Women's Casual Ankle Boots
Women's Casual Ankle Boots
Women's Casual Ankle Boots
-63%
Stuart Weitzman
Sondra Sleek Leather Bootie Black
$217.98
$595.00
ShopSimon
-77%
Stuart Weitzman
Coban Ankle Boots in Black Leather
$171.00
$728.00
ShopSimon
-53%
Stuart Weitzman
Black Suede Ankle Boots
$315.00
$670.00
ShopSimon
-19%
Steve Madden
Dorothea Boots Womens Brown Suede Ankle Bootie HTAT404
$105.27
$130.00
ShopSimon
-41%
Xti
WomenS 144442 Ankle Booties In Camel Brown
$58.00
$98.00
ShopSimon
-50%
Earth
Womens Collette Callista Boots In Carob Brown
$52.00
$104.00
ShopSimon
Moschino
Brown/black Suede Buckle Detail Platform Ankle Booties
$353.00
ShopSimon
-21%
Sun + Stone
Adelinee Boot Womens Chocolate Double Zip Ankle Bootie LION254 Brown
$59.08
$75.00
ShopSimon
-70%
Thomas & Vine
Simeon Plain Toe Ankle Boot Brown
$59.99
$199.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Beige
$79.99
$129.99
ShopSimon
-22%
Giani Bernini
Olaa Boots Womens Cocoa Suede Round Toe Bootie LION193 Brown
$93.08
$120.00
ShopSimon
-31%
Giuseppe Zanotti
Black Leather Ankle Booties
$315.00
$455.00
ShopSimon
United Nude
Jacky Bootie Green
$195.00
ShopSimon
-25%
Stuart Weitzman
Gobi Bootie Black S6668-BLK Womens
$446.00
$595.00
ShopSimon
-41%
Muk Luks
Womens England Oxford Wedge Booties In Chestnut Brown
$47.00
$80.00
ShopSimon
-59%
Rieker
Womens Zip Up Chelsea Ankle Boots In Black
$56.00
$135.00
ShopSimon
-7%
Xti
Womens Winter Booties By XTI Brown
$79.99
$85.95
ShopSimon
-40%
Ecco
Womens Modtray Ankle Boot In Cognac Brown
$125.00
$210.00
ShopSimon
-57%
Diba
Womens Rave Lion Boot In Tan Brown
$76.00
$176.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Kathie Bootie Orange
$69.99
$99.99
ShopSimon
-37%
Ariat
Womens Dixon Studded Wingtip Western Bootie In True Black
$152.00
$240.00
ShopSimon
Sergio Rossi
Black Spandex Ankle Length Boots
$324.00
ShopSimon
-18%
Alexander Wang
Black Leather Gabi Ankle Length Boots
$336.00
$408.00
ShopSimon
-12%
Pikolinos
Womens Pikolinos Calafat W1Z-8977C1 Boots Black Leather Booties ZOGG382
$230.00
$260.00
ShopSimon
-25%
Marc Fisher
Mavey Pointed Toe Bootie in Medium Natural at Nordstrom Rack, Size 8.5
$86.22
$114.97
Nordstrom Rack
-51%
Pikolinos
Womens Calafat Ankle Boot In Black
$185.00
$380.00
ShopSimon
-5%
Xti
Womens Italian Western Booties With side Zipper White
$121.95
$128.19
ShopSimon
-54%
Loeffler Randall
Womens Isla Suede Slim Ankle Bootie In Black
$205.00
$450.00
ShopSimon
-73%
Sergio Rossi
Black Leather Spiral Zip Ankle Heel Boots
$355.00
$1,317.00
ShopSimon
-16%
Aquazzura
Black Mesh And Suede Pointed Toe Hot Stuff Ankle Booties
$317.00
$377.00
ShopSimon
-25%
Journee Collection
Womens Genuine Leather Tabbie Almond Toe Block Heel Ankle Booties Gold
$119.99
$159.99
ShopSimon
Dolce & Gabbana
Devotion Calfskin Ankle Boots - Woman Boots And Booties Black 37.5
$1,645.00
Dolce & Gabbana
-80%
Nicole Saldanã
BROWN EXCLUSIVE PLAID CHRIS ANKLE BOOTS
$91.00
$455.00
ShopSimon
-41%
Muk Luks
Womens Yellowstone Yardley Boots In Taupe Gray
$41.00
$69.00
ShopSimon
-49%
JBU by Jambu
Womens Polaris Water Resistant Ankle Boot In Brown
$45.00
$89.00
ShopSimon
-69%
Aetrex
Womens Zoey Slip On Boot In Dark Taupe Nubuck Brown
$49.00
$160.00
ShopSimon
-5%
Xti
Refresh Womens Fashion Booties with Side Zipper by Xti White
$121.95
$128.19
ShopSimon
-38%
Vaneli
Womens Holly Waterproof Ankle Boots In Black
$154.00
$250.00
ShopSimon
-44%
Jessica Simpson
WomenS Keris Bootie In Dark Olive Brown
$64.00
$115.00
ShopSimon
-56%
Vic Matié
Womens Open Heel Bootie In Black
$247.00
$560.00
ShopSimon
-77%
Bueno
Womens Sean Boots In White
$52.00
$225.00
ShopSimon
-60%
Frye
Essa Ankle Boot In Ruby Pink
