- All Products
- Fashion
- ShopSimon
- Shoes
- Ankle Boots
-
Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-13%
Xti
Womens Ankle Booties In Gold
$111.00
$128.00
ShopSimon
-41%
Corkys
Women Curry Boot In Gold Metallic
$48.00
$82.00
ShopSimon
-26%
Söfft
Siri Boots Green Camo Leather Waterproof Wedge Heel Ankle JOBB115
$139.95
$190.00
ShopSimon
-30%
Seychelles
Womens Pretty Little Bird Suede Boots In Cognac Brown
$112.00
$159.00
ShopSimon
-17%
Josef Seibel
Womens Marta Ankle Boots In Olive Brown
$154.00
$185.00
ShopSimon
United Nude
Jimmy Mid Ii Black
$215.00
ShopSimon
-10%
United Nude
Gem Sock Hi Brown
$305.00
$339.25
ShopSimon
-9%
Mia Shoes
Womens Novie Boots In Cognac Brown
$73.00
$80.00
ShopSimon
United Nude
Poly-bootie-mid Black
$362.25
ShopSimon
-32%
Softwaves
Womens Beryl Platform Booties In Sahara Brown
$225.00
$330.00
ShopSimon
-5%
Free People
Womens Brayden Western Boots In Bone White
$298.00
$315.00
ShopSimon
-15%
Free People
Womens Brayden Western Boot In Bone White
$254.00
$298.00
ShopSimon
-68%
L.k. Bennett
L. K.Bennett Margaux Leather Ankle Boot White
$206.98
$650.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 8.5 Green Velvet Zipper Ankle Bootie ZPO3501
$95.96
$130.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-22%
Pikolinos
Women Calafat Heeled Boots In Marfil White
$262.00
$338.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 9 Green Velvet Zipper Ankle Bootie ZPO3508
$95.96
$130.00
ShopSimon
-52%
Iro
Iro Ruffle Trimmed Ankle Boots in Grey Suede Gray
$338.00
$701.00
ShopSimon
-68%
L.k. Bennett
L. K.Bennett Harp Leather Ankle Boot Pink
$206.98
$650.00
ShopSimon
-26%
Eric Michael
Womens Sparta Ankle Boots In Grey Gray
$312.00
$421.00
ShopSimon
-80%
Maison Margiela
Snake Embossed Cosmo Print Ankle Boots in Animal Print Leather Gray
$207.00
$1,020.00
ShopSimon
-50%
L.k. Bennett
Grove Ankle Boots Blue
$325.00
$650.00
ShopSimon
-23%
Coclico
Womens Ruffles Bootie In Savanna Black Leather
$306.00
$395.00
ShopSimon
-36%
Xti
Womens Suede Block Heel Booties Carmela By XTI Brown
$104.95
$165.00
ShopSimon
-39%
Xti
Womens Suede Block Heel Booties In Taupe Brown
$156.00
$254.00
ShopSimon
-3%
Xti
Womens 144648 Heeled Booties In Taupe Brown
$112.00
$115.00
ShopSimon
-23%
Eric Michael
Womens Liza Ankle Boot In Blue Metallic
$222.00
$288.00
ShopSimon
-36%
Xti
Womens Booties In Taupe Brown
$100.00
$156.00
ShopSimon
-69%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Brown Leather
$183.00
$595.00
ShopSimon
-26%
Gabor
Suede Ankle Boot In Malve Purple
$203.00
$274.00
ShopSimon
-24%
Free People
Womens Wisteria Suede Ankle Boots In Taupe Suede Brown
$158.00
$208.00
ShopSimon
-36%
Xti
Womens Booties In Taupe Brown
$100.00
$156.00
ShopSimon
-19%
Aetrex
Womens Rubi Buckle Boot In Taupe Brown
$146.00
$180.00
ShopSimon
-4%
Xti
Womens Carmela 161205 Booties In Taupe Brown
$137.00
$142.00
ShopSimon
-33%
Xti
Womens Ankle Booties In Camel Brown
$120.00
$178.00
ShopSimon
-3%
Xti
Womens Refresh 173038 Booties In Taupe Brown
$124.00
$128.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Camel Brown
$111.00
$128.00
ShopSimon
-36%
Xti
Womens Suede Block Heel Booties Carmela By XTI Brown
$104.95
$165.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Camel Brown
$111.00
$128.00
ShopSimon
-3%
Xti
Womens 144300 Ankle Booties In Camel Brown
$124.00
$128.00
ShopSimon
-14%
Xti
Womens Ankle Booties In Camel Brown
$122.00
$142.00
ShopSimon
-33%
Xti
Womens Side Zipper Booties In Camel Brown
$120.00
$178.00
ShopSimon
-3%
Xti
Womens Refresh Booties In Camel Brown
$124.00
$128.00
ShopSimon
-5%
Xti
Womens Suede Block Heel Booties In Camel Brown
$156.00
$165.00
ShopSimon
-4%
Xti
Womens Cowboy Ankle Booties In Camel Brown
$104.00
$108.00
ShopSimon
-36%
Xti
Womens Suede Ankle Booties In Taupe Brown
$100.00
$156.00
ShopSimon
-2%
Xti
Womens 144647 Heeled Booties In Camel Brown
$126.00
$128.00
ShopSimon
-3%
