Women's Basic Ankle Boots
Women's Basic Ankle Boots
Women's Basic Ankle Boots
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie
$69.99
$99.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Tayshia Bootie
$74.99
$109.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Harlowe Booties
$74.99
$109.99
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Fynn Bootie
$79.99
$119.99
ShopSimon
-15%
Ariat
Womens Dixon Bootie In Brown Lizard Print
$170.00
$200.00
ShopSimon
-15%
Ariat
Womens Greeley Western Boot Bootie In Brown
$196.00
$230.00
ShopSimon
-15%
Ariat
Womens Greeley Western Leather Snake Bootie In Brown
$196.00
$230.00
ShopSimon
-15%
Ariat
Womens Leighton Waterproof Bootie In Brown
$187.00
$220.00
ShopSimon
-54%
Frye
Womens Belted Ankle Bootie Brown
$129.00
$278.00
ShopSimon
-57%
Frye
Womens Ilana Shootie In Wood Oiled Suede Brown
$120.00
$278.00
ShopSimon
-22%
Aetrex
Womens Hannah Arch Support Boots In Tan Brown
$141.00
$180.00
ShopSimon
-19%
Dingo
Womens Seguaro Western Booties In Brown
$122.00
$150.00
ShopSimon
-55%
Arche
Nassey Leather Bootie Brown
$199.98
$445.00
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-55%
Arche
Nassey Leather Bootie Brown
$199.98
$445.00
ShopSimon
-60%
Rebecca Minkoff
Lugbty Suede Bootie Brown
$99.98
$248.00
ShopSimon
-53%
Arche
Baryky Leather Bootie Brown
$199.98
$425.00
ShopSimon
-56%
Rebecca Minkoff
Bowery Leather Bootie Brown
$109.98
$248.00
ShopSimon
-57%
Rebecca Minkoff
City Suede Cowboy Bootie Brown
$169.89
$398.00
ShopSimon
-24%
Jack Rogers
Womens Jack Rogers Timber Tassel 141231BT05 Boot Brown Leather Bootie JOBB058
$168.00
$220.00
ShopSimon
-25%
Jack Rogers
Womens Jack Rogers Peyton Pearl Boots Brown Leopard Ankle Bootie JOBB118
$188.00
$250.00
ShopSimon
-33%
Diba
Womens Walnut Grove Boot In Gold Sheen Brown
$113.00
$168.00
ShopSimon
-20%
Bruno Menegatti
Womens Henrietta Woven Suede Bootie In Caramel Brown
$189.00
$236.00
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Cinnamon Brown Ankle Bootie LION211
$101.15
$130.00
ShopSimon
-19%
Arturo Chiang
Reiden Fringe Suede Leather Ankle Boots In Brown
$129.00
$159.00
ShopSimon
-60%
Stuart Weitzman
Bethenny 80 Suede Zip Bootie Brown
$259.98
$650.00
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Brown Almond Toe Ankle Bootie LION149
$101.15
$130.00
ShopSimon
-45%
Stuart Weitzman
Sondra Sleek Leather Bootie Brown
$329.98
$595.00
ShopSimon
-22%
Naturalizer
Claire Boots Womens Brown Leather Pointed Toe Ankle Bootie LION37
$101.15
$130.00
ShopSimon
-22%
Söfft
Womens Aisley Boot In Apricot Tan Brown
$125.00
$160.00
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
-60%
Frye
Carson Piping Suede Bootie Brown
$98.98
$248.00
ShopSimon
-58%
Isabel Marant
Dewina Suede Bootie Brown
$413.98
$990.00
ShopSimon
-10%
Ariat
Womens Western Leather Haircalf Dixon Bootie In Leopard Brown
$206.00
$230.00
ShopSimon
-31%
Casta
Terry Bootie In Taupe White
$173.00
$251.00
ShopSimon
-66%
Jimmy Choo London
Bryelle 85 Leather Bootie Brown
$325.98
$950.00
ShopSimon
-40%
Pedro Garcia
Xiane Suede Chelsea Ankle Boot In Biscuit Brown
$436.00
$725.00
ShopSimon
-10%
Ariat
Womens Western Leather Saddle Blanket Dixon Bootie In Brown
$208.00
$230.00
ShopSimon
-27%
Strive Footwear
Womens Bamford Ii Boots In Rust Brown
$131.00
$179.00
ShopSimon
-55%
Frye
Sacha Multi Strap Leather Bootie Brown
$143.99
$318.00
ShopSimon
-38%
All Black
Mod Stretch Bootie In Grey Gray
$141.00
$229.00
ShopSimon
-50%
by FAR
By FAR Karl Stretch & Suede Bootie Brown
$255.98
$515.00
ShopSimon
-35%
Arche
Womens Baryky Ankle Boots In Terra/noir Brown
$294.00
$455.00
ShopSimon
-13%
Dolce Vita
Silma Boots Brown Pointed Toe Western Booties HAWK063
$130.00
$150.00
ShopSimon
-18%
Diba
Womens Spice Berry Boots In Tan Brown
$147.00
