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Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
-61%
Aquatalia
Aquatalia Lanna Waterproof Suede Bootie Brown
$219.98
$560.00
ShopSimon
-45%
Halmanera
Womens Neta 26 Boot In Nabuk Cioccolato Brown
$231.00
$423.00
ShopSimon
-78%
FLY London
Fly London Mizi Leather Boot Gray
$64.98
$299.00
ShopSimon
-60%
Aquazzura
Saint Honore 50 Suede Boot Black
$378.98
$950.00
ShopSimon
-45%
Antelope
Womens Tace Boots Red
$114.00
$207.00
ShopSimon
-27%
Betsey Johnson
Womens Parkker Kitten Heel Booties In Red
$80.00
$109.00
ShopSimon
-33%
Matisse Footwear
Blake Boots In Natural White
$130.00
$193.00
ShopSimon
-28%
Mou
Womens Bold Eskimo Sneaker With Crochet Upper In Black Combo
$212.00
$294.00
ShopSimon
-32%
A.S.98
Morgan Sandal In Tiger Brown
$220.00
$322.00
ShopSimon
-84%
Aquazzura
Amore 75 Ankle Boots in Navy Blue Suede
$176.00
$1,117.00
ShopSimon
-45%
Bally
Bernina 6302970 Womens Camel Leather Boots Brown
$371.25
$675.00
ShopSimon
-27%
Paul Green
Womens Newbury Suede Wedge Boots In Toffee Brown
$400.00
$550.00
ShopSimon
-12%
Söfft
Womens Beckie Boot In Sky Navy Blue
$141.00
$160.00
ShopSimon
-37%
Vionic
Womens Brionie Ankle Boot In Olive Green
$107.00
$170.00
ShopSimon
BOSS
Cuban-heel ankle boots in polished leather Black
$250.00
ShopSimon
-32%
Cobb Hill
Womens Winter Chelsea Waterproof Boot In Black
$213.00
$313.00
ShopSimon
-60%
Aquatalia
Aquatalia Loretta Suede bootie Blue
$196.98
$495.00
ShopSimon
-70%
Arche
Teozzi Leather Bootie Blue
$141.98
$475.00
ShopSimon
-56%
Arche
Musc Suede Bootie Blue
$196.98
$445.00
ShopSimon
-70%
Arche
Laelys Leather Bootie Blue
$164.98
$550.00
ShopSimon
-59%
Aquatalia
Aquatalia Shailene Weatherproof Suede Boot Brown
$233.98
$575.00
ShopSimon
-47%
Liberty Black
Womens Simone Bootie In Blue
$174.00
$329.00
ShopSimon
-40%
Casta
Twist Combo Heeled Boots In Gold/olive
$174.00
$288.00
ShopSimon
-45%
Bally
Milkom 6209552 Mens Coffee Calf Suede Leather Boots Brown
$288.75
$525.00
ShopSimon
-50%
Donald J Pliner
Banter Leather Bootie Blue
$139.98
$278.00
ShopSimon
Mou
Plush Sheep Skin Ankle Boots With Whipstitch Detailing Gray
$410.00
ShopSimon
-49%
A.S.98
Women Jase Ankle Bootie In Liz Black
$205.00
$403.00
ShopSimon
Billi Bi
Suede Ankle Boots With Block Heel Brown
$462.00
ShopSimon
-32%
Pedro Garcia
Womens Idoia Boot In Black
$404.00
$595.00
ShopSimon
-33%
Cordani
Womens Penny Boots In Sabbia Suede Brown
$300.00
$449.00
ShopSimon
-60%
Aquatalia
Aquatalia Bellina Weatherproof Suede Boot Brown
$196.87
$495.00
ShopSimon
-28%
Bueno
Womens Veronika Fashion Boots In Indigo Suede Blue
$136.00
$190.00
ShopSimon
-27%
Eric Michael
Womens Andes High Heel Suede Boot In Navy Blue
$158.00
$217.00
ShopSimon
-61%
Aquatalia
Aquatalia Natania Weatherproof Suede Boot Blue
$199.98
$510.00
ShopSimon
-70%
Aquatalia
Aquatalia Leonora Waterproof Suede Bootie Blue
$146.98
$495.00
ShopSimon
-73%
Gianvito Rossi
Timber Zipped Ankle Boots in Brown Suede
$397.00
$1,495.00
ShopSimon
-37%
Softwaves
Womens Ligia Bootie In Black
$220.00
$350.00
ShopSimon
-70%
The Flexx
The Flexx Stand Up Suede Bootie Gray
$59.98
$200.00
ShopSimon
-67%
Aquatalia
Aquatalia Stassi Weatherproof Suede Boot Blue
$179.98
$550.00
ShopSimon
-60%
Giuseppe Zanotti
Judith Gold
$380.00
$950.00
ShopSimon
-39%
Laura Vita
Elcodieo 224 Blue Floral Womens Gothic Victorian Leather Ankle Heeled Boots
$181.99
$300.00
ShopSimon
-77%
Aquatalia
Aquatalia Rosario Weatherproof Suede Boot Brown
$129.99
$560.00
ShopSimon
-55%
FLY London
Tope Leather Boot Blue
$134.98
$300.00
ShopSimon
-56%
FLY London
Mebs Suede Boot Blue
$119.98
$270.00
ShopSimon
-62%
La Canadienne
Faye Waterproof Suede Boot Blue
$199.98
$525.00
ShopSimon
