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Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
-14%
Taos
Womens Downtown Boot In Black
$182.00
$211.00
ShopSimon
-60%
Sophia Webster
Ankle Boots in Black Suede
$199.00
$500.00
ShopSimon
-21%
Eric Michael
Womens Mariska Mid Calf Boots In Brown
$205.00
$260.00
ShopSimon
-60%
L'agence
Mariette Leather Bootie Brown
$169.98
$425.00
ShopSimon
-33%
Intentionally blank
Womens Rachel Ankle Boot In Black
$179.00
$269.00
ShopSimon
-21%
Vaneli
WomenS Valse Boot In Cuoio Suede Brown
$198.00
$250.00
ShopSimon
-30%
Amalfi By Rangoni
Womens Fanello Heel Bootie In Black
$155.00
$222.00
ShopSimon
-23%
Windsor Smith
Varsity - Womens Block Heel Leather Chelsea Boots Black
$162.00
$210.60
ShopSimon
-23%
Windsor Smith
Tricky - Womens Black Leather Platform Chelsea Boots
$189.00
$245.71
ShopSimon
-23%
Windsor Smith
Replace - Womens Black Leather Chelsea Boots
$135.00
$175.50
ShopSimon
-25%
Bogs
Classic Boots Womens Brown Leather Waterproof Casual Chelsea JOBB1146
$120.00
$160.00
ShopSimon
-24%
Jack Rogers
Timber Tassel 141231BT05 Boot Women Brown Leather Bootie JOBB058
$168.00
$220.00
ShopSimon
-25%
Jack Rogers
Peyton Pearl Boots Womens Brown Leopard Ankle Bootie JOBB118
$188.00
$250.00
ShopSimon
-49%
Cougar
Womens Duffy Ankle Boot In Cocoa Brown
$129.00
$251.00
ShopSimon
Windsor Smith
Tan Classic Leather Chelsea Ankle Boots - Varsity Brown
$154.99
ShopSimon
-26%
Silent D
Womens Naydo Boot In Tan Brown
$141.00
$190.00
ShopSimon
-25%
Revere Comfort Shoes
Womens Damascus Bootie In Brown
$135.00
$180.00
ShopSimon
-23%
Windsor Smith
Varsity - Womens Block Heel Leather Chelsea Boots Brown
$162.00
$210.60
ShopSimon
-77%
Giuseppe Zanotti
Buckled Ankle Boots in Black Pony-style Leather
$156.00
$677.00
ShopSimon
-10%
Terre Alte
Mens Murphy 6 Composite Toe Pull-On Safety Work Boot In Dark Brown
$149.00
$165.00
ShopSimon
-44%
Cordani
Womens Garvie Pointed Toe Leather Bootie In Beige
$197.00
$350.00
ShopSimon
-80%
L.k. Bennett
LK Bennett Talulla Leather Ankle Boot Gray
$117.98
$590.00
ShopSimon
-35%
Camper
Ankle boots Women Camper Kiara Brown
$139.75
$215.00
ShopSimon
-27%
Schutz
Schutz Alexxa Boot Womens US 5.5 Brown Suede Pointed Toe Ankle Bootie KHD1028
$174.40
$240.00
ShopSimon
-35%
Papucei
Womens Thorin Boots In Black
$182.00
$279.00
ShopSimon
-24%
Journee Collection
Journee Womens Braylee Studded Western Ankle Booties
$64.99
$85.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie
$64.99
$85.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie
$64.99
$85.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Jadde Bootie
$79.99
$119.99
ShopSimon
-25%
Journee Collection
Medium and Wide Width Womens Kelssa Bootie
$74.99
$99.99
ShopSimon
-75%
AlexaChung
Alexachung Metallic Beatnik Ankle Boots in Pink Leather
$117.00
$475.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties
$64.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$99.99
ShopSimon
-30%
-25%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$74.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie
$64.99
$85.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-25%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$74.99
$99.99
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Fynn Bootie
$79.99
$119.99
ShopSimon
-13%
Donald J Pliner
Womens Lizzy Open Toe Wedge Bootie In Black
$199.00
$228.00
ShopSimon
-28%
Aetrex
Womens Hannah Arch Support Boots In Tan Brown
$130.00
$180.00
ShopSimon
-26%
Chocolat Blu
Womens Peep Toe Wedge In Taupe Suede Brown
$154.00
$207.00
ShopSimon
-53%
Bruno Magli
