Business Ankle Boots
Business Ankle Boots
Business Ankle Boots
-15%
Ariat
Womens Greeley Western Leather Snake Bootie In Brown
$196.00
$230.00
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-15%
Ariat
Womens Leighton Waterproof Bootie In Brown
$187.00
$220.00
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-54%
Frye
Womens Belted Ankle Bootie Brown
$129.00
$278.00
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-57%
Frye
Womens Ilana Shootie In Wood Oiled Suede Brown
$120.00
$278.00
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-25%
Juicy Couture
Womens Juicy Couture Tommi Size 6 Red Snakeskin Pointed Toe Ankle Boots KHD721
$55.99
$75.00
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-25%
Belle & Bloom
Fearless Clog Ankle Boot Brown
$172.46
$229.95
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-55%
Arche
Nassey Leather Bootie Brown
$199.98
$445.00
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-19%
Dingo
Womens Seguaro Western Booties In Brown
$122.00
$150.00
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-55%
Arche
Nassey Leather Bootie Brown
$199.98
$445.00
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-60%
Rebecca Minkoff
Lugbty Suede Bootie Brown
$99.98
$248.00
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-53%
Arche
Baryky Leather Bootie Brown
$199.98
$425.00
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-56%
Rebecca Minkoff
Bowery Leather Bootie Brown
$109.98
$248.00
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-57%
Rebecca Minkoff
City Suede Cowboy Bootie Brown
$169.89
$398.00
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-24%
Jack Rogers
Womens Jack Rogers Timber Tassel 141231BT05 Boot Brown Leather Bootie JOBB058
$168.00
$220.00
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-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
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-31%
Casta
Terry Bootie In Taupe White
$173.00
$251.00
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-29%
Via Spiga
Womens Calf Hair Leather Animal Print Ankle Booties In Multicolor Brown
$163.00
$228.00
ShopSimon
-60%
Stuart Weitzman
Bethenny 80 Suede Zip Bootie Brown
$259.98
$650.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Block Heel Dress Bootie LION98
$101.15
$130.00
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-20%
Bruno Menegatti
Womens Henrietta Woven Suede Bootie In Caramel Brown
$189.00
$236.00
ShopSimon
-45%
Stuart Weitzman
Sondra Sleek Leather Bootie Brown
$329.98
$595.00
ShopSimon
-19%
Arturo Chiang
Reiden Fringe Suede Leather Ankle Boots In Brown
$129.00
$159.00
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-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
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties
$54.00
$108.00
ShopSimon
-66%
Jimmy Choo London
Bryelle 85 Leather Bootie Brown
$325.98
$950.00
ShopSimon
-10%
Ariat
Womens Western Leather Haircalf Dixon Bootie In Leopard Brown
$206.00
$230.00
ShopSimon
-55%
Frye
Sacha Multi Strap Leather Bootie Brown
$143.99
$318.00
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
-20%
Pikolinos
Womens Cazorla Ankle Boots In Arcilla Brown
$171.00
$215.00
ShopSimon
-21%
Staud
Womens Hendrix Ankle Boots In Espresso Brown
$356.00
$450.00
ShopSimon
-38%
All Black
Mod Stretch Bootie In Grey Gray
$141.00
$229.00
ShopSimon
-58%
Isabel Marant
Dewina Suede Bootie Brown
$413.98
$990.00
ShopSimon
-45%
Ash
Eden Ankle Boots in Brown Suede
$108.00
$198.00
ShopSimon
-23%
Matisse Footwear
Womens Bambi Western Ankle Boot In Patent Red
$79.00
$102.00
ShopSimon
-50%
by FAR
By FAR Karl Stretch & Suede Bootie Brown
$255.98
$515.00
ShopSimon
-13%
Dolce Vita
Silma Boots Brown Pointed Toe Western Booties HAWK063
$130.00
$150.00
ShopSimon
-35%
Arche
Womens Baryky Ankle Boots In Terra/noir Brown
