Business Ankle Boots
Business Ankle Boots
Business Ankle Boots
-6%
Rag & Bone
Rag & Bone Harrow Leather Ankle Boots Red
$227.00
$241.50
ShopSimon
-17%
Aetrex
Womens Kara Wedge Boot In Charcoal Pink
$149.00
$180.00
ShopSimon
-12%
Born
Womens Kerri Bootie In Taupe Distressed Beige
$141.00
$160.00
ShopSimon
-55%
La Canadienne
Crew Leather Bootie Black
$249.98
$550.00
ShopSimon
-27%
Corkys Footwear
Womens Apple Sauced Faux Suede Boot In Black
$61.00
$84.00
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-47%
Eric Michael
Womens Leah Bootie In Blue Metallic
$115.00
$219.00
ShopSimon
-38%
Pinko
Ankle Boots With Silver Buckle And Sturdy Sole Black
$339.92
$543.89
ShopSimon
-13%
Cole Haan
Elyse W14979 Boot Womens Black Leather 60 mm Ankle Bootie ZOGG3244
$129.99
$150.00
ShopSimon
-38%
Django & Juliette
Womens Birdi Ankle Boot In Navy Leather
$154.00
$250.00
ShopSimon
-48%
Aquatalia
Aquatalia Pierra Weatherproof Leather Bootie Brown
$299.98
$575.00
ShopSimon
-31%
Mia
Womens Dangy Ankle Boot In Tan Beige
$69.00
$100.00
ShopSimon
-57%
Aquatalia
Aquatalia Domani Weatherproof Haircalf Bootie
$249.98
$575.00
ShopSimon
-20%
Amalfi By Rangoni
Womens Fanello Heel Bootie In Black
$124.00
$155.00
ShopSimon
-7%
Corkys Footwear
Womens Gimme Sugar Ankle Booties In Black Oil Gray
$65.00
$70.00
ShopSimon
-42%
Donald J Pliner
Bryanna 02 Suede Bootie Red
$159.98
$278.00
ShopSimon
-27%
Corkys Footwear
Womens Toil N Trouble Bootie In Espresso Brown
$66.00
$90.00
ShopSimon
-23%
Aetrex
Womens Rebecca Heel Boot In Black
$139.00
$180.00
ShopSimon
-44%
Sanctuary
Sleek Leather Bootie Brown
$99.98
$179.00
ShopSimon
-3%
Pikolinos
Womens Daroca Tassel Ankle Bootie In Caoba Brown
$230.00
$237.00
ShopSimon
-38%
Antelope
Womens Urban Platform Ankle Boots In Chocolate Brown
$130.00
$209.00
ShopSimon
-17%
Aetrex
Womens Kara Wedge Boot In Black
$149.00
$180.00
ShopSimon
-65%
Isabel Marant
Eana Suede Bootie Beige
$346.98
$990.00
ShopSimon
-62%
Arche
Lilpik Leather Bootie Red
$199.98
$525.00
ShopSimon
-37%
Blowfish
Womens Sadie Wedge Boot In Tan
$68.00
$108.00
ShopSimon
-17%
Högl
Beige Daydream Leather Block Heel Boots
$216.15
$260.38
ShopSimon
-58%
Arche
Teozzi Leather Bootie Blue
$199.98
$475.00
ShopSimon
-13%
Taos
Womens Downtown Boots In Black
$234.00
$270.00
ShopSimon
-9%
Silent D
Womens Yasmin Platform Booties In Taupe Suede Brown
$218.00
$240.00
ShopSimon
-9%
UGG
Womens Classic Ultra Mini Platform Boot In Chestnut Pink
$175.00
$193.00
ShopSimon
-51%
J.McLaughlin
J. McLaughlin Eden Leather Bootie Black
$179.98
$368.00
ShopSimon
-17%
Arcopedico
Arcopedico Paluma 4816-J67 Boots Womens Blue Arch Support Booties HAM663
$145.00
$175.00
ShopSimon
-67%
Hotter
Womens Whisper Boots In Black
$44.00
$133.00
ShopSimon
-58%
Stuart Weitzman
Hudson Lite Zip Suede Bootie Brown
$249.98
$595.00
ShopSimon
-16%
Blondo
Womens Samara Bootie In Black Suede
$118.00
$140.00
ShopSimon
-18%
Jellypop
Womens Shelby Ankle Boots In Black Glitter
$53.00
$65.00
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Rockport
Womens Carlybootie In Tan/Cognac M
$168.00
ShopSimon
-3%
Bueno
Womens Forge Boots In Brown Nubuck Gray
$155.00
$160.00
ShopSimon
-18%
Dansko
Womens Lizanne Bootie In Taupe Milled Nubuck
$152.00
$185.00
ShopSimon
-29%
Miz Mooz
Womens Ethan Carton Boot In Taupe Gray
$271.00
$380.00
ShopSimon
-39%
UGG
Womens Alameda Mini Boot In Chestnut Pink
$118.00
$193.00
ShopSimon
-21%
Ash
Brown Pointed Toe Suede Zip Ankle Boots Black
$341.08
$434.23
ShopSimon
-57%
Arche
Divana Leather Bootie White
$199.98
$460.00
ShopSimon
-18%
Furla
Black Suede Pointed-Toe Ankle Boots
$279.79
$341.87
ShopSimon
-35%
Seychelles
Womens Easy Peasy Western Booties In Taupe Gray
$104.00
$159.00