$183.00
$458.00
ShopSimon
-34%
New Rock
Womens NEOPUNK001-C19 Black Gothic Heeled Punk Leather Ankle Boots
$329.99
$499.99
ShopSimon
-58%
La Canadienne
Sea Leather Bootie Black
$220.98
$525.00
ShopSimon
-49%
Softwaves
Womens Ligia Bootie In Black
$178.00
$350.00
ShopSimon
-48%
Kork-ease
Womens Kalista Leather Ankle Boot In Black
$150.00
$288.00
ShopSimon
-69%
Dolce Vita
Sadler Bootie Brown
$48.98
$160.00
ShopSimon
-29%
Xti
Womens Booties In Taupe Gray
$71.00
$100.00
ShopSimon
-61%
Paul Green
Womens Stacia Heel Suede Bootie In Black
$163.00
$419.00
ShopSimon
-38%
Journee Collection
Womens Elley Booties
$74.99
$119.99
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties
$49.99
$109.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Tatiana Bootie
$79.99
$119.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Adalia Bootie
$69.99
$99.99
ShopSimon
-60%
David Tate
Womens Bellview Boot In Grey Metallic Gray
$74.00
$184.00
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Aubrie Bootie
$79.99
$119.99
ShopSimon
-28%
Journee Collection
Collection Womens Tru Comfort Foam Hallie Bootie
$64.99
$89.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Jadde Bootie
$79.99
$119.99
ShopSimon
-29%
Xti
Womens Booties In Taupe Gray
$71.00
$100.00
ShopSimon
-30%
Journee Collection
Journee Womens Leyna Medium and Wide Width Zipper Detail Dress Booties
$79.99
$114.99
ShopSimon
-88%
Stuart Weitzman
Henley Leather Bootie White
$63.98
$550.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Beverley Booties
$69.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Hepburn Bootie
$69.99
$99.99
ShopSimon
-19%
Easy Street
Womens Easy Works by Easy Street Jovi Boots Gray Ankle Bootie HAWK1255
$64.99
$80.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties
$69.99
$109.99
ShopSimon
-60%
David Tate
Womens Belleview Bootie - Wide Width In Grey Gray
$74.00
$184.00
ShopSimon
-28%
Journee Collection
Collection Womens Tru Comfort Foam Cerise Bootie
$64.99
$89.99
ShopSimon
-70%
Rockport
Womens Gratasha Panel Boots In Taupe Gray
$47.00
$156.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Harlowe Booties
$74.99
$109.99
ShopSimon
-54%
Cordani
Womens Piper Western Ankle Boot In Black Leather
$211.00
$455.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Tayshia Bootie
$74.99
$109.99
ShopSimon
Dolce & Gabbana
Devotion Suede Ankle Boots - Woman Boots And Booties Brown 35.5
$1,545.00
Dolce & Gabbana
-30%
Journee Collection
Collection Womens Baylor Bootie
$69.99
$99.99
ShopSimon
-22%
Easy Street
Murphy Boots Womens Gray Side Zipper Block Heel Booties LION63
$51.00
$65.00
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
-69%
Dolce Vita
Braden Bootie Brown
$45.99
$150.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties
$69.99
$99.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Aubrie Bootie
$79.99
$129.99
ShopSimon
-22%
Blowfish
Womens Joy Boot In Grey Gray
$47.00
$60.00
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties
$54.00
$108.00
ShopSimon
Clarks
Morzine Top in Grey Leather Gray
$150.00
ShopSimon
United Nude
Un Bootie Mid Ii Black
$220.00
ShopSimon
-38%
Corkys Footwear
Womens Vanish Block Heel Bootie In Taupe Gray
$52.00
$84.00
ShopSimon
-45%
Eric Michael
Womens Jocelyn Ankle Bootie In Black
$174.00
$315.00
ShopSimon
-39%
Sanita
Hudson Womens Shoes Anthracite: EU 36 (US Womens 4.5-5) Regular, Leather/Manmade Gray
$82.00
$135.00
ShopSimon
-31%
Silent D
Womens Yasmin Boot In Black Suede
$165.00
$240.00
ShopSimon
-20%
Vionic
Finn Boots Womens Oatmeal Leather Block Heel Ankle Booties GAL2174 White
$100.00
$125.00
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