Women's Casual Ankle Boots
Women's Casual Ankle Boots
Women's Casual Ankle Boots
-72%
Esquivel
Jane Boot In Black Leather
$166.00
$598.00
ShopSimon
-53%
Kork-ease
Womens Helene Lace Up Heel In Grey Brown
$64.00
$137.00
ShopSimon
-66%
Casadei
Gold Leather Ankle Length Boots
$308.00
$907.00
ShopSimon
-20%
BareTraps
Mackenzie Boots Womens Salted Caramel Round Toe Ankle Bootie LION194 Brown
$75.65
$95.00
ShopSimon
-22%
Bella Vita
Jani Womens Black Leather Pointed Toe Zippered Booties LION889
$74.37
$95.00
ShopSimon
-45%
Munro
Womens Kinston Booties In Black Nubuck
$78.00
$143.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Aubrie Bootie White
$79.99
$129.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties White
$79.99
$129.99
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Neima Bootie White
$64.99
$99.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Yasmine Bootie White
$79.99
$119.99
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Brittany Bootie White
$84.99
$119.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Kayden Bootie White
$74.99
$109.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Tatiana Bootie White
$79.99
$119.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Riplee Bootie White
$74.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Clearie Booties White
$69.99
$109.99
ShopSimon
-30%
Journee Collection
Journee Womens Catoa Zipper Detail Dress Booties White
$79.99
$114.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Estelle Booties White
$79.99
$129.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Aubrie Bootie White
$79.99
$119.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie White
$69.99
$99.99
ShopSimon
Sonora
Clara Ankle Boots Brown
$652.00
THEBS
-32%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Harlowe Booties White
$74.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties White
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties White
$79.99
$129.99
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Heddy Bootie Beige
$59.99
$84.99
ShopSimon
Christophe Lemaire
Anatomic Ankle Boots Brown
$652.00
THEBS
-32%
Journee Collection
Collection Womens Tru Comfort Foam Noriah Bootie Beige
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Kathie Bootie White
$69.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Maize Bootie Beige
$69.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Adalia Bootie Beige
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Tenlee Bootie White
$69.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Adria Booties Beige
$69.99
$109.99
ShopSimon
-51%
Vionic
Womens Wilma Ankle Boot In Olive Green
$105.00
$216.00
ShopSimon
-21%
Life Stride
Adriana F0373F1-251 Boots Women Mushroom Ankle Strap Bootie LION857 Gray
$59.50
$75.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Beverley Booties Beige
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties Beige
$79.99
$129.99
ShopSimon
-32%
Corkys Footwear
Womens Slug Bug Suede Boots In Fuchsia Pink
$53.00
$78.00
ShopSimon
-30%
Journee Collection
Journee Womens Leyna Medium and Wide Width Zipper Detail Dress Booties Gray
$79.99
$114.99
ShopSimon
-46%
Eric Michael
Womens Vienna Peep Toe Bootie In Green
$123.00
$228.00
ShopSimon
-52%
Eric Michael
Womens Dottie Boots In Green
$124.00
$259.00
ShopSimon
-53%
Eric Michael
Womens Nancy Boots In Green Metallic
$104.00
$219.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Kylo Booties Beige
$74.99
$119.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Novva Bootie Beige
$74.99
$109.99
ShopSimon
-46%
Strive Footwear
Womens Sandringham Boots - Wide In Olive Green
$91.00
