Business Ankle Boots
Business Ankle Boots
Business Ankle Boots
-38%
Aquatalia
Womens Charlotte Chelsea Suede Leather Waterproof Booties In Rust Black
$309.00
$495.00
ShopSimon
-62%
Ash
Fancy Leather Bootie Black
$121.98
$320.00
ShopSimon
-25%
Jeffrey Campbell
Womens Mi Amigo Western Booties In Pink Suede
$172.00
$230.00
ShopSimon
-59%
Bruno Magli
Nerina Snake-Embossed Leather Black
$203.98
$495.00
ShopSimon
-50%
L.k. Bennett
ALINA ANKLE BOOTS Black
$297.50
$595.00
ShopSimon
-23%
Gabor
Womens Leather Ankle Boots In Black
$178.00
$230.00
ShopSimon
-62%
L.k. Bennett
L. K.Bennett Chloe Ankle Boot Black
$204.98
$540.00
ShopSimon
-39%
Gabor
Womens Marlham Ankle Boots In Black
$127.00
$209.00
ShopSimon
-40%
Bcbgmaxazria
Seriba Leather Bootie Black
$179.98
$299.00
ShopSimon
-14%
Marc Fisher
Womens Marc Fisher Jarli Boots Black Leather Pointed Toe Ankle Bootie RHS6707
$189.00
$220.00
ShopSimon
-56%
Cult Gaia
Ankle Boots in Black Suede
$220.00
$498.00
ShopSimon
-22%
Lauren Ralph Lauren
Willa Boots Womens Black Leather Ankle Bootie LION174
$148.75
$190.00
ShopSimon
-62%
Maison Margiela
Cut-out Leather Ankle Boots In Black Leather
$414.00
$1,090.00
ShopSimon
-21%
Eileen Fisher
Womens Jessa Boots In Black Embossed Leather
$225.00
$285.00
ShopSimon
-27%
Eric Michael
Womens Tyler Boots In Black Suede
$166.00
$226.00
ShopSimon
-26%
Dolce Vita
Womens Dolce Vita Susann Boots Onyx Suede Wedge Heel Ankle Bootie JOBB145 Black
$140.00
$190.00
ShopSimon
-51%
Naturalizer
Womens Naturalizer 27 Edit Erica Ankle Boot Black I8070L1001
$103.00
$210.00
ShopSimon
-27%
Isabel Marant
Loline Ankle Boots Black
$579.00
$797.00
THEBS
-15%
Cole Haan
Womens Cole Haan Holis Boots Black Leather Almond Toe Ankle Bootie ZOGG2169
$170.00
$200.00
ShopSimon
-19%
42 Gold
Womens Kensington Leather Bootie In Black Croc
$129.00
$159.00
ShopSimon
-13%
Rockport
Carly Boots Black Leather Side Zip Casual Ankle Bootie HAWK609
$130.00
$150.00
ShopSimon
-12%
Mephisto
Womens Doucia Boot In Plum Pink
$246.00
$281.00
ShopSimon
-72%
Aquatalia
Aquatalia Lanna Waterproof Suede Bootie Black
$155.99
$560.00
ShopSimon
-63%
Loeffler Randall
Square-Toe Ankle Boots in Black Leather
$152.00
$414.00
ShopSimon
-17%
Matisse Footwear
Womens Coconuts by Matisse Clara 10M Black Leather Snip Toe Zipper Bootie HAWK417
$99.99
$120.00
ShopSimon
-22%
Vaneli
Vaneli Penko Boots WoBlack Suede Square Toe Side-Zip Ankle Bootie ZAP224
$249.95
$320.00
ShopSimon
-35%
Paul Green
Womens Stacia Heel Suede Bootie In Black
$272.00
$419.00
ShopSimon
-59%
Koko + Palenki
Womens Totally Boot In Bone White
$121.00
$298.00
ShopSimon
-13%
Vaneli
Womens Marina Bootie In Black
$174.00
$200.00
ShopSimon
-23%
Donald J Pliner
Womens Fanfair Snake Print Leather Shootie In Bluebell Python Print Black
$196.00
$253.00
ShopSimon
-60%
Donald J Pliner
Oleana Leather Bootie Black
$111.98
$278.00
ShopSimon
-63%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Black
$238.99
$650.00
ShopSimon
-72%
Sergio Rossi
Black Leather Spiral Zip Ankle Heel Boots
$370.00
$1,317.00
ShopSimon
-30%
Vaneli
Womens Dearan Point-Toe Suede Ankle Boot In Black
$174.00
$250.00
ShopSimon
-23%
Eric Michael
Womens Jocelyn Ankle Bootie In Black
$244.00
$315.00
ShopSimon
-60%
Giuseppe Zanotti
Ludhovic Black
$358.00
$895.00
ShopSimon
-24%
Jeffrey Campbell
Womens Prianka Block Heel Bootie In Black
$160.00
$210.00
ShopSimon
-30%
Santoni
Womens suede low-heel ankle boot in Brown at Nordstrom, Size 10.5
$770.00
$1,100.00
Nordstrom
-26%
Rieker
Womens Zip Up Chelsea Ankle Boots In Black
$100.00
$135.00
ShopSimon
-22%
Lauren Ralph Lauren
Willa Boots Womens Black Leather Ankle Bootie LION324
$148.75
$190.00
ShopSimon
-38%
Vaneli
Womens Vaneli Penko 313429-001 Boot Black Square Toe Ankle Bootie ZOGG814
$249.95
$400.00
ShopSimon
-28%
Naked Feet
Womens Avail Wedge Ankle Boots In Black
$137.00
$189.00
ShopSimon
-41%
Dolce Vita
