- All Products
- Fashion
- ShopSimon
- Shoes
- Ankle Boots
- Heeled Ankle Boots
-
High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
ShopSimon (formerly Shop Premium Outlets) High-Heel Ankle Boots
-44%
Aeyde
Leandra Block Heel Ankle Boots in Black Leather
$284.00
$507.00
ShopSimon
-27%
David Tate
Womens David Tate Alison Boot Black Leather Almond Toe Block Heel JOBB171
$159.95
$220.00
ShopSimon
-24%
Naturalizer
Womens Naturalizer Bay Boots US Chocolate Leather Waterproof Booties GAL628 Brown
$175.00
$230.00
ShopSimon
-19%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION493 Beige
$76.75
$95.00
ShopSimon
-22%
Kork-ease
Womens Seeley Booties In Brown
$262.00
$338.00
ShopSimon
-15%
Vionic
Womens Nella Ankle Boot In Camel Brown
$120.00
$142.00
ShopSimon
-22%
Born
Womens Kimmie Boots In Taupe Gray
$113.00
$144.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Brown
$69.99
$129.99
ShopSimon
-24%
Vionic
Womens Vionic Truckee J0721L1001 Black Leather Ankle Boots ZOGG1349
$189.99
$250.00
ShopSimon
-27%
Journee Collection
Womens Journee Collection Adria Bootie Black Faux Leather Ankle Boots GAL1207
$109.99
$150.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-16%
Dolce Vita
Womens Dolce Vita Henla Boots Black Leather Block Heel Ankle Bootie RHS6621
$160.00
$190.00
ShopSimon
-47%
Xti
Carmela CollectionWomens Leather Booties By XTI Black
$87.95
$165.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Gray
$81.95
$128.19
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Gray
$81.95
$128.19
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Brown
$73.95
$115.99
ShopSimon
-69%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Beige Leather
$183.00
$595.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Taupe Gray
$111.00
$128.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Taupe Gray
$111.00
$128.00
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Brown
$63.95
$99.99
ShopSimon
-18%
Cushionaire
Womens Russel Knit Ankle Boot In Taupe Gray
$114.00
$139.00
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
-36%
Xti
Womens Booties By XTI Brown
$63.95
$99.99
ShopSimon
-36%
Xti
Womens Booties By XTI Brown
$81.95
$128.00
ShopSimon
-42%
Xti
Carmela CollectionWomens Suede Booties By XTI Brown
$94.95
$165.00
ShopSimon
-12%
Free People
Womens Wisteria Ankle Boots In Taupe Gray
$174.00
$198.00
ShopSimon
-34%
Xti
Womens Ankle Boots In Taupe Brown
$75.00
$113.00
ShopSimon
-36%
Xti
Womens Side Zipper Suede Booties Refresh Collection By XTI Brown
$81.95
$128.19
ShopSimon
-24%
Easy Spirit
Aerial Boots Womens Brown Leather Pull On Ankle Bootie LION529
$64.85
$85.00
ShopSimon
-39%
Xti
Womens Suede Booties Carmela Collection By XTI Brown
$75.95
$124.95
ShopSimon
-26%
Kaanas
Womens Porto Cowboy Booties In Beige
$196.00
$265.00
ShopSimon
-12%
Naked Feet
Womens Xenus Platform Ankle Boots In Greige Gray
$157.00
$179.00
ShopSimon
-36%
Xti
Womens Sport Booties By XTI White
$73.95
$115.99
ShopSimon
-22%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION3 Gray
$109.65
$140.00
ShopSimon
-49%
Esquivel
Jane Boot In Black Leather
$307.00
$598.00
ShopSimon
-3%
Xti
Womens Refresh 173015 Booties In Beige
$124.00
$128.00
ShopSimon
-2%
Xti
Womens 144277 Heeled Booties In Beige
$126.00
$128.00
ShopSimon
-73%
Sergio Rossi
Block Heel Ankle Boots in Black Leather
$278.00
$1,031.00
ShopSimon
-25%
Diba
Womens Sleek Genuine Suede Leather Booties In Burgundy White
$74.00
$99.00
ShopSimon
-16%
Rag & Bone
Rag & Bone leather round toe chunky stacked heel western ankle boot Gray
$261.00
$310.50
ShopSimon
-32%
Coclico
Womens Wind Ankle Boots In Deep Sea Gray
$304.00
$450.00
ShopSimon