$168.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie Beige
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Kyler Booties Beige
$69.99
$109.99
ShopSimon
-48%
Vionic
Womens Uptown Sur Boot In Dark Khaki Green
$93.00
$180.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Beige
$69.99
$129.99
ShopSimon
-73%
Ferragamo
Black Leather Gancini Ankle Length Boots
$336.00
$1,225.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Noralinn Booties Beige
$69.99
$129.99
ShopSimon
-38%
Journee Collection
Womens Elley Booties Beige
$74.99
$119.99
ShopSimon
-22%
Journee Collection
Collection Womens Baylor Bootie Beige
$69.99
$89.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Kylo Booties Beige
$74.99
$119.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Estelle Booties Beige
$79.99
$129.99
ShopSimon
-43%
Django & Juliette
Womens Mockas Ankle Boots In Olive Suede Green
$103.00
$180.00
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Sorren Booties White
$64.99
$99.99
ShopSimon
-24%
Vionic
Womens Vionic Finn Bootie Dark Khaki Suede Western Ankle Boots GAL1378 Green
$160.00
$210.00
ShopSimon
-5%
Xti
Womens Suede Wedge Booties By XTI Green
$112.95
$119.00
ShopSimon
-43%
Bueno
Womens Cora Nubuck Boot In Army Green
$118.00
$207.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Nikks Booties Beige
$69.99
$109.99
ShopSimon
-59%
Cole Haan
Norella Suede Bootie Brown
$79.98
$195.00
ShopSimon
-29%
Xti
Womens Suede Ankle Booties In Camel Brown
$71.00
$100.00
ShopSimon
Clarks
Neva Buckle in Brown Suede
$140.00
ShopSimon
-31%
Xti
Womens Dress Booties In Brown
$80.00
$116.00
ShopSimon
-31%
Xti
Womens Suede Ankle Booties In Light Brown
$80.00
$116.00
ShopSimon
-69%
Seychelles
Seattle Suede Bootie Brown
$48.98
$159.00
ShopSimon
-59%
Marc Fisher
Womens Mariel Ankle Boots In Dark Green
$82.00
$199.00
ShopSimon
-67%
Kenneth Cole
Nellie Leather Bootie Brown
$65.98
$199.00
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Reice Bootie White
$79.99
$119.99
ShopSimon
-19%
Sorel
Womens Joan Now Zip Bootie Brown
$100.00
$124.00
ShopSimon
-24%
Xti
Womens Italian Western Booties In Light Brown
$77.00
$101.00
ShopSimon
-24%
Xti
Womens Italian Western Booties In Camel Brown
$77.00
$101.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Beige
$74.99
$119.99
ShopSimon
-54%
Xti
Womens Ankle Boots In Brown
$71.00
$156.00
ShopSimon
-43%
Cushionaire
Womens Russel Knit Ankle Boot In Taupe Gray
$79.00
$139.00
ShopSimon
-24%
Xti
Womens Casual Booties In Camel Brown
$77.00
$101.00
ShopSimon
-25%
Skechers
Womens Sky Frost Boots In Chestnut Pink
$60.00
$80.00
ShopSimon
-31%
Ariat
Womens All Leather Dixon X Toe Western Bootie In Electric Green Apple
$144.00
$210.00
ShopSimon
-9%
Andrea
Womens Western Cow pattern Booties 90785 Brown
$62.95
$69.35
ShopSimon
-28%
Andrea
Womens Zipper Closure Boots In Dark Brown
$60.00
$83.00
ShopSimon
-22%
Andrea
Womens Wedge Leather Booties In Brown
$63.00
$81.00
ShopSimon
-33%
Andrea
Womens Western Cow Pattern Booties In Brown
$46.00
$69.00
ShopSimon
-54%
Söfft
Womens Beckie Ii Booties In Luggage Leather Brown
$74.00
$160.00
ShopSimon
-54%
Xti
Womens Suede Wedge Booties In Brown
$71.00
$156.00
ShopSimon
-9%
Andrea
Womens Heeled Ankle Boots Brown
$74.95
$82.65
ShopSimon
-41%
Blondo
Womens Waterproof Dagger Fashion Boot In Dark Taupe Suede Brown
$54.00
$92.00
ShopSimon
-36%
Corkys Footwear
Womens Casanova Ankle Bootie In Camel Suede Brown
$47.00
$73.00
ShopSimon
-36%
Journee Collection
Womens Tru Comfort Foam Icelyn Booties Beige
$69.99
$109.99
ShopSimon
-36%
Andrea
Womens Leather Booties In Honey Brown
$54.00
$85.00
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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