Womens Dolce Vita Falon Boot Black Square Toe Block Heel Booties JOBB520
$117.95
$200.00
ShopSimon
-36%
Joie
Womens Studded Suede Leather Western Style Ankle Boots In Black
$214.00
$336.00
ShopSimon
-34%
Joie
Lucy Booties In Black
$222.00
$335.00
ShopSimon
-26%
Eric Michael
Womens Laguna Boot In Black
$312.00
$421.00
ShopSimon
-20%
Vince Camuto
Womens Polleah Bootie In Brownie Black
$179.00
$225.00
ShopSimon
-55%
Donald J Pliner
Dammie Patent Bootie Black
$124.98
$278.00
ShopSimon
-55%
Donald J Pliner
Dammie Bootie Black
$124.98
$278.00
ShopSimon
-21%
Vince Camuto
Womens Ackella Boots In Black
$191.00
$242.00
ShopSimon
-62%
Cordani
Nahla Ankle Boot In Black
$187.00
$497.00
ShopSimon
-75%
Alexander Wang
Kori Cutout Ankle Boots In Black Leather
$196.00
$789.00
ShopSimon
-17%
Bibi Lou
Womens Magda Ankle Boot In Black
$172.00
$208.00
ShopSimon
-26%
Charles by Charles David
Turmoil Boots Black Block Heel Bootie JOBB140
$129.00
$175.00
ShopSimon
-20%
Vince Camuto
Womens Polleah Bootie In Black
$179.00
$225.00
ShopSimon
-76%
Jimmy Choo London
Ankle Boots in Maroon Suede Red
$177.00
$729.00
ShopSimon
-14%
Vionic
Bishop J2290L1001 Boots Black Suede Western Bootie HAWK642
$180.00
$210.00
ShopSimon
-60%
Bruno Magli
Nerina Snake-Embossed Leather Bootie Red
$195.98
$495.00
ShopSimon
-23%
Eric Michael
Womens Liza Ankle Boot In Gold Metallic
$222.00
$288.00
ShopSimon
-25%
Børn
Womens Born Viv BR0062244 Boot 11 Dark Red Leather Side Zip Ankle Bootie FZP062
$120.00
$160.00
ShopSimon
-65%
Arche
Diveni Suede Bootie Red
$185.98
$525.00
ShopSimon
-75%
Alexander Wang
Gabi Ankle Boots in Black Suede
$167.00
$668.00
ShopSimon
-25%
Vionic
Womens Vionic Sibley Boots Black Leather Side Zip Ankle Bootie JOBB1006
$179.95
$240.00
ShopSimon
-22%
Silent D
Womens Nono Bootie In Steel Suede Silver
$148.00
$190.00
ShopSimon
-63%
Arche
Baryky Leather Bootie Purple
$169.98
$460.00
ShopSimon
-67%
Arche
Cywali Suede Bootie Purple
$152.98
$460.00
ShopSimon
-23%
Cordani
Women Valenti Leather Ankle Foldable Shaft Booties In Black
$318.00
$412.00
ShopSimon
-8%
Born
Womens Aiken Ankle Boots In Brown Snake Red
$174.00
$190.00
ShopSimon
-23%
Karl Lagerfeld
KL323106 Boots Womens Black Lug Sole Bootie LION322
$169.15
$220.00
ShopSimon
-43%
Cordani
Womens Gwen Peep Toe Bootie In Black
$158.00
$279.00
ShopSimon
-23%
Karl Lagerfeld
KL323106 Boots Womens Black Lug Sole Bootie LION29
$169.15
$220.00
ShopSimon
-11%
Diba
Womens Majestic Bootie In Pewter Silver
$141.00
$159.00
ShopSimon
-11%
Ariat
Womens Western Dixon Glitz & Bling X Toe Bootie In Silver
$205.00
$230.00
ShopSimon
-27%
Lucky Brand
Womens Lucky Brand Quinlee Boots Henna Leather Block Heel Ankle Bootie JOBB1649 Red
$139.00
$190.00
ShopSimon
-34%
Versace
Ankle boots Black
$855.00
$1,290.00
Yoox.com
-17%
Jambu
Womens Karissa Ankle Boot In Black
$114.00
$138.00
ShopSimon
-32%
Cecelia New York
Womens Noel Low Bootie In Cordovan Pink
$167.00
$245.00
ShopSimon
-69%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$288.00
$916.00
ShopSimon
-5%
Alexander Wang
Black Leather Gabi Ankle Length Boots
$388.00
$408.00
ShopSimon
-19%
Intentionally blank
Womens Hillary Heeled Ankle Boot In Red
$210.00
$260.00
ShopSimon
-23%
Salpy
Womens Jade Bootie In Red Zito
$298.00
$389.00
ShopSimon
-50%
GCDS
Leather Fabric Logo Heel Ankle Boots Womens Shoes (Pre-Owned) White
$382.00
$760.00
ShopSimon
-64%
La Canadienne
Lively Suede Bootie Black
$197.99
$550.00
ShopSimon
-22%
Aerosoles
Sussex Boots Womens Red Faux Leather Block Heel Bootie LION360
$101.15
$130.00
ShopSimon
-26%
Homers
Womens Rachel Leather Boots In Penelope Fango Silver
$332.00
$449.00
ShopSimon
-20%
Marc Fisher
Women Unana Suede Leather Ankle Booties In Red
$163.00
$205.00
ShopSimon
-26%
Eric Michael
Womens Trento Booties In Copper Gold
$312.00
$421.00
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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