-33%
Cordani
Provo Boots In Bronze Crackle Brown
$300.00
$448.00
ShopSimon
-64%
Aquatalia
Aquatalia Lilianne Waterproof Suede Bootie Blue
$199.98
$550.00
ShopSimon
-56%
Arche
Musc Suede Bootie Blue
$196.98
$445.00
ShopSimon
-65%
Ferragamo
Sal 85 Ankle Booties Beige
$439.99
$1,250.00
ShopSimon
-42%
Aquatalia
Womens Fawn Leather Snakeskin Lace Up Boots In Caramel Brown
$380.00
$650.00
ShopSimon
-45%
Bally
Denwer 6301868 Mens Black Laced Sneakers & Boots
$398.75
$725.00
ShopSimon
-49%
Bed Stü
Womens Ace Boots In Betta Do Betta Blue
$199.00
$389.00
ShopSimon
-33%
Eric Michael
Womens Trento Booties In Copper Gold
$282.00
$421.00
ShopSimon
-28%
Ecco
Womens Sculpted Lx 35 Boots In Limestone Gray
$101.00
$140.00
ShopSimon
-55%
FLY London
Birt Patent Boot Blue
$126.98
$285.00
ShopSimon
-60%
Aquatalia
Aquatalia Dolora Weatherproof Suede Boot Blue
$199.98
$495.00
ShopSimon
-54%
Aquatalia
Aquatalia Saundra Weatherproof Suede Boot Brown
$239.98
$525.00
ShopSimon
-60%
Giuseppe Zanotti
Viviana Beige
$434.00
$1,085.00
ShopSimon
-35%
Eric Michael
Women Leah Boot In Blue Metallic
$130.00
$200.00
ShopSimon
-45%
Bally
Alan 6230181 Mens Black Goat Grained Leather Chelsea Boots
$398.75
$725.00
ShopSimon
-81%
Gianvito Rossi
Block Heel Ankle Boots in Blue Denim
$304.00
$1,623.00
ShopSimon
-15%
Jessica Simpson
Womens Luminna Block Heeled Bootie In Oxblood Red
$84.00
$99.00
ShopSimon
-16%
FLY London
Fly London Womens Black RENO053FLY Leather Zip Up Platform Comfort Ankle Boots
$201.99
$240.00
ShopSimon
-45%
Bally
Bernina 6302940 Mens Black Leather Boots
$371.25
$675.00
ShopSimon
-73%
Proenza Schouler
Lace-Up Boots in Navy Blue Suede
$207.00
$763.00
ShopSimon
-31%
Rieker
Womens Conny 75 Ankle Zip Boots In Schwarz/smoke Gray
$83.00
$120.00
ShopSimon
-25%
L'Artiste by Spring Step
Georgiana-Scope Women Olive Western Boot ZOGG1697 Green
$149.95
$200.00
ShopSimon
-48%
Donald J Pliner
Mathilda Suede Boot Green
$149.98
$288.00
ShopSimon
-26%
Söfft
Siri Boots Green Camo Leather Waterproof Wedge Heel Ankle JOBB115
$139.95
$190.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties White
$79.99
$129.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Cappri Booties White
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Aubrie Bootie White
$79.99
$129.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Yasmine Bootie White
$79.99
$119.99
ShopSimon
-30%
-38%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Estelle Booties White
$79.99
$129.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Kayden Bootie White
$74.99
$109.99
ShopSimon
-35%
Journee Collection
Collection Womens Tru Comfort Foam Mylow Bootie White
$64.99
$99.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Kathie Bootie White
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Clearie Booties White
$69.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Desree Bootie White
$69.99
$99.99
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties White
$69.99
$109.99
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Aubrie Bootie White
$79.99
$119.99
ShopSimon
-28%
Hunter
Matte Rubber Boot Green
$129.98
$180.00
ShopSimon
-21%
Eric Michael
Womens Mariska Mid Calf Boot In Green
$205.00
$260.00
ShopSimon
-50%
L.k. Bennett
Grove Ankle Boots Blue
$325.00
$650.00
ShopSimon
-57%
Arche
Abelem Suede Bootie Green
$199.98
$460.00
ShopSimon
-60%
Giuseppe Zanotti
Mirea Blue
$382.00
$955.00
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Brittany Bootie White
$84.99
$119.99
ShopSimon
-33%
Intentionally blank
Womens Defacto Ankle Boot In Hunter Green
$179.00
$269.00
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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