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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
-64%
Coach
Lucy Chelsea Boot With Signature Polyester Black
$99.00
$278.00
ShopSimon
-3%
UGG
Womens UGG Classic Mini II Chestnut 1016222W-CHE Brown
$160.00
$165.00
ShopSimon
-72%
Aquatalia
Aquatalia Sharlena Waterproof Suede Bootie Black
$165.99
$595.00
ShopSimon
-25%
Munro
Womens Rourke Boots In Black Leather
$187.00
$248.00
ShopSimon
-64%
Coach
Lucy Chelsea Boot With Signature Polyester Brown
$99.00
$278.00
ShopSimon
-69%
United Nude
Jacky Bootie Ii Black
$150.00
$488.75
ShopSimon
-66%
Vince
Kellan Leather Boot Brown
$145.99
$435.00
ShopSimon
-48%
Munro
Womens Alfie Boots In Black
$60.00
$115.00
ShopSimon
-65%
Giuseppe Zanotti
Mirea Black
$333.00
$950.00
ShopSimon
-46%
Wolf & Shepherd
Closer Leather Chelsea Boot Black
$188.99
$350.00
ShopSimon
-44%
Aeyde
Leandra Block Heel Ankle Boots in Black Leather
$284.00
$507.00
ShopSimon
-55%
Giuseppe Zanotti
Greek Black
$428.00
$950.00
ShopSimon
-12%
Dirty Laundry
Womens Rabbit Chelsea Boots In Brown
$79.00
$90.00
ShopSimon
-21%
Sorel
Emelie III 2048721-397 Boots Womens Green Waterproof Bootie DWA2854
$165.00
$210.00
ShopSimon
-17%
Munro
Womens Neko Suede In Almond Pink
$199.00
$240.00
ShopSimon
-70%
Thomas & Vine
Ventura Tru Comfort Foam Plain Toe Chelsea Boot Black
$59.99
$199.99
ShopSimon
-20%
Mia
Womens Erik Bootie In Cognac Brown
$66.00
$82.00
ShopSimon
-36%
Xti
Womens Italian Western Booties With side Zipper Beige
$81.95
$128.19
ShopSimon
-42%
Sorel
Womens Ona Ave Waterproof Chelsea Boot In Chrome Grey / Dove Gray
$121.00
$207.00
ShopSimon
-5%
Mia
Womens Corin Wedge Boots In Beige
$79.00
$83.00
ShopSimon
-22%
Bella Vita
Danielle Boots Womens Saddle Suede Pointed Toe Bootie LION853 Brown
$102.00
$130.00
ShopSimon
-21%
Seven 7
Womens Vault Combat Boots In Black
$55.00
$70.00
ShopSimon
-15%
Bella Vita
Bindi Boots Black Leather Pointed Toe Ankle Bootie HAWK178
$109.95
$130.00
ShopSimon
-50%
Guess
Lenoria Shearling Bowtie Boots Black
$44.99
$89.99
ShopSimon
-24%
Naturalizer
Womens Naturalizer Bay Boots US Chocolate Leather Waterproof Booties GAL628 Brown
$175.00
$230.00
ShopSimon
-19%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION493 Beige
$76.75
$95.00
ShopSimon
-9%
Mia
Women Novie Boots In Taupe Gray
$73.00
$80.00
ShopSimon
-69%
United Nude
Jacky Bootie Ii Beige
$150.00
$488.75
ShopSimon
Windsor Smith
Black Leather Platform Chelsea Boots - Tricky
$180.99
ShopSimon
-21%
Eric Michael
Womens Poppy Boot In Oak Brown
$173.00
$220.00
ShopSimon
-1%
Corkys Footwear
Womens Rocky Top Boot In Black
$79.00
$80.00
ShopSimon
-60%
Free People
Jasper Leather Hiker Bootie Brown
$79.98
$198.00
ShopSimon
-22%
Kork-ease
Womens Seeley Booties In Brown
$262.00
$338.00
ShopSimon
-31%
Jessica Simpson
Womens Bernique Boots In Red Natural Plaid Black
$115.00
$166.00
ShopSimon
-64%
Franco Sarto
L-Anna Leather Bootie Brown
$69.98
$195.00
ShopSimon
-80%
L.k. Bennett
LK Bennett Talulla Leather Ankle Boot Gray
$117.98
$590.00
ShopSimon
-55%
Vince
Kellan Leather Boot Brown
$194.98
$435.00
ShopSimon
-22%
Anne Klein
Jailene Boots Womens Black Round Toe Ankle Dress Bootie LION256
$109.65
$140.00
ShopSimon
-16%
Anne Klein
Womens Anne Klein Romi Boots Black Round Toe Side Zip Ankle Bootie RHS6463
$160.00
$190.00
ShopSimon
-75%
Aquatalia
Aquatalia Stassi Weatherproof Suede Boot Blue
$137.98
$550.00
ShopSimon
-23%
Kork-ease
Womens Aime Boots In Black
$283.00
$366.00
ShopSimon
-26%
Josef Seibel
Womens Sienna 81 Boot In Black
$136.00
$184.00
ShopSimon
-15%
Vionic
Womens Nella Ankle Boot In Camel Brown
$120.00
$142.00
ShopSimon
-70%
Vince
Arabel Suede Boot Brown
$119.99
$395.00
ShopSimon
-56%
Seychelles
