- 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
-57%
Blondo
Womens Shaya Ankle Boot In Black Nubuck
$64.00
$150.00
ShopSimon
-45%
Ash
Eden Ankle Boots in Brown Suede
$108.00
$198.00
ShopSimon
-25%
Guess
Raylaa Ankle Booties Black
$67.49
$89.99
ShopSimon
-36%
Corkys Footwear
Womens Westboud Ankle Boots In Camel Suede Brown
$51.00
$80.00
ShopSimon
-53%
Blondo
Womens Waterproof Darren Bootie In Dark Taupe Suede Brown
$76.00
$160.00
ShopSimon
Andrea
Womens Fashion Booties In Brown
$88.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Black
$79.99
$129.99
ShopSimon
-50%
Mia
Benicio Side Zip Booties In Black Tumble
$50.00
$100.00
ShopSimon
-47%
Naot
Womens Wander Booties In Oily Midnight Gray
$92.00
$172.00
ShopSimon
-31%
Xti
Womens Suede Ankle Booties By XTI Brown
$87.95
$128.19
ShopSimon
-25%
Guess
Selira Moto Ankle Boot Black
$67.49
$89.99
ShopSimon
-24%
Rieker
Womens Microstretch Ankle Boots In Black
$95.00
$125.00
ShopSimon
-30%
Rocket Dog
Mila Bootie Womens Brown Leather Round Toe Ankle Boot JOBB1512
$69.95
$100.00
ShopSimon
-42%
Salvia
Womens Nico Ankle Boot In Cuoio Brown
$85.00
$147.00
ShopSimon
-40%
Matisse Footwear
Womens Harlow Rhinestone Western Ankle Boot In Silver
$108.00
$180.00
ShopSimon
-37%
Seychelles
Womens Pretty Little Bird Metallic Boot In Rose Gold Brown
$99.00
$156.00
ShopSimon
-31%
Silent D
Womens Carina Heeled Ankle Boot In Taupe Suede Purple
$103.00
$149.00
ShopSimon
-3%
Dirty Laundry
Womens Maps Platform Boots In Black
$68.00
$70.00
ShopSimon
-3%
Matisse Footwear
Womens Yukon Ankle Boot In Brown
$60.00
$62.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Brown
$79.99
$129.99
ShopSimon
-33%
Seychelles
Womens Pretty Little Bird Suede Boots In Cognac Brown
$106.00
$159.00
ShopSimon
-56%
Matisse Footwear
Womens Duke Platform Boot In Tan Brown
$48.00
$110.00
ShopSimon
-16%
Rag & Bone
Rag & Bone leather round toe chunky stacked heel western ankle boot Gray
$261.00
$310.50
ShopSimon
-50%
Blondo
Womens Samara Ankle Boot In Dark Taupe Suede Brown
$64.00
$129.00
ShopSimon
-54%
Regarde le ciel
Womens Ankle Boots In Brown
$97.00
$209.00
ShopSimon
-48%
Soruka
Womens Ankle Leather Boot With Animal Print In Surf Green /multi Blue
$104.00
$200.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties White
$79.99
$129.99
ShopSimon
-57%
Marc Fisher
Womens Deni Cowboy Boot In Medium Brown Suede
$97.00
$225.00
ShopSimon
-31%
Xti
Womens Suede Booties By XTI Green
$68.95
$99.99
ShopSimon
-58%
Regarde le ciel
Womens Ankle Boots In Black
$79.00
$186.00
ShopSimon
-10%
Matisse Footwear
Womens Yukon Ankle Boots In Brown
$55.00
$61.00
ShopSimon
-7%
Qupid
Womens Western Chic Block Heel Booties In Black Burnish
$63.00
$68.00
ShopSimon
-13%
Qupid
Womens Amari Ankle Boots In Black
$54.00
$62.00
ShopSimon
-13%
Corkys
Women Curry Boot In Gold Metallic
$71.00
$82.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties
$64.99
$99.99
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties
$64.99
$99.99
ShopSimon
-30%
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-50%
Corkys Footwear
Women Crisp Ankle Boots In Green With Camo Accent
$80.00
$159.00
ShopSimon
-26%
Xti
Womens Suede Heeled Ankle Booties By XTI
$93.10
$126.00
ShopSimon
-4%
Billini
Womens Sergio Boots In Green Metallic
$94.00
$98.00
ShopSimon
-16%
Coclico
Womens Wind Ankle Boots In Deep Sea Gray
$377.00
$450.00
ShopSimon
-52%
Iro
Iro Ruffle Trimmed Ankle Boots in Grey Suede Gray
$338.00
