- 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
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-17%
Dr. Scholls
Womens Dr. Scholls Lacey Booties Honey Faux Leather Ankle Boots RHS7052 Brown
$99.99
$120.00
ShopSimon
-58%
Arcopedico
Womens Half Soft Booties In Bronze Gold
$69.00
$165.00
ShopSimon
Guess
Wellas Knit Booties Black
$89.99
ShopSimon
-20%
Bella Vita
Bobbi Boots Womens Black Side Zip Almond Toe Ankle Bootie LION632
$68.00
$85.00
ShopSimon
-36%
Bueno
Womens Fast Boots In Tan
$122.00
$190.00
ShopSimon
-15%
Chinese Laundry
Womens Chinese Laundry Glance Boots Bone Canvas Block Heel Booties JOBB555 White
$99.95
$117.95
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Blue
$54.00
$108.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Brown
$69.99
$129.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Noralinn Booties Brown
$69.99
$129.99
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Black
$54.00
$108.00
ShopSimon
-30%
-29%
Vince Camuto
Kortimy Boot Women Brown Suede Block Heel Ankle Bootie HAWK2343
$50.00
$70.00
ShopSimon
-33%
Vince Camuto
Kortimy Boots 7 Nutmeg Suede Block Heel Ankle Bootie HAWK2644 Brown
$59.99
$90.00
ShopSimon
-20%
Vince Camuto
Womens Vince Camuto Kortimy Boots Brown Suede Block Heel Bootie HAWK1059
$40.00
$50.00
ShopSimon
-25%
Anne Klein
Fenix Ankle Boot Dark Natural FENI01F9-251 Womens Brown
$89.00
$119.00
ShopSimon
-44%
Bella Vita
Jani Ankle Boot Gray 51-2467 Womens
$70.00
$125.00
ShopSimon
-22%
Vince Camuto
Womens Vince Camuto Kortimy Boot Black Suede Block Heel Ankle Bootie HAWK1077
$51.00
$65.00
ShopSimon
-30%
-30%
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-21%
Anne Klein
Womens Anne Klein Fenix Boots Brown Side Zipper Block Heel Ankle Bootie ZAP1889
$119.00
$150.00
ShopSimon
-27%
David Tate
Womens David Tate Alison Boot Black Leather Almond Toe Block Heel JOBB171
$159.95
$220.00
ShopSimon
-49%
Kork-ease
Womens Seeley Booties In Brown
$173.00
$338.00
ShopSimon
-16%
Dolce Vita
Womens Dolce Vita Henla Boots Black Leather Block Heel Ankle Bootie RHS6621
$160.00
$190.00
ShopSimon
-19%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION493 Beige
$76.75
$95.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties White
$79.99
$129.99
ShopSimon
-5%
Xti
Womens Suede Ankle Booties By XTI Gray
$94.95
$99.99
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-53%
Xti
Womens Ankle Boots In Taupe Brown
$53.00
$113.00
ShopSimon
-37%
Xti
Womens Refresh 173038 Booties In Taupe Brown
$81.00
$128.00
ShopSimon
-5%
Xti
Womens Booties By XTI Brown
$94.95
$99.99
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 US 9 Green Velvet Zipper Ankle Bootie ZPO3508
$95.96
$130.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Green
$69.99
$119.99
ShopSimon
-53%
Kork-ease
Womens Helene Lace Up Heel In Grey Brown
$64.00
$137.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Green
$79.99
$129.99
ShopSimon
-43%
Django & Juliette
Womens Checkie Heeled Bootie In Forest Stretch Microsuede Green
$69.00
$120.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties White
$64.99
$99.99
ShopSimon
-21%
Calvin Klein
Illea Boots Womens Dark Green Round Toe Ankle Bootie LION384
$58.90
$75.00
ShopSimon
-5%
Xti
Womens Suede Booties By XTI Green
$94.95
$99.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Brown
$69.99
$109.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-43%
Bottero
Womens Napoli Ankle Boots In Off White
$70.00
$122.00
ShopSimon
-13%
Matisse Footwear
Womens Breckenridge Boots In Natural White
$48.00
$55.00
ShopSimon
-17%
Chinese Laundry
