Women's Business Ankle Boots
Women's Business Ankle Boots
Women's Business Ankle Boots
-20%
Calvin Klein
Broma Womens Black Leather Square Toe Ankle Bootie LION773
$143.65
$180.00
ShopSimon
-5%
Xti
Womens Suede Heeled Ankle Booties By XTI Black
$119.95
$126.00
ShopSimon
-52%
Vionic
Womens Aria Wedge Ankle Boot In Black
$94.00
$196.00
ShopSimon
-24%
Vionic
Womens Vionic Truckee J0721L1001 Black Leather Ankle Boots ZOGG1349
$189.99
$250.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens Black Leather Block Heel Ankle Bootie LION307
$143.65
$180.00
ShopSimon
-45%
Eric Michael
Womens Melissa Boot In Black
$140.00
$253.00
ShopSimon
-51%
Jack Rogers
Womens Taylor Bootie In Black
$82.00
$168.00
ShopSimon
-24%
Xti
Womens Casual Suede Booties In Black
$92.00
$121.00
ShopSimon
-14%
Vionic
Bishop J2290L1001 Boots Black Suede Western Bootie HAWK642
$180.00
$210.00
ShopSimon
-13%
Blondo
Womens Blondo Valli Boots Black Leather Waterproof Ankle Bootie HAWK2471
$139.95
$160.00
ShopSimon
-14%
Kenneth Cole Reaction
Womens Kenneth Cole Reaction Bexx Boots Black Kitten Heel Bootie RHS7590
$120.00
$140.00
ShopSimon
-13%
Franco Sarto
Womens Franco Sarto Ticada Boots Black Leather Pointed Toe Bootie ZOGG2496
$200.00
$230.00
ShopSimon
-23%
Lane Boots
Womens Plain Jane Bootie In Matte Black
$151.00
$195.00
ShopSimon
-15%
FitFlop
FitFlop F-Mode Womens Black Leather Round Toe Platform Ankle Boots RHS8274
$170.00
$200.00
ShopSimon
-54%
Ara
Womens Torrance Ankle Bootie In Black
$89.00
$195.00
ShopSimon
-43%
Dromedaris
Womens Kassia Boot In Black
$129.00
$225.00
ShopSimon
-47%
Dansko
Womens Carolyn Bootie In Black
$110.00
$207.00
ShopSimon
-26%
Trotters
Womens Trotters Kippy T2060-001 Boots Black Leather Ankle Bootie JOBB216
$139.95
$190.00
ShopSimon
-45%
Hispanitas
Womens Hi254388 Ankle Boot In Houndstooth Black
$121.00
$220.00
ShopSimon
-49%
Taos
Womens Downtown Boots In Black
$151.00
$299.00
ShopSimon
-21%
Vince Camuto
Womens Vince Camuto Kortimy Boots Black Suede Pointed Toe Bootie HAWK1049
$151.00
$190.00
ShopSimon
-5%
Xti
Womens Casual Suede Booties By XTI Black
$108.95
$114.34
ShopSimon
-35%
David Tate
Pond Bootss Black Leather Round Toe Ankle Bootie JZZ1133
$129.95
$200.00
ShopSimon
-48%
Vionic
Womens Uptown Sur Booties In Black
$93.00
$180.00
ShopSimon
-23%
Franco Sarto
Womens Franco Sarto Marcella Boots Black Leather Ankle Bootie ZAP1191
$169.99
$220.00
ShopSimon
-41%
Aga
Womens Maria Tall Leather Booties In Black
$113.00
$190.00
ShopSimon
-24%
Franco Sarto
Womens Franco Sarto Dalden Boots Black Leather Block Heel Booties ZAP433
$159.00
$210.00
ShopSimon
-58%
Regarde le ciel
Womens Stefany Ankle Boot In Black
$88.00
$209.00
ShopSimon
-46%
Eric Michael
Womens Vienna Peep Toe Bootie In Black
$123.00
$228.00
ShopSimon
-78%
L.k. Bennett
L. K.Bennett Chloe Ankle Boot Black
$116.99
$540.00
ShopSimon
-34%
Xti
Womens 144670 Round Booties In Black
$93.00
$140.00
ShopSimon
-15%
Anne Klein
Riah Boots Womens Black Suede Round Toe Block Heel Bootie RHS8221
$119.00
$140.00
ShopSimon
Vance Co.
