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Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-26%
Chinese Laundry
Womens Leather With Gold Buckle Ankle Boots In Black
$74.00
$100.00
ShopSimon
-31%
Xti
Womens Suede Wedge Booties By XTI Green
$81.95
$119.00
ShopSimon
-37%
Vionic
Womens Lyssa Distressed Leather Ankle Boot In Black
$104.00
$164.00
ShopSimon
-69%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$288.00
$916.00
ShopSimon
-23%
Panama Jack
Trav B2 - Womens Black Side Zipped Leather Ankle Boots
$221.40
$287.82
ShopSimon
-52%
BA&SH
Ba & Sh Block Heel Ankle Boots in Black Suede
$241.00
$507.00
ShopSimon
-31%
Xti
Womens Suede Block Heel Booties Carmela By XTI Brown
$113.95
$165.00
ShopSimon
-59%
Alexander Wang
Gabi Ankle Boots in Black Leather
$298.00
$728.00
ShopSimon
-15%
Ash
Ankle Boots With Smooth Leather Upper Black
$381.00
$447.00
ShopSimon
-77%
Ferragamo
Mid Heel Ankle Boots in Black Suede
$245.00
$1,050.00
ShopSimon
-83%
Ferragamo
Zipped High-Heeled Ankle Boots in Black Leather
$237.00
$1,387.00
ShopSimon
-6%
Panama Jack
Panama Jack Womens Pauline B9 Bark Waterproof Leather Heeled Ankle Boots Brown
$250.00
$265.99
ShopSimon
-18%
Voile Blanche
Smooth Suede Ankle Boot Black
$280.00
$342.00
ShopSimon
-80%
Ferragamo
Leopard-Print Peep-toe Booties in Multicolor Calf Hair Brown
$219.00
$1,096.00
ShopSimon
-57%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Brown
$279.98
$650.00
ShopSimon
-15%
Jessica Simpson
Womens Luminna Block Heeled Bootie In Black
$84.00
$99.00
ShopSimon
-44%
Stuart Weitzman
Maelie Ankle Booties in Black Leather
$345.00
$613.00
ShopSimon
-30%
-12%
Vaneli
Womens Holly Waterproof Ankle Boots In Black
$220.00
$250.00
ShopSimon
-38%
Vaneli
Vaneli Penko 313429-001 Boot Womens Black Square Toe Ankle Bootie ZOGG814
$249.95
$400.00
ShopSimon
-30%
Lola Cruz
Womens Gilda Ankle Booties In Nude Brown
$256.00
$365.00
ShopSimon
-45%
Anine Bing
Ava Booties In Cloudy Blue Python Black
$315.00
$575.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties White
$64.99
$99.99
ShopSimon
-30%
-53%
Isabel Marant
Dacken Ankle Boots in Brown Suede
$308.00
$652.00
ShopSimon
-34%
Xti
Womens Ankle Leather Booties In Ice White
$103.00
$156.00
ShopSimon
-63%
Stuart Weitzman
Margot Ankle Boots in Black Suede
$240.00
$645.00
ShopSimon
-32%
Eric Michael
Womens Sharlene Ankle Boot In Black
$224.00
$329.00
ShopSimon
-33%
Eric Michael
Womens Dina Booties In Black
$282.00
$421.00
ShopSimon
-63%
Stuart Weitzman
Coban Ankle Boots in Black Leather
$272.00
$728.00
ShopSimon
-59%
Stuart Weitzman
Ankle Boots in Black Suede
$268.00
$652.00
ShopSimon
-53%
Stuart Weitzman
Quinn Block Heel Ankle Boots in Black Leather
$328.00
$697.00
ShopSimon
-79%
Gianvito Rossi
Pointed-Toe Ankle Boots in Black Suede
$226.00
$1,062.00
ShopSimon
BOSS
Ankle boots in suede with Cuban heel Brown
$250.00
ShopSimon
-16%
Ash
Fandango Ankle Boot Brown
$272.00
$322.00
ShopSimon
-44%
Nicole Saldanã
BROWN EXCLUSIVE PLAID CHRIS ANKLE BOOTS
$255.00
$455.00
ShopSimon
-78%
Gianvito Rossi
Ankle Booties in Black Suede
$253.00
$1,150.00
ShopSimon
-74%
Sergio Rossi
Low Heel Ankle Boots in Brown Suede
$262.00
$1,020.00
ShopSimon
-29%
Mi.iM
Womens Angel Heeled Boots In Silver
$80.00
$112.00
ShopSimon
-69%
Ferragamo
Ferragamo Catania Ankle Stretch Boots in Black Suede
$288.00
$930.00
ShopSimon
-58%
Marsèll
BROWN FUNGHETTO CALF/DEER LEATHER ANKLE BOOTS
$323.00
$770.00
ShopSimon
-38%
Andrea
Fashion Dress Booties White
$67.95
$109.00
ShopSimon
-18%
Schutz
Mikki Ankle Boot Brown
$304.00
$372.00
ShopSimon
-32%
Vintage Havana
Womens Vedder Booties In Off White
$109.00
$160.00
ShopSimon
-33%
Eric Michael
Womens Karen Ankle Boot In Brown