Dinner Date Leather Boot White
$77.98
$179.00
ShopSimon
-20%
Lauren Ralph Lauren
Marianna Boot Women Brown Leopard Chelsea Bootie LION148
$191.25
$240.00
ShopSimon
-50%
Intentionally blank
Womens Speed Boot In Tan Brown
$111.00
$224.00
ShopSimon
-53%
Michael Kors
Kasia Suede Boot Gray
$119.00
$255.00
ShopSimon
-25%
Vionic
Womens Vionic Norwood Boots Olive Green Suede Round Toe Side-Zip ZAP187
$89.99
$120.00
ShopSimon
-19%
Guess
Elinor2 Black GGELINOR2-001 Womens
$64.00
$79.00
ShopSimon
United Nude
Fold Mid Black
$205.00
ShopSimon
-56%
Gabor
Gabor Suede Chelsea Boot Black
$99.98
$229.00
ShopSimon
-23%
Bueno
Womens Sean Boots In White
$173.00
$225.00
ShopSimon
-23%
Ariat
Womens Dixon Leather Studded Boot In Old West Tan Brown
$196.00
$253.00
ShopSimon
-59%
Vince
Arabel Leather Short Boot Black
$159.98
$395.00
ShopSimon
-88%
Amiri
Womens Black Suede Bandana Buckle Boots
$171.00
$1,390.00
ShopSimon
-45%
Bally
Denwer 6301868 Mens Black Laced Sneakers & Boots
$398.75
$725.00
ShopSimon
-36%
Xti
Womens Braided Ankle Booties By XTI Brown
$90.95
$142.44
ShopSimon
-67%
Aquatalia
Aquatalia Maddie Waterproof Suede Bootie Brown
$161.98
$495.00
ShopSimon
-23%
Munro
Womens Munro Scout 6546379 Boots Black Suede Water Resistant Bootie JOBB1776
$230.00
$300.00
ShopSimon
-45%
Söfft
Emeree Leather Boot Black
$86.98
$156.95
ShopSimon
-65%
Aquatalia
Aquatalia Pauletta Weatherproof Leather Boot Black
$199.98
$575.00
ShopSimon
-55%
Bally
Odran Leather Boot Brown
$278.99
$620.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Kyler Booties Gray
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Cassidy Booties Gray
$74.99
$119.99
ShopSimon
-58%
Proenza Schouler
Leather Combat Boot Black
$395.99
$950.00
ShopSimon
-72%
Aquatalia
Aquatalia Lanna Waterproof Suede Bootie Brown
$155.99
$560.00
ShopSimon
-9%
Sbicca
Womens Anton Hand Woven Shoe In Tan Brown
$109.00
$120.00
ShopSimon
-14%
Marc Fisher
Womens Marc Fisher Dyvine Boots Black Faux Suede Block Heel Bootie ZOGG2226
$99.00
$115.00
ShopSimon
-49%
United Nude
Jacky H Black
$170.00
$335.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Beige
$74.99
$119.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Consuello Booties Beige
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Cassidy Booties Beige
$74.99
$119.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Beige
$74.99
$119.99
ShopSimon
-47%
Frye
Alton Chelsea Ankle Boot In Rosewood Pink
$170.00
$320.00
ShopSimon
-55%
Journee Collection
Collection Womens Tru Comfort Foam Consuello Booties Beige
$49.99
$109.99
ShopSimon
-72%
Our Legacy
MICHAELIS BOOT Beige
$176.00
$625.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Adria Booties Brown
$69.99
$109.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Noralinn Booties Brown
$69.99
$129.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Brown
$69.99
$129.99
ShopSimon
United Nude
Jacky Bootie Green
$195.00
ShopSimon
-45%
Vance Co.
Mens Wide Width Alex Chelsea Boot Brown
$54.99
$99.99
ShopSimon
-23%
Crown Vintage
Womens Crown Vintage Gilian Boots Black Round Toe Pull On Chelsea GAL382
$49.98
$65.00
ShopSimon
-31%
Vance Co.
Mens Alex Chelsea Boot Brown
$54.99
$79.99
ShopSimon
-53%
Australia Luxe
Cosy Xtra Short Suede Boot Pink
$95.98
$205.00
ShopSimon
-10%
Skechers
Womens Skechers Easy Going-Social Mode Mushroom 167868-MUSH Beige
$72.00
$80.00
ShopSimon
-22%
Skechers
Easy Going-Social Mode Mushroom 167868-MUSH Boots HAWK708 Beige
$69.99
$90.00
ShopSimon
-62%
Arche
Baryky Leather Bootie Pink
$161.98
$425.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Consuello Booties White
$69.99
$109.99
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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