Vance Mens Darnell Zipper Ankle Boot Black
$109.99
ShopSimon
-14%
Marc Fisher
Womens Marc Fisher Jarli Boots Black Leather Pointed Toe Ankle Bootie RHS6707
$189.00
$220.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens Black Leather Block Heel Ankle Bootie LION135
$143.65
$180.00
ShopSimon
-27%
Regarde le ciel
Womens Jolene-23 Low Booties In Black
$146.00
$199.00
ShopSimon
-41%
Bueno
Womens Fray Ankle Boots In Black
$118.00
$200.00
ShopSimon
-76%
Bruno Magli
June Leather Bootie Black
$116.99
$495.00
ShopSimon
-43%
Free People
Womens Brady Buckle Shoeboot In Black
$102.00
$178.00
ShopSimon
-31%
Regarde le ciel
Womens Jolene-27 Ankle Boot In Black
$152.00
$219.00
ShopSimon
-55%
Chocolat Blu
Womens Lian Boots In Black
$104.00
$229.00
ShopSimon
-72%
Chocolat Blu
Womens Briggs Suede Bootie In Black Suede
$118.00
$426.00
ShopSimon
-50%
Papucei
Womens Thorin Boots In Black
$140.00
$279.00
ShopSimon
-44%
Ros Hommerson
Womens Dixon Bootie - Medium In Black
$97.00
$172.00
ShopSimon
-35%
Dansko
Womens Monique Leather Bootie In Chocolate Burnished Calf Black
$130.00
$200.00
ShopSimon
-5%
Xti
Womens Booties By XTI Black
$112.95
$119.00
ShopSimon
-46%
COMFORTIVA
Womens Barras Waterproof Bootie In Black
$110.00
$205.00
ShopSimon
-30%
Vaneli
Womens Marina Bootie In Black
$140.00
$200.00
ShopSimon
-47%
Aetrex
Womens Addie Boot In Navy Black
$92.00
$173.00
ShopSimon
-21%
Easy Spirit
Womens Easy Spirit Lacy Bootie Black Leather Side Zip Ankle Boots RHS7268
$126.65
$160.00
ShopSimon
-26%
Charles by Charles David
Turmoil Boots Black Block Heel Bootie JOBB140
$129.00
$175.00
ShopSimon
-16%
Söfft
Beckie Boots Womens Black Leather Side Zip Ruched Ankle Bootie HTAT1199
$159.95
$190.00
ShopSimon
-5%
Xti
Womens Ankle Booties Refresh Collection By XTI Black
$121.95
$128.19
ShopSimon
-24%
Birkenstock
Womens Birkenstock Papillio Bootie US 5-5.5 Black Leather Wedge Heel ZPO2479
$152.00
$200.00
ShopSimon
-21%
Easy Spirit
Jayda Boots Womens Black Suede Wedge Heel Ankle Bootie LION75
$118.15
$150.00
ShopSimon
-44%
Ros Hommerson
WomenS Dixon Bootie - W Wide (Xw) In Black
$97.00
$172.00
ShopSimon
-4%
Xti
Womens Casual Booties By XTI Black
$123.95
$129.00
ShopSimon
-12%
Chocolat Blu
Womens Leyla Mid-Height Booties In Black
$120.00
$136.00
ShopSimon
-33%
Xti
Womens 144290 Heeled Booties In Black
$84.00
$126.00
ShopSimon
-68%
Pedro Antón
Womens Suede Bootie - Narrow In Black Suede
$89.00
$280.00
ShopSimon
-34%
Blondo
Womens Valli 2.0 Leather Bootie In Black
$95.00
$145.00
ShopSimon
-23%
Karl Lagerfeld
KL323106 Boots Womens Black Lug Sole Bootie LION29
$169.15
$220.00
ShopSimon
-81%
Alexandre Birman
Jessa 60 Leather Bootie Black
$142.98
$750.00
ShopSimon
-74%
La Canadienne
Lively Suede Bootie Black
$143.98
$550.00
ShopSimon
-85%
Nicholas Kirkwood
Hexagon Ankle Boots in Black Leather
$233.00
$1,562.00
ShopSimon
-43%
Eric Michael
Womens Vespa Fashion Boot In Black
$118.00
$207.00
ShopSimon
-69%
Stuart Weitzman
Sondra Sleek Suede Bootie Black
$184.98
$595.00
ShopSimon
-73%
Arche
Baryky Leather Bootie Black
$155.98
$575.00
ShopSimon
-51%
Vionic
Womens Perry Sienna Waterproof Boots In Black
$88.00
$180.00
ShopSimon
-49%
Pavement
Womens Wilma Heeled Booties In Black
$151.00
$299.00
ShopSimon
-76%
Alexandre Birman
Becky 60 Knit & Leather Bootie Black
$166.98
$695.00
ShopSimon
-47%
FLY London
Womens Zip Up Ankle Boots In Black/graphite
$139.00
$260.00
ShopSimon
-13%
Vaneli
Mens Vaneli Penko 31342-001 Boots Black Square Toe Ankle Bootie RHS7785
$199.99
$230.00
ShopSimon
-45%
Eric Michael
Womens Carmen Ankle Boot In Black
$140.00
$253.00
ShopSimon
-58%
Regarde le ciel
Womens Stefany Ankle Boot In Brown Black
$88.00
$209.00
ShopSimon
-43%
Matisse Footwear
Womens Caty Bootie In Black Snake
$120.00
$210.00
ShopSimon
-43%
Eric Michael
Womens Tyra Boot In Black Belgium
$124.00
$219.00
ShopSimon
-14%
BareTraps
Womens Baretraps Noemi Boots Black Round Toe Weather Bootie ZAP2161
$145.79
$170.00
ShopSimon
-66%
Bruno Magli
Lensa Leather Bootie Black
$166.98
$495.00
ShopSimon
-29%
Xti
Womens Casual Booties In Black
$89.00
$125.00
ShopSimon
-39%
Schutz
Womens Kaile Mid Glam Booties In Black
$140.00
$228.00
ShopSimon
-51%
Chocolat Blu
Womens Gabe Bootie In Black Suede
$108.00
$220.00
ShopSimon
-38%
Antelope
Womens Illeana Leather Boots In Black
$124.00
$199.00
ShopSimon
-59%
Bruno Magli
Nerina Snake-Embossed Leather Black
$203.98
$495.00
ShopSimon
-74%
Alexander Wang
Kori Cutout Ankle Boots In Black Leather
$202.00
$789.00
ShopSimon
-44%
Ros Hommerson
Womens Dixon Bootie - Wide In Black
$97.00
$172.00
ShopSimon
-64%
L'Amour Des Pieds
Womens Phinn Stretch Knit Bootie In Black
$80.00
$220.00
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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