Pitto Leather Loafer Black
$186.98
$395.00
ShopSimon
-30%
Xti
Womens Cowboy Booties In Black
$125.00
$179.00
ShopSimon
-24%
Seychelles
Womens Hold Me Down Boot In Cognac Suede Brown
$149.00
$196.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Malaga Brown
$195.99
$200.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca Brown
$195.99
$200.00
ShopSimon
-51%
Donald J Pliner
Banter Leather Bootie Brown
$136.98
$278.00
ShopSimon
-32%
Rieker
Womens Sariana 76 Bootie In Chestnut Pink
$92.00
$135.00
ShopSimon
-27%
Whistles
Chunky Mid-Heel Ankle Boots in Black Leather
$187.00
$257.00
ShopSimon
-79%
Stuart Weitzman
Dalenna Sock Ankle Boots in Tan Suede Brown
$148.00
$714.00
ShopSimon
Carlos By Carlos Santana
Harley Harness Boot Brown
$179.00
ShopSimon
-24%
Naturalizer
Kalina Boots WoCider Spice Leather Block Heel Bootie GAL272 Brown
$175.00
$230.00
ShopSimon
-21%
Naot
Womens Helm Leather Boots In Tan Zebra Black
$173.00
$220.00
ShopSimon
-27%
Söfft
Nina Boots Womens US 7.5 Brown Leather Round Toe Ankle Booties KHD1808
$127.96
$175.00
ShopSimon
-20%
Carlos By Carlos Santana
Zappa Cowboy Boot Brown
$159.00
$199.00
ShopSimon
-35%
Birkenstock
Womens Ebba Boots - Medium/narrow In Dark Tea Brown
$124.00
$190.00
ShopSimon
-36%
Xti
Womens Casual Booties In Black
$125.00
$195.00
ShopSimon
-32%
Ariat
Womens Dixon Bootie Low Heel In Rhino Tan Print Brown
$157.00
$230.00
ShopSimon
-27%
Dansko
Womens Daisie Waterproof Booties In Black Tumbled
$147.00
$201.00
ShopSimon
-17%
Papillio
Womens Ebba Boots In Dark Tea Brown
$185.00
$224.00
ShopSimon
-21%
27 EDIT
Womens Maya Leather Booties In Black
$150.00
$190.00
ShopSimon
-73%
Alexandre Birman
Vicky Waterproof Leather Combat Boot Brown
$196.99
$725.00
ShopSimon
-37%
Xti
Women Leather Booties In Black
$129.00
$206.00
ShopSimon
-32%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$74.99
$109.99
ShopSimon
-17%
Journee Collection
Journee Womens Rimi Pull On Stacked Heel Booties
$74.99
$89.99
ShopSimon
-39%
Xti
Womens Carmela Leather Booties In Black
$156.00
$254.00
ShopSimon
-25%
Marc Joseph New York
Grand Ave Mens Whiskey Testone Zipper Ankle Boots JOBB958 Brown
$150.00
$200.00
ShopSimon
-15%
Aetrex
Womens Frankie Twin Gore Ankle Boot In Black
$145.00
$170.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties
$64.99
$99.99
ShopSimon
-48%
Bed Stü
Womens Bia Boots In Teak Rustic Black Rustic
$177.00
$343.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca
$195.99
$200.00
ShopSimon
-73%
Alexandre Birman
Jessa 60 Leather Bootie Black
$205.98
$750.00
ShopSimon
-24%
Eric Michael
Women Trento Waterproof Chelsea Boot In Brown
$149.00
$196.00
ShopSimon
-39%
Laura Vita
Emcmao-45 Brown Floral Womens Gothic Victorian Leather Ankle Heeled Boots
$181.99
$300.00
ShopSimon
-14%
Eric Michael
Womens Alice Boot In Black
$151.00
$175.00
ShopSimon
-76%
Alexandre Birman
Benta Suede Bootie Brown
$178.99
$750.00
ShopSimon
-32%
Nisolo
Womens Ana Go To Heeled Chelsea Boots In Black
$169.00
$250.00
ShopSimon
-6%
Naot
Womens Nefasi Booties In Coffee Bean Nubuck Brown
$206.00
$220.00
ShopSimon
-19%
Bueno
Womens Cori Shoes In Black
$146.00
$180.00
ShopSimon
-36%
Xti
Womens Carmela Suede Booties In Black
$125.00
$195.00
ShopSimon
-19%
Jeffrey Campbell
Womens Nixie Boots In Taupe Suede Brown
$133.00
$165.00
ShopSimon
-47%
Vaneli
Womens Shermy Bootie In Military Suede Brown
$133.00
$250.00
ShopSimon
-24%
Jeffrey Campbell
Womens Bentlee Calf Hair Cheetah Print Leather Boots In Brown
$174.00
$228.00
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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