Black
$131.00
$190.00
ShopSimon
-28%
Silent D
Womens Naydo Boot In Khaki Green
$141.00
$195.00
ShopSimon
-51%
Softwaves
Kandra Boots In Black
$147.00
$299.00
ShopSimon
-33%
Stuart Weitzman
Charli Boots Gray
$458.00
$687.70
ShopSimon
-61%
Aquatalia
Aquatalia Natania Weatherproof Suede Boot Blue
$199.98
$510.00
ShopSimon
-26%
Anne Klein
Riah Boots Women Black Leather Side Zip Almond Toe Bootie JOBB122
$119.00
$160.00
ShopSimon
-34%
Ariat
Womens Dixon Chimayo Western Boot In Fiery Tan & Navy
$156.00
$235.00
ShopSimon
-19%
Aetrex
Womens Joleen Weather-Friendly Cozy Boot In Carmel Cafe
$145.00
$180.00
ShopSimon
-11%
Ariat
Womens Western Bootie In Gilded Suede
$179.00
$200.00
ShopSimon
-11%
Ariat
Womens Western Dixon Boot In Haute Pink Suede
$179.00
$200.00
ShopSimon
-22%
Josef Seibel
Womens Sienna V-Cut Bootie In Camel Washed
$137.00
$175.00
ShopSimon
-23%
Alegria
Womens Charlette Short Boot In Cognac Roses
$168.00
$219.00
ShopSimon
-40%
HUGO BOSS
Tayil Leather Boot Brown
$119.98
$199.00
ShopSimon
-18%
Birkenstock
Womens Ebba Wedge Heel Ankle Boots In Sand Warm
$164.00
$200.00
ShopSimon
Ash
Streamlined Nappa Leather Ankle Boots Black
$453.00
ShopSimon
-33%
Taft
The Lucia Shoe in Black Woven
$199.00
$295.00
ShopSimon
-25%
Frye
Womens Gabby Ghillie Peep Toe Bootie In Cashew Kid Suede
$136.00
$182.00
ShopSimon
-20%
Pikolinos
Womens Cazorla Ankle Boots In Arcilla
$173.00
$215.00
ShopSimon
-26%
Chocolat Blu
Women Gabby Sandal In Tan Suede
$154.00
$207.00
ShopSimon
-26%
Frye
Womens Dani Shield Sling Peep Toe Sandal In Khaki Suede
$145.00
$196.00
ShopSimon
-63%
Ferragamo
Salvatore Ferragamo Ninette Knit Sock Sneaker Brown
$349.98
$950.00
ShopSimon
-7%
Naturalizer
Soul Naturalizer Jayda I7953S1200 Boots Womens Brown Side Zip Platform JOBB1005
$130.00
$139.99
ShopSimon
-70%
Aquatalia
Aquatalia Leonora Waterproof Suede Bootie Blue
$146.98
$495.00
ShopSimon
-56%
FLY London
Mebs Suede Boot Blue
$119.98
$270.00
ShopSimon
-19%
Journee Collection
Journee Womens Taliah Medium and Wide Width Western Ankle Booties White
$69.99
$85.99
ShopSimon
-26%
Lucky Brand
Basel Bootie Womens Brown Leather Side Zip Boots JOBB1230
$129.00
$175.00
ShopSimon
-15%
Anne Klein
Tori Boot Black Side Zip Square Toe Block Heel Bootie ZOGG465
$148.95
$175.00
ShopSimon
-84%
Aquazzura
Amore 75 Ankle Boots in Navy Blue Suede
$176.00
$1,117.00
ShopSimon
-13%
Eric Michael
Womens Vespa Bootie In Khaki Green
$165.00
$190.00
ShopSimon
-46%
Stuart Weitzman
Cashmere Grace Sock Bootie
$422.27
$775.00
ShopSimon
-34%
Xti
Womens Ankle Booties In Light Beige
$103.00
$156.00
ShopSimon
-31%
Xti
Womens Sport Booties By XTI White
$79.95
$115.99
ShopSimon
-18%
Kork-ease
Womens Ryder Leather Boot In Brown
$173.00
$210.00
ShopSimon
-10%
UGG
Classic Ultra Mini Boot With Platform Brown
$272.00
$302.00
ShopSimon
-35%
Eric Michael
Women Leah Boot In Blue Metallic
$130.00
$200.00
ShopSimon
-34%
Marc Fisher
Womens Fabina Leather Boots In Shell 111
$112.00
$169.00
ShopSimon
-59%
Proenza Schouler
Leather Boot Black