ShopSimon
-62%
A Gold E
Womens Veta Precious Boots In Brown Suede
$224.00
$592.00
ShopSimon
-56%
Hogan
Pointed-Toe Ankle Boots
$311.00
$700.00
ShopSimon
-17%
Born
Womens Kace Block Heel Bootie In Taupe Gray
$141.00
$170.00
ShopSimon
-15%
Aetrex
Womens Addie Ankle Bootie In Brown
$128.00
$150.00
ShopSimon
-58%
Arche
Pattiz Leather Bootie Pink
$229.98
$545.00
ShopSimon
-55%
Ash
Fame Pointed Toe Low Block Heel Leather Boots Black
$246.15
$542.48
ShopSimon
-51%
La Canadienne
Keith Suede Bootie Black
$269.98
$550.00
ShopSimon
-27%
Xti
Womens Booties By XTI Black
$72.95
$99.99
ShopSimon
-76%
3.1 Phillip Lim
Alix Heeled Ankle Boots in Cream Leather White
$140.00
$595.00
ShopSimon
-60%
Baldinini
Baldinini Leather Ankle Boot Black
$199.98
$500.00
ShopSimon
-3%
Laura Vita
Floral Womens Victorian Blue Leather Heel Ankle Boots - Alcbaneo-130
$189.99
$195.74
ShopSimon
-28%
Alohas
Womens West Bootie In Total Black
$222.00
$310.00
ShopSimon
-26%
Taos
Womens Addition Ankle Boot In Black
$126.00
$170.00
ShopSimon
-18%
Jellypop
Womens Fiona Ankle Boots In Bone Distress Beige
$53.00
$65.00
ShopSimon
-63%
Franco Sarto
L-Saydie Leather Bootie Red
$69.98
$190.00
ShopSimon
-51%
La Canadienne
Keith Suede Bootie Brown
$269.98
$550.00
ShopSimon
-11%
Eric Michael
Womens Wayne Queen Bootie In Taupe Brown
$185.00
$209.00
ShopSimon
-29%
Matisse Footwear
Womens Lily Gord Bootie In Grey Gray
$65.00
$92.00
ShopSimon
-60%
Cole Haan
Womens Joanna Bootie In Dark Brown Tumbled Black
$76.00
$190.00
ShopSimon
-52%
Aquatalia
Aquatalia Reeta Weatherproof Leather Bootie Brown
$229.98
$475.00
ShopSimon
-23%
Matisse Footwear
Womens Effie Square-Toe Chelsea Boot In Beige
$131.00
$170.00
ShopSimon
-19%
Sorel
Womens Ona Ave Chelsea Boot In Tan Brown
$129.00
$160.00
ShopSimon
-18%
Refresh
Womens Suede Italian Western Ankle Booties In Black
$108.00
$132.00
ShopSimon
-32%
Volatile
Womens Chronicle Suede Upper Bootie In Chalk White
$41.00
$60.00
ShopSimon
-20%
Volatile
Womens Embossed Velvet Fringe Western Bootie In Brown
$64.00
$80.00
ShopSimon
-8%
Bueno
Womens Jana Boots In Black Leather
$185.00
$200.00
ShopSimon
-17%
Senso
Pointed-Toe Wedge Ankle Boots Gray
$322.23
$388.17
ShopSimon
-3%
Laura Vita
Womens Floral Goth Victorian Black Leather Heeled Ankle Boots - Alcizeeo-190
$196.99
$202.49
ShopSimon
-20%
UGG
Classic Ultra Mini Platform Suede Boot Beige
$139.98
$175.00
ShopSimon
-2%
Aetrex
Womens Kaylee Arch Support Chelsea Boot In Cognac Brown
$117.00
$119.00
ShopSimon
-35%
Love Rio
Womens Maron Ankle Booties In Denim Blue
$86.00
$132.00
ShopSimon
-22%
Vionic
Womens Cecily Boot In Tan
$129.00
$165.00
ShopSimon
-39%
Cloud Nine
Womens Wedge Boot In Chestnut Pink
$90.00
$147.00
ShopSimon
-56%
J. Reneé
Womens Radita Shooties In Navy Satin/rhinestones Blue
$62.00
$140.00
ShopSimon
-14%
Dolce Vita
Nonce Boots Womens Brown Pointed Toe Block Heel Bootie RHS9001
$150.00
$175.00
ShopSimon
-55%
Isabel Marant
Basley Tassel Bootie in Grey Suede Gray
$270.00
$600.00
ShopSimon
-42%
Born
Womens Olivia Boots In Black
$114.00
$196.00
ShopSimon
-13%
Bueno
Womens Cherish Boot In Brown Natural
$199.00
$230.00
ShopSimon
-36%
David Tate
Womens Bellview Ankle Boots In Black Antique Suede
$109.00
$170.00
ShopSimon
-8%
Bueno
Womens Jana Boots In Bordeaux Suede Brown
$185.00
$200.00
ShopSimon
-57%
Arche
Momali Leather Wedge Bootie Purple
$199.98
$465.00
ShopSimon
-38%
Remonte
Womens Stefanie 80 Boots In Brown
$103.00
$166.00
ShopSimon
-51%
La Canadienne
Julieta Suede Bootie Brown
$259.98
$535.00
ShopSimon
-45%
Corkys
Womens Top Knot Faux Suede Ankle Boots In Cognac Brown
$43.00
$78.00
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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