Xti
Womens 144648 Heeled Booties In Camel Brown
$112.00
$115.00
ShopSimon
-2%
Xti
Womens 144290 Heeled Booties In Leopard Brown
$126.00
$128.00
ShopSimon
-3%
Xti
Womens Refresh 173014 Booties In Beige Brown
$124.00
$128.00
ShopSimon
-4%
Xti
Womens 144470 Block Heeled Booties In Camel Brown
$137.00
$142.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Camel Brown
$111.00
$128.00
ShopSimon
-20%
Franco Sarto
Demmi Booties Womens Brown Leather Block Heel Boots LION833
$144.50
$180.00
ShopSimon
-36%
Seychelles
Womens Pretty Little Bird Metallic Boot In Rose Gold Brown
$100.00
$156.00
ShopSimon
-8%
Seychelles
Womens Cozy Suede Boot In Brown
$165.00
$180.00
ShopSimon
-37%
Seychelles
Womens Pretty Little Bird Booties In Rose Gold Brown
$105.00
$166.00
ShopSimon
-16%
Söfft
Womens Beckie Ii Booties In Luggage Leather Brown
$134.00
$160.00
ShopSimon
-40%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Walnut Brown
$125.00
$210.00
ShopSimon
-23%
Dr. Scholls
Laurel Boots WoBrown Slip On Block Heel Ankle Bootie ZAP424
$100.00
$130.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Malaga Brown
$195.99
$200.00
ShopSimon
-19%
Aetrex
Womens Rubi Buckle Boot In Dark Brown
$146.00
$180.00
ShopSimon
-24%
Bella Vita
Raquel Boots Womens Saddle Leather Ruched Ankle Booties LION277 Brown
$106.25
$140.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca Brown
$195.99
$200.00
ShopSimon
-29%
Via Spiga
Womens Calf Hair Leather Animal Print Ankle Booties In Multicolor Brown
$163.00
$228.00
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Brown
$63.95
$99.99
ShopSimon
-21%
Earth
Nika Booties Womens Dark Natural Leather Stacked Heel Boots LION832 Brown
$126.65
$160.00
ShopSimon
-36%
Xti
Womens Leather Booties Carmela Collection By XTI Brown
$90.95
$142.44
ShopSimon
-37%
Xti
Womens Suede Heeled Ankle Booties By XTI Brown
$70.95
$112.00
ShopSimon
-21%
All Black
Womens Easy Fit Platform Ankle Boot In Brown
$169.00
$215.00
ShopSimon
-50%
Intentionally blank
Womens Speed Boot In Tan Brown
$111.00
$224.00
ShopSimon
-27%
Silent D
Womens Carina Heeled Ankle Boot In Taupe Suede Purple
$109.00
$149.00
ShopSimon
-24%
Schutz
Womens Nandy Side Zip Lugged Soles Animal Print Platform Boots In Multicolor Brown
$173.00
$228.00
ShopSimon
-24%
Easy Spirit
Aerial Boots Womens Brown Leather Pull On Ankle Bootie LION529
$64.85
$85.00
ShopSimon
-10%
London Rag
feral high heeled croc pattern ankle boot Brown
$98.99
$110.00
ShopSimon
-23%
Naturalizer
Madalynn Boots Womens Cinnamon Faux Leather Ankle Booties Lion918 Brown
$169.00
$220.00
ShopSimon
-22%
Naturalizer
Claire Boots Womens Cinnamon Pointed Toe Ankle Bootie LION123 Brown
$101.15
$130.00
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
-61%
Donald J Pliner
Womens Rosemary Ankle Boot In Brown Suede
$117.00
$298.00
ShopSimon
-45%
Ash
Eden Ankle Boots in Brown Suede
$108.00
$198.00
ShopSimon
-20%
Pikolinos
Womens Cazorla Ankle Boots In Arcilla Brown
$171.00
$215.00
ShopSimon
-18%
Antelope
Womens Idella Ankle Booties In Brown Suede
$165.00
$200.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Block Heel Dress Bootie LION98
$101.15
$130.00
ShopSimon
-24%
Papillio
Womens Ebba Boots In Dark Tea Brown
$170.00
$224.00
ShopSimon
-21%
Marc Fisher
Marieta Boots Womens Brown Faux Leather Ankle Bootie ZOGG1910
$159.00
$200.00
ShopSimon
-9%
Matisse Footwear
Womens Celeste Pointed Toe Bootie In Camel Brown
$163.00
$180.00
ShopSimon
-36%
Xti
Womens Italian Western Suede Booties Refresh Collection By XTI Brown
$81.95
$128.19
ShopSimon
-36%
Xti
Womens Side Zipper Suede Booties Refresh Collection By XTI Brown
$81.95
$128.19
ShopSimon
-13%
Madeline
Womens Cinderella Ankle Boot In Coffee Bean Brown
$126.00
$145.00
ShopSimon
-20%
Calvin Klein
Broma Bootie Women Dark Brown Leather Tapered Block Heel LION6
$143.65
$180.00
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
about products and deals