$451.98
$1,095.00
ShopSimon
-55%
Arche
Baryky Leather Bootie Blue
$189.98
$425.00
ShopSimon
-15%
Taft
The Jude Boot in Champagne White
$295.00
$349.00
ShopSimon
-56%
Arche
Onywel Leather Bootie Yellow
$216.98
$495.00
ShopSimon
-24%
Via Spiga
Womens Calf Hair Leather Animal Print Ankle Booties In Multicolor
$174.00
$228.00
ShopSimon
-18%
Eric Michael
Womens Jocelyn Ankle Boot In Green
$198.00
$240.00
ShopSimon
-45%
Bally
Norkwel 6239796 Mens Black Calf Leather Ankle Boots
$442.75
$805.00
ShopSimon
-57%
FLY London
Daxi Leather Boot Green
$169.98
$395.00
ShopSimon
-80%
Aquatalia
Aquatalia Lavina Weatherproof Suede Boot Beige
$99.99
$495.00
ShopSimon
-63%
Ash
Britney Leather Bootie White
$109.98
$298.00
ShopSimon
-55%
FLY London
Endo Suede Boot Green
$134.98
$300.00
ShopSimon
-13%
Chinese Laundry
Womens Davinna Ankle Boot In Bone Beige
$76.00
$87.00
ShopSimon
-16%
Elena Iachi
Low Biker Buckles And Zipper Silver Heel 60 Mm Black
$453.00
$536.90
ShopSimon
-67%
Aquatalia
Aquatalia Stassi Weatherproof Suede Boot Blue
$179.98
$550.00
ShopSimon
-15%
Eric Michael
Womens Dallas Boots In Grey Suede
$140.00
$165.00
ShopSimon
-24%
Sorel
Womens Emelie Iii Chelsea In Brown, Black
$121.00
$160.00
ShopSimon
-25%
Vionic
Sibley Boots Womens Black Leather Side Zip Ankle Bootie JOBB1006
$179.95
$240.00
ShopSimon
-28%
Vionic
Uptown Sur J0718L1001 Boots Womens Black Waterproof Bootie ZOGG523
$179.99
$250.00
ShopSimon
-6%
Sbicca
Womens Anton Hand Woven Shoe In Tan
$113.00
$120.00
ShopSimon
-34%
Marc Fisher
Larry Pointed Toe Ankle Boots In Tan
$112.00
$169.00
ShopSimon
-8%
Naot
Womens Helm Suede Boot In Soft Green Leather Oily Olive
$198.00
$215.00
ShopSimon
-30%
The Flexx
Up N Out Too Block Heel Booties In Olive Green
$138.00
$196.00
ShopSimon
-24%
Schutz
Womens Nandy Side Zip Lugged Soles Animal Print Platform Boots In Multicolor
$174.00
$228.00
ShopSimon
-56%
Arche
Musc Suede Bootie Blue
$196.98
$445.00
ShopSimon
-61%
Maison Margiela
Studded Block Heel Ankle Boots in Black Leather
$453.00
$1,159.00
ShopSimon
Mou
Boot Eskimo Bottom Leather Sneakers Brown
$442.00
ShopSimon
-39%
Doucal's
Brown Suede Ankle Boots Gray
$464.00
$756.00
ShopSimon
-1%
London Rag
hamiltons lace up block heel boots White
$69.00
$69.99
ShopSimon
-25%
Diba
Womens Sleek Genuine Suede Leather Booties In Burgundy White
$74.00
$99.00
ShopSimon
-43%
Cordani
Womens Gwen Peep Toe Bootie In Black
$158.00
$279.00
ShopSimon
-24%
Vionic
Womens Hazal Side Zip Wedge Bootie In Stone White
$155.00
$205.00
ShopSimon
-8%
Vionic
Womens Nella Ankle Boot In Camel Brown
$120.00
$131.00
ShopSimon
-26%
Anne Klein
Romi Boots Womens Black Round Toe Side Zip Ankle Bootie JOBB061
$119.00
$160.00
ShopSimon
-65%
Cordani
Nahla Ankle Boot In Black
$173.00
$497.00
ShopSimon
-61%
Ferragamo
Ferragamo Leather Boot Black
$449.99
$1,150.00
ShopSimon
-60%
Aquatalia
Aquatalia Loretta Suede bootie Blue
$196.98
$495.00
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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