$701.00
ShopSimon
-24%
Qupid
Womens Faux Suede Bootie In Camel Brown
$47.00
$61.78
ShopSimon
-26%
Salvia
Womens Nico Ankle Boots In Sea Spray Green
$109.00
$147.00
ShopSimon
-8%
Corkys Footwear
Womens Fed Up Booties In Washed Blue Denim
$74.00
$80.00
ShopSimon
-3%
Corkys Footwear
Womens Crisp Slip-On Sueded Ankle Booties In Leopard
$73.00
$75.00
ShopSimon
-28%
Volatile
Womens Veracruz Ankle Boot In Tan
$87.00
$120.00
ShopSimon
-25%
-19%
Aetrex
Womens Rubi Buckle Boot In Taupe Brown
$145.00
$180.00
ShopSimon
-26%
Steve Madden
Ever Boots Womens 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-18%
Schutz
Rounded Toe Ankle Boot Gray
$324.00
$396.00
ShopSimon
-26%
Steve Madden
Ever Boots Womens US 8.5 Green Velvet Zipper Ankle Bootie ZPO3501
$95.96
$130.00
ShopSimon
-26%
Steve Madden
Ever Boots Womens US 9 Green Velvet Zipper Ankle Bootie ZPO3508
$95.96
$130.00
ShopSimon
-39%
Xti
Womens Suede Block Heel Booties In Taupe Brown
$156.00
$254.00
ShopSimon
-56%
Regarde le ciel
Womens Patricia Boot In Rust Brown
$92.00
$209.00
ShopSimon
-10%
Wildpair
Womens Ingrid Ankle Boots In Multi
$47.00
$52.00
ShopSimon
-22%
Bed Stü
Womens Roan Liz Boots In Almond Mm Hd Tml
$108.00
$138.00
ShopSimon
-33%
Eric Michael
Womens Sparta Ankle Boots In Grey Gray
$282.00
$421.00
ShopSimon
-33%
Eric Michael
Womens Trento Ankle Boot In Black Metallic Gray
$282.00
$421.00
ShopSimon
-4%
Xti
Womens Refresh 173015 Booties In Taupe Brown
$123.00
$128.00
ShopSimon
-60%
Bueno
Womens Keyah Booties In Brown
$91.00
$230.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-25%
Rieker
Womens Kylie 80 Ankle Boots In Muskat/brandy/havanna Brown
$101.00
$135.00
ShopSimon
-64%
Sophia Webster
Embellished Heel ankle Boots in Black Leather
$227.00
$624.00
ShopSimon
-60%
Eileen Fisher
Ark Shoes In Antelope Stretch Brown
$97.00
$245.00
ShopSimon
-31%
Xti
Womens Suede Ankle Booties By XTI Gray
$87.95
$128.19
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-8%
Ash
Hunger Ankle Boots Black
$307.00
$335.00
ShopSimon
-23%
Taos
Womens Downtown Boot In Black
$211.00
$275.00
ShopSimon
-25%
Joie
Womens Monte Suede Leather Studded Ankle Booties In Black
$251.00
$336.00
ShopSimon
-42%
Penelope Chilvers
Womens Paco Star Gazer Leather Boot In Black
$223.00
$385.00
ShopSimon
-15%
Blundstone
Black Water-Repellent Leather Ankle Boots With Logo Tab
$287.92
$339.00
ShopSimon
-85%
Nicholas Kirkwood
Hexagon Ankle Boots in Black Leather
$230.00
$1,562.00
ShopSimon
-16%
Roberto Festa Milano
Lissy Ankle Boot Black
$333.00
$397.80
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Green
$79.99
$129.99
ShopSimon
-29%
Homers
Sharon Heeled Ankle Boot In Dark Green
$318.00
$449.00
ShopSimon
Liu Jo
Sophisticated Black Ankle Boots With Pointed Toe
$315.00
ShopSimon
-4%
Xti
Womens Refresh 173038 Booties In Taupe Brown
$123.00
$128.00
ShopSimon
-57%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Black
$279.98
$650.00
ShopSimon
-50%
L.k. Bennett
Grove Ankle Boots Black
$325.00
$650.00
ShopSimon
-50%
L.k. Bennett
ALINA ANKLE BOOTS Black
$297.50
$595.00
ShopSimon
-55%
L.k. Bennett
L. K.Bennett Wilde Leather Ankle Boot Black
$326.98
$725.00
ShopSimon
-31%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Gray
$87.95
$128.19
ShopSimon
-27%
Emerson Fry
Womens Lou Ankle Boots 2 In Black Leather
$270.00
$368.00
ShopSimon
-53%
Lucky Brand
Kamany Braided Bootie Black
$69.99
$149.00
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