$245.00
$366.00
ShopSimon
-33%
Eric Michael
Womens Palma Ankle Boots In Brown Combo
$282.00
$421.00
ShopSimon
-33%
Eric Michael
Womens Jasper Ankle Boot In Brown Leather
$245.00
$366.00
ShopSimon
-44%
Maison Margiela
MM6 Maison Margiela Square-Toe Ankle Booties in Black Leather
$394.00
$699.00
ShopSimon
-30%
Xti
Womens Side Zipper Booties In Taupe Gray
$124.00
$178.00
ShopSimon
-10%
Vaneli
Womens Holly Waterproof Suede Boot In Camel Brown
$224.00
$250.00
ShopSimon
-61%
Acne Studios
Cypress Con Ankle Boots in Brown Leather
$268.00
$683.00
ShopSimon
-1%
Andrea
Womens Fashion Dress Booties In Ivory White
$98.00
$99.00
ShopSimon
-31%
Andrea
Womens Fashion Booties Side Zipper White
$81.95
$119.00
ShopSimon
-44%
Aeyde
Leandra Block Heel Ankle Boots in Black Leather
$284.00
$507.00
ShopSimon
-32%
Eric Michael
Womens Julia Ankle Boot In Brown
$224.00
$329.00
ShopSimon
-11%
Qupid
Womens Glossy Patent Leather Booties In Light Pink
$68.00
$76.00
ShopSimon
-16%
FLY London
Fly London Womens Black HELY268 Chelsea Leather Ankle Pull-On Platform Comfort Boots
$201.99
$240.00
ShopSimon
-8%
Qupid
Womens Mod Heeled Booties In Silver
$47.00
$51.00
ShopSimon
-1%
Mia
Womens Alejandro Boot In Stone White
$82.00
$83.00
ShopSimon
-31%
Mia
Womens Ivy Boot In Off White
$55.00
$80.00
ShopSimon
-54%
Chocolat Blu
Womens Avery Heeled Bootie In Neutral Embossed Snakeprint Gray
$125.00
$271.00
ShopSimon
-14%
Matisse Footwear
Womens Bambi Bootie In White
$79.00
$92.00
ShopSimon
-31%
FLY London
Womens Endo006Fly Boot In Black
$203.00
$295.00
ShopSimon
-24%
42 Gold
Womens Konnie Suede Boot In Grey Gray
$121.00
$160.00
ShopSimon
-32%
Matisse Footwear
Womens Dean Booties In Ivory White
$82.00
$120.00
ShopSimon
-29%
Bed Stü
Blaire Graphito Boots In Black Gray
$173.00
$245.00
ShopSimon
-16%
Mia
Prairie Booties In Gold White
$72.00
$86.00
ShopSimon
-26%
Carrano
Women Claire Boot In White
$95.00
$129.00
ShopSimon
-27%
Oncept
Womens Suede Western Boot In Black
$377.00
$518.00
ShopSimon
-83%
Gianvito Rossi
Margaux Block-Heel Ankle Boots in Grey Suede Gray
$154.00
$900.00
ShopSimon
-26%
Diba
Womens Cool Wind Vintage Leather Booties In Charcoal Vintage Leather Gray
$111.00
$150.00
ShopSimon
David Tate
Amore Boots Womens Gray Leather Side Zip Ankle Bootie JOBB613
$159.95
ShopSimon
-81%
Gianvito Rossi
Block Heel Ankle Boots in Blue Denim
$304.00
$1,623.00
ShopSimon
-34%
Softwaves
Womens Beryl Platform Booties In Sahara Brown
$217.00
$330.00
ShopSimon
-50%
L.k. Bennett
Grove Ankle Boots Blue
$325.00
$650.00
ShopSimon
-3%
Xti
Womens Refresh 173166 Booties In Black
$126.00
$130.00
ShopSimon
-4%
Xti
Womens Refresh Booties In Black
$123.00
$128.00
ShopSimon
-4%
Xti
Womens Refresh 173038 Booties In Black
$123.00
$128.00
ShopSimon
-4%
Xti
Womens Refresh Booties In Black
$123.00
$128.00
ShopSimon
-6%
Xti
Womens Block Heel Booties In Black
$116.00
$124.00
ShopSimon
-3%
Xti
Womens 144290 Heeled Booties In Black
$126.00
$130.00
ShopSimon
-4%
Xti
Womens 143090 Round Toe Booties In Plumb Black
$123.00
$128.00
ShopSimon
-40%
Frye
Essa Ankle Boot In Ruby Pink
$273.00
$458.00
ShopSimon
-21%
Eric Michael
Womens Garda Boot In Taupe Gray
$174.00
$220.00
ShopSimon
-65%
Paige
Womens Presley Ankle Boot In Black
$145.00
$412.00
ShopSimon
-26%
Trotters
Kippy T2060-001 Boots Womens Black Leather Ankle Bootie JOBB216
$139.95
$190.00
ShopSimon
-33%
Intentionally blank
Womens Rachel Ankle Boot In Black
$179.00
$269.00
ShopSimon
-27%
Whistles
Chunky Mid-Heel Ankle Boots in Black Leather
$187.00
$257.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca
$195.99
$200.00
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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