Business Ankle Boots
Business Ankle Boots
Business Ankle Boots
-24%
Journee Collection
Journee Womens Braylee Studded Western Ankle Booties Brown
$64.99
$85.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Beverley Booties Brown
$69.99
$109.99
ShopSimon
-35%
Journee Collection
Womens Tru Comfort Foam Wide Width Haylinn Booties Brown
$64.99
$99.99
ShopSimon
-17%
Journee Collection
Womens Journee Collection Maize Boots Tan Leather Ankle Bootie LION1013 Brown
$74.99
$90.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties Brown
$69.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Sloann Bootie Brown
$69.99
$99.99
ShopSimon
-33%
Journee Collection
Journee Womens Tru Comfort Foam Fynn Bootie Brown
$79.99
$119.99
ShopSimon
-20%
Journee Collection
Vally Boots Brown Faux Leather Ankle Booties HAWK187
$79.99
$100.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Maize Bootie Brown
$69.99
$99.99
ShopSimon
-24%
Journee Collection
Collection Womens Ellis Bootie Brown
$64.99
$85.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Brekinn Bootie Brown
$69.99
$99.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Noriah Bootie Brown
$74.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Beverley Booties Brown
$69.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties Brown
$69.99
$109.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Marnnie Bootie Brown
$79.99
$119.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Sloann Bootie Brown
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie Brown
$69.99
$109.99
ShopSimon
-25%
Journee Collection
Womens Journee Tru Comfort Foam Lusinda Booties Taupe Ankle Boots GAL1449 Brown
$74.99
$100.00
ShopSimon
-19%
Journee Collection
Journee Womens Taliah Medium and Wide Width Western Ankle Booties Brown
$69.99
$85.99
ShopSimon
-24%
Journee Collection
Journee Womens Rosemary Western Chelsea Booties Brown
$64.99
$85.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Aubrie Bootie Brown
$79.99
$129.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties Brown
$79.99
$129.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie Brown
$64.99
$85.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Riplee Bootie Brown
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Maize Bootie Brown
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties Brown
$69.99
$109.99
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION588
$109.65
$140.00
ShopSimon
-19%
Ilse Jacobsen
Womens Tulip 6175 Boots In Latte Beige
$75.00
$93.00
ShopSimon
-44%
Matisse Footwear
Womens Lane Ankle Boot In Ivory Beige
$62.00
$110.00
ShopSimon
-25%
Mia
Womens Mia Harlow Boots Beige Faux Suede Block Heel Ankle Bootie ZOGG962
$90.00
$120.00
ShopSimon
-41%
Homers
Womens Boots In Olive Gray
$281.00
$475.00
ShopSimon
-22%
Anne Klein
Moore Boots Womens Beige Almond Toe Block Heel Booties LION593
$109.65
$140.00
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties Brown
$79.99
$129.99
ShopSimon
-50%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties Brown
$54.00
$108.00
ShopSimon
-69%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Beige Leather
$183.00
$595.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties Brown
$49.99
$109.99
ShopSimon
-32%
Coclico
Womens Wind Ankle Boots In Deep Sea Gray
$304.00
$450.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Taupe Gray
$111.00
$128.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Taupe Gray
$111.00
$128.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Hazara Bootie Brown
$74.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Hazara Bootie Brown
$74.99
$119.99
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties Brown
$54.00
$108.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Haylinn Booties Brown
$44.99