Womens Chinese Laundry Boots White Canvas Lug Sole Block Heel Ankle ZAP2081
$99.95
$120.00
ShopSimon
-43%
Matisse Footwear
Womens Ankle Heeled Boot In White
$60.00
$105.00
ShopSimon
-33%
Yellow Box
Womens Velta Ankle Boot In Natural White
$60.00
$90.00
ShopSimon
-35%
Mia
Womens Ivy Boot In Off White
$52.00
$80.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Black
$69.99
$119.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Black
$69.99
$109.99
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties Black
$64.99
$99.99
ShopSimon
-70%
Rockport
Womens Gratasha Panel Boots In Taupe Gray
$47.00
$156.00
ShopSimon
-29%
Xti
Womens Booties In Taupe Gray
$71.00
$100.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens White Leather Block Heel Bootie LION470
$100.56
$125.00
ShopSimon
-61%
Clarks
Neva Buckle in Brown Suede
$54.99
$140.00
ShopSimon
-38%
Matisse Footwear
Womens Bambi Bootie In White
$57.00
$92.00
ShopSimon
-46%
Matisse Footwear
Womens Flo Boots In White
$53.00
$98.00
ShopSimon
-37%
Xti
Womens Ankle Booties In Taupe Gray
$81.00
$128.00
ShopSimon
-29%
Xti
Womens Booties In Taupe Gray
$71.00
$100.00
ShopSimon
-54%
Matisse Footwear
Womens Dean Booties In Ivory White
$55.00
$120.00
ShopSimon
-29%
Vionic
Roseland Ankle Boots Salte I8354L1020 Womens Gray
$64.00
$89.98
ShopSimon
-22%
Easy Street
Murphy Boots Womens Gray Side Zipper Block Heel Booties LION63
$51.00
$65.00
ShopSimon
-36%
Vince Camuto
Kortimy Boot Brown Suede Block Heel Ankle Bootie HAWK2303
$70.00
$110.00
ShopSimon
-17%
Vince Camuto
Womens Vince Camuto Kortimy Boots M Root Bear Suede Ankle Booties HAWK1058 Brown
$80.00
$96.00
ShopSimon
-11%
Vince Camuto
Kortimy Boots Womens Brown Suede Block Heel Ankle Bootie ZAP2198
$40.00
$45.00
ShopSimon
-33%
Vince Camuto
Kortimy Boots Root Beer Suede Ankle Booties ZAP1289 Brown
$80.00
$120.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Brown
$79.99
$129.99
ShopSimon
-30%
Corkys Footwear
Womens Harvest Boot In Gray
$49.00
$70.00
ShopSimon
-22%
Pierre Dumas
Womens Sparkle Step Rhinestone Ankle Boots In Taupe Gray
$52.00
$67.00
ShopSimon
-66%
Bueno
Womens Keyah Booties In Brown
$69.00
$200.00
ShopSimon
-21%
Style & Co.
Womens Style & Co Willoww Boots Blue Block Heel Ankle Bootie LION822
$79.50
$100.00
ShopSimon
-24%
Andrea
Womens Zipper Closure Boots In Dark Brown
$63.00
$83.00
ShopSimon
-40%
Bearpaw
Womens Shorty Ankle Boot In Hickory Brown
$45.00
$75.00
ShopSimon
-21%
Easy Street
Womens Easy Street Dawnta Boots Brown Matte Block Heel Bootie HAWK810
$54.99
$70.00
ShopSimon
-9%
Andrea
Womens Heeled Ankle Boots Brown
$74.95
$82.65
ShopSimon
-31%
Corkys Footwear
Womens Goodness Gracious Heeled Boot In Camel Brown
$50.00
$72.00
ShopSimon
-40%
London Rag
Womens Pheonix Chunky Boots In Brown
$49.00
$81.00
ShopSimon
-43%
Cushionaire
Womens Russel Knit Ankle Boot In Taupe Gray
$79.00
$139.00
ShopSimon
-29%
Jones New York
Womens Durvin Block Heel Dress Bootie In Brown
$53.00
$75.00
ShopSimon
-52%
Söfft
Womens Beckie Ii Booties In Luggage Leather Brown
$77.00
$160.00
ShopSimon
-20%
Style & Co.
Style & Co Zaharaa Boots Womens Cognac Block Heel Ankle Bootie LION188 Brown
$67.58
$85.00
ShopSimon
-20%
Style & Co.
Willoww Boots Womens Brown Side Zip Block Heel Bootie LION279
$67.58
$85.00
ShopSimon
-21%
Style & Co.
Boots Womens Brown Faux Suede Block Heel Ankle Bootie LION388
$47.31
$60.00
ShopSimon
-57%
Myraswim
Womens Katherine Genuine Leather Boot In Brown
$65.00
$150.00
ShopSimon
-22%
Style & Co.
Style & Co Saraa Slouch Boot Women Brown Block Heel Mid-Calf Booties LION212
$50.99
$65.00
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