-11%
Kork-ease
Womens Shilo Ankle Booties In Taupe Brown
$205.00
$230.00
ShopSimon
-22%
Pikolinos
Women Calafat Heeled Boots In Marfil White
$262.00
$338.00
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION588
$109.65
$140.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties White
$79.99
$129.99
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION593
$109.65
$140.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 8.5 Green Velvet Zipper Ankle Bootie ZPO3501
$95.96
$130.00
ShopSimon
-26%
Homers
Sharon Heeled Ankle Boot In Dark Green
$332.00
$449.00
ShopSimon
-23%
Miz Mooz
Womens Carlitos Boots In Dust Brown
$205.00
$265.00
ShopSimon
-34%
Xti
Womens Comfort Ankle Suede Booties By XTI Beige
$61.95
$94.00
ShopSimon
-36%
Xti
Womens Sport Booties By XTI Beige
$78.95
$124.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Beige
$81.95
$128.19
ShopSimon
-36%
Xti
Womens Suede Booties By XTI Beige
$63.95
$99.99
ShopSimon
-36%
Xti
Womens Suede Dress Booties By XTI Beige
$63.95
$99.99
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Beige
$81.95
$128.19
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 9 Green Velvet Zipper Ankle Bootie ZPO3508
$95.96
$130.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Booties with Side Zipper by Xti Beige
$81.95
$128.19
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Western Booties with Side Zipper By Xti Beige
$81.95
$128.19
ShopSimon
-37%
Xti
Womens Suede Comfort Ankle Booties By XTI Beige
$61.95
$98.00
ShopSimon
-36%
Xti
Womens Suede Foldover Booties By XTI Beige
$90.95
$142.44
ShopSimon
-35%
Xti
Womens Italian Western Suede Booties By XTI Beige
$90.95
$139.00
ShopSimon
-73%
Marsèll
BROWN FUNGHETTO CALF/DEER LEATHER ANKLE BOOTS
$206.00
$770.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Beige
$79.99
$129.99
ShopSimon
-20%
Chinese Laundry
Womens Davinna Ankle Boot In Bone Beige
$70.00
$87.00
ShopSimon
-44%
Steve Madden
Womens Steve Madden Hint Boots Sand Suede Lace Up Block Heel Ankle JOBB205 Beige
$89.95
$160.00
ShopSimon
-36%
Xti
Womens Suede Block Heel Booties Carmela By XTI Brown
$104.95
$165.00
ShopSimon
-65%
Ferragamo
Sal 85 Ankle Booties Brown
$439.99
$1,250.00
ShopSimon
-36%
Xti
Womens Booties In Taupe Brown
$100.00
$156.00
ShopSimon
-3%
Xti
Womens 144648 Heeled Booties In Taupe Brown
$112.00
$115.00
ShopSimon
-3%
Xti
Womens Refresh 173015 Booties In Taupe Brown
$124.00
$128.00
ShopSimon
-3%
Xti
Womens Refresh 173038 Booties In Taupe Brown
$124.00
$128.00
ShopSimon
-36%
Xti
Womens Booties In Taupe Brown
$100.00
$156.00
ShopSimon
-44%
Matisse Footwear
Womens Lane Ankle Boot In Ivory Beige
$62.00
$110.00
ShopSimon
-25%
Mia
Womens Mia Harlow Boots Beige Faux Suede Block Heel Ankle Bootie ZOGG962
$90.00
$120.00
ShopSimon
-3%
Xti
Womens Casual Booties In Beige
$121.00
$125.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Booties with Side Zipper by Xti White
$81.95
$128.19
ShopSimon
-17%
Journee Collection
Womens Journee Collection Rimi Boots Gray Faux Suede Ankle Bootie RHS6778
$74.99
$90.00
ShopSimon
-19%
Journee Collection
Livvy Boots Womens Gray Faux Suede Ankle Bootie LION867
$76.49
$95.00
ShopSimon
-21%
Staud
Womens Wally Ankle Boot In Dune Beige
$313.00
$395.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-50%
L.k. Bennett
Margaux Ankle Boots Beige
$325.00
$650.00
ShopSimon
-40%
Belle & Bloom
Midnight Special Suede Ankle Boot White
$119.97
$199.95
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Western Booties with Side Zipper By Xti Gray
$81.95
$128.19
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Gray
$81.95
$128.19
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