$99.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties White
$79.99
$129.99
ShopSimon
-24%
Söfft
Nina Womens Boot In Barley Gray
$158.00
$207.00
ShopSimon
-36%
Xti
Womens Booties By XTI Brown
$81.95
$128.00
ShopSimon
-47%
Xti
Carmela CollectionWomens Leather Booties By XTI Brown
$87.95
$165.00
ShopSimon
-37%
Xti
Womens Suede Heeled Ankle Booties By XTI Brown
$79.95
$126.00
ShopSimon
-36%
Xti
Womens Ankle Booties Refresh Collection By XTI Brown
$81.95
$128.19
ShopSimon
-36%
Xti
Womens Dress Booties By XTI Brown
$73.95
$115.99
ShopSimon
-36%
Xti
Womens Heeled Booties By XTI Brown
$81.95
$128.19
ShopSimon
-37%
Xti
Womens Suede Heeled Ankle Booties By XTI Brown
$70.95
$112.00
ShopSimon
-8%
Xti
WomenS 144442 Ankle Booties In Camel Brown
$90.00
$98.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Brown
$81.95
$128.19
ShopSimon
-36%
Xti
Womens Suede Wedge Booties By XTI Brown
$75.95
$119.00
ShopSimon
-42%
Xti
Carmela CollectionWomens Suede Booties By XTI Brown
$94.95
$165.00
ShopSimon
-36%
Xti
Womens Suede Booties By XTI Brown
$73.95
$115.99
ShopSimon
-36%
Xti
Womens Casual Suede Booties By XTI Brown
$72.95
$114.34
ShopSimon
-34%
Xti
Womens Winter Booties In Nude Brown
$77.00
$117.00
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Brown
$63.95
$99.99
ShopSimon
-10%
Dirty Laundry
Womens Wedged Booties In Beige
$70.00
$78.00
ShopSimon
-12%
Free People
Womens Wisteria Ankle Boots In Taupe Gray
$174.00
$198.00
ShopSimon
-76%
Aquatalia
Lanna Waterproof Suede Bootie Brown
$136.99
$560.00
GILT
-26%
Homers
Sharon Heeled Ankle Boot In Dark Green
$332.00
$449.00
ShopSimon
-58%
Aquazzura
Cambridge Ankle Boots in Beige Suede
$338.00
$805.00
ShopSimon
-62%
Franco Sarto
L-Josiah Leather Bootie Brown
$71.99
$190.00
ShopSimon
-58%
Franco Sarto
A-Jude Leather Bootie Brown
$69.98
$165.00
ShopSimon
-68%
NYDJ
Womens NYDJ Tonesu Boots US 8.5 Saddle Suede Block Heel Ankle Bootie ZPO3475 Brown
$67.93
$210.00
ShopSimon
-53%
Aetrex
Womens Kara Ankle Wedge Boot In Charcoal Pink
$84.00
$180.00
ShopSimon
-45%
by FAR
By FAR Este Leather Bootie Gray
$279.98
$510.00
ShopSimon
-51%
by FAR
By FAR Sofia Leather Bootie Gray
$251.99
$510.00
ShopSimon
-23%
Aetrex
Womens Mila Boot In Taupe Gray
$139.00
$180.00
ShopSimon
-4%
Andrea
Womens Chelsea Boots In Brown
$95.00
$99.00
ShopSimon
-2%
Andrea
Womens Leather Booties In Honey Brown
$83.00
$85.00
ShopSimon
-29%
Andrea
Womens Wedge Leather Booties In Brown
$88.00
$124.00
ShopSimon
-4%
Andrea
Womens Comfort Booties In Brown
$95.00
$99.00
ShopSimon
-2%
Andrea
Womens Leather Short Chelsea Boots In Brown
$83.00
$85.00
ShopSimon
-21%
Roxy
Womens Jovie Fur Ii Boot In Tan Brown
$78.00
$99.00
ShopSimon
-19%
Corkys Footwear
Womens Cabin Fever Bootie In Tan Brown
$61.00
$75.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Booties with Side Zipper by Xti Brown
$81.95
$128.19
ShopSimon
-10%
Corkys Footwear
Womens Boo Camel Suede Bootie Brown
$71.00
$79.00
ShopSimon
-40%
Corkys Footwear
Womens Westboud Ankle Boots In Camel Suede Brown
$48.00
$80.00
ShopSimon
-42%
Propét
Womens Roxie Ankle Boot In Brown
$67.00
$115.00
ShopSimon
-31%
Minnetonka
Womens Torrey Laceup Booties In Brown Multi
$90.00
$131.00
ShopSimon
-34%
Xti
Womens Comfort Ankle Suede Booties By XTI Brown
$61.95
$94.00
ShopSimon
-70%
Thomas & Vine
Simeon Plain Toe Ankle Boot Brown
$59.99
$199.99
ShopSimon
-20%
Style & Co.
Style & Co Zaharaa Boots Womens Cognac Block Heel Ankle Bootie LION188 Brown
$67.58
$85.00
ShopSimon
-20%
Style & Co.
Style & Co Zaharaa Boots Womens Cognac Faux Suede Almond Toe Bootie LION103 Brown
$67.58
$85.00
ShopSimon
-2%
Pierre Dumas
Womens Suede Western Chic Block Heel Ankle Booties In Caramel Brown
$60.00
$61.00
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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