$179.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Almond Toe Dress Bootie LION309
$101.15
$130.00
ShopSimon
-23%
Ariat
Womens Encore R Toe Boots In Weathrd Brown
$150.00
$196.00
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Elitta Bootie
$59.99
$84.99
ShopSimon
-31%
Vagabond
Vivan Leather Bootie Mud 5453-001-19 Womens Brown
$152.00
$220.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$109.99
ShopSimon
-49%
FLY London
Womens Wedge Chelsea Ankle Boots In Taupe/expresso Brown
$128.00
$250.00
ShopSimon
-36%
Matisse Footwear
Womens Ilana Ginger Matisse Boot In Brown
$186.00
$290.00
ShopSimon
-80%
Alexandre Birman
Vicky 60 Leather Bootie Brown
$129.98
$650.00
ShopSimon
-20%
Blondo
Womens Stasia Waterproof Bootie In Tan Brown
$136.00
$169.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Yellow
$74.99
$119.99
ShopSimon
-67%
Alexandre Birman
Benta Suede Bootie Brown
$247.98
$750.00
ShopSimon
-74%
Alexandre Birman
Kittie Ankle Boots in Animal Print Pony Hair Brown
$235.00
$902.00
ShopSimon
-22%
Pikolinos
Womens Malaga Leather Bootie In Topo Brown
$262.00
$338.00
ShopSimon
-20%
Kenneth Cole
Bri Boots Womens Brown Square Toe Ankle Bootie LION352
$143.65
$180.00
ShopSimon
-50%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$54.00
$108.00
ShopSimon
-50%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$54.00
$108.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties
$49.99
$109.99
ShopSimon
-46%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$54.00
$99.99
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Haylinn Booties
$44.99
$99.99
ShopSimon
-54%
Journee Collection
Journee Womens Livvy Medium and Wide Width Booties
$49.99
$108.00
ShopSimon
-28%
Donald J Pliner
Womens Donald Pliner Marisol 2 Boots US Brown Scale Embossed Bootie ZOGG1838
$288.00
$400.00
ShopSimon
-19%
Jessica Simpson
Women Zadie 2 Ankle Boot In Fuschia Pink
$84.00
$104.00
ShopSimon
-21%
Calvin Klein
Jallis Boots Womens Dark Natural Almond Toe Dress Bootie lion933 Brown
$119.00
$150.00
ShopSimon
-10%
Born
Womens Cove Chelsea Booties In Taupe Suede Brown
$157.00
$175.00
ShopSimon
-55%
Donald J Pliner
Oleana Leather Bootie Brown
$124.98
$278.00
ShopSimon
-21%
Kork-ease
Womens Kalista Boots In Tan Brown
$191.00
$242.00
ShopSimon
-26%
Tod's
Booties Brown
$590.00
$797.00
THEBS
-57%
BCBGeneration
Darmena Bootie Silver
$59.98
$139.00
ShopSimon
-25%
Naot
Womens Heir Leather Bootie In Eak Tawny Brown
$176.00
$235.00
ShopSimon
-57%
Alexandre Birman
Becky 60 Knit & Leather Bootie Brown
$299.98
$695.00
ShopSimon
-44%
Bruno Magli
Nello Leather Bootie Brown
$219.98
$395.00
ShopSimon
-19%
Naot
Womens Helm Boots In Maple Brown
$162.00
$200.00
ShopSimon
-26%
Naot
Womens Wanaka Boots In Soft Chestnut Brown
$192.00
$259.00
ShopSimon
-11%
Naot
Womens Sintra Boot In Bark/almond Suede Brown
$196.00
$220.00
ShopSimon
-14%
Naot
Womens Bayamo Leather In Brown
$173.00
$200.00
ShopSimon
-28%
Naot
Womens Wander Suede Boots In Seal Brown
$173.00
$240.00
ShopSimon
-20%
Naot
Womens Sintra Zip Booties - Wide In Soft Cognac / Antique Brown
$171.00
$215.00
ShopSimon
-21%
Naot
Womens Nefasi Booties - Medium In Coffee Bean Nubuck Brown
$174.00
$220.00
ShopSimon
-5%
Naot
Womens Nefasi Booties - Medium In Cheetah/jet Black Brown
$159.00
$168.00
ShopSimon
-31%
Regarde le ciel
Womens Stefany Ankle Bootie In Brown
$134.00
$195.00
ShopSimon
-60%
Donald J Pliner
Banter Leather Bootie Brown
$111.98
$278.00
ShopSimon
-21%
Kork-ease
WomenS Renny Shoe In Tan Rum Brown
$165.00
$210.00
ShopSimon
-42%
Vaneli
Womens Shermy Bootie In Military Suede Brown
$144.00
$250.00
ShopSimon
-20%
Naot
Womens Kolmer Bootie - Wide In Acorn Suede Brown
$171.00
$215.00
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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