$294.00
$455.00
ShopSimon
-49%
Kaanas
Womens Antares Distressed Ankle Bootie In Toffee Brown
$117.00
$229.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Almond Toe Dress Bootie LION309
$101.15
$130.00
ShopSimon
-18%
Diba
Womens Spice Berry Boots In Tan Brown
$147.00
$179.00
ShopSimon
-13%
Madeline
Womens Cinderella Ankle Boot In Coffee Bean Brown
$126.00
$145.00
ShopSimon
-66%
Jimmy Choo London
Metallic Dark Brown Leather Jimi Ankle Boots
$406.00
$1,192.00
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Elitta Bootie
$59.99
$84.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$109.99
ShopSimon
-23%
Dr. Scholls
Laurel Boots WoBrown Slip On Block Heel Ankle Bootie ZAP424
$100.00
$130.00
ShopSimon
-49%
FLY London
Womens Wedge Chelsea Ankle Boots In Taupe/expresso Brown
$128.00
$250.00
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-48%
FLY London
Womens Velcro Ankle Boots In Camel Brown
$152.00
$295.00
ShopSimon
-36%
Matisse Footwear
Womens Ilana Ginger Matisse Boot In Brown
$186.00
$290.00
ShopSimon
-49%
Esquivel
Jane Boot In Black Leather
$307.00
$598.00
ShopSimon
-21%
Marc Fisher
Marieta Boots Womens Brown Faux Leather Ankle Bootie ZOGG1910
$159.00
$200.00
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
-25%
DKNY
Cavale Boots Womens Red Faux Suede Square Toe Ankle Bootie LION353
$82.70
$110.00
ShopSimon
-67%
Alexandre Birman
Benta Suede Bootie Brown
$247.98
$750.00
ShopSimon
-10%
London Rag
feral high heeled croc pattern ankle boot Brown
$98.99
$110.00
ShopSimon
-25%
Blondo
Womens Blondo Noelle Brown Suede Block Heel Waterproof Ankle Boots JOBB1789
$149.95
$200.00
ShopSimon
-25%
Chocolat Blu
Womens Gabby Wedge In Taupe Suede Brown
$198.00
$265.00
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
-26%
Chinese Laundry
Womens Chinese Laundry Kipper Boot Brown Suede Mid-Calf Booties JOBB1055
$139.95
$190.00
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
-46%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties
$54.00
$99.99
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties
$49.99
$109.99
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Cinnamon Brown Ankle Bootie LION211
$101.15
$130.00
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
-64%
Ferragamo
Ferragamo Pampero Suede Bootie Brown
$479.98
$1,350.00
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Brown Almond Toe Ankle Bootie LION149
$101.15
$130.00
ShopSimon
-22%
Naturalizer
Claire Boots Womens Brown Leather Pointed Toe Ankle Bootie LION37
$101.15
$130.00
ShopSimon
-67%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Brown
$213.98
$650.00
ShopSimon
-21%
Calvin Klein
Jallis Boots Womens Dark Natural Almond Toe Dress Bootie lion933 Brown
$119.00
$150.00
ShopSimon
-22%
Naturalizer
Orlean Boots Womens Golden Caramel Suede Block Heel Bootie Lion904 Brown
$180.00
$230.00
ShopSimon
-26%
Blondo
Womens Blondo Tanner Boot 8.5 Brown Suede Waterproof Pointed Toe Booties KHD300
$119.20
$160.00
ShopSimon
-20%
Naturalizer
Madalynn Boots Womens Brown Block Heel Ankle Bootie LION190
$143.65
$180.00
ShopSimon
-10%
Born
Womens Cove Chelsea Booties In Taupe Suede Brown
$157.00
$175.00
ShopSimon
-21%
Kork-ease
WomenS Renny Shoe In Tan Rum Brown
$165.00
$210.00
ShopSimon
-61%
Donald J Pliner
Womens Rosemary Ankle Boot In Brown Suede
$117.00
$298.00
ShopSimon
-21%
Kork-ease
Womens Kalista Boots In Tan Brown
$191.00
$242.00
ShopSimon
-9%
Matisse Footwear
Womens Celeste Pointed Toe Bootie In Camel Brown
$163.00
$180.00
ShopSimon
-18%
Kork-ease
Womens Renny Booties In Brown
$173.00
$210.00
ShopSimon
-25%
Naot
Womens Heir Leather Bootie In Eak Tawny Brown
$176.00
$235.00
ShopSimon
-18%
Kork-ease
Womens Ryder Leather Boot In Brown
$173.00
$210.00
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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