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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
-77%
FLY London
Koll Leather Boot Gray
$67.98
$300.00
ShopSimon
-45%
Vance Co.
Mens Wide Width Alex Chelsea Boot Gray
$54.99
$99.99
ShopSimon
-77%
Wolky
Womens Colville Heeled Mid Boot In Gray
$56.00
$239.00
ShopSimon
-19%
Easy Street
Womens Easy Works by Easy Street Jovi Boots Gray Ankle Bootie HAWK1255
$64.99
$80.00
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Kathie Bootie Orange
$69.99
$99.99
ShopSimon
-23%
TruClothing
Slip On Suede Leather Lined Chelsea Ankle Shoes Gray
$75.00
$97.50
ShopSimon
-48%
Vionic
Roseland Ankle Boots Salte I8354L1020 Womens Gray
$47.00
$89.98
ShopSimon
-41%
Volatile
Womens Veracruz Ankle Boot In Tan Gray
$71.00
$120.00
ShopSimon
-54%
Diba
Womens Sequoia Suede Leather Western Block Stacked Heel Boots In Taupe Gray
$64.00
$140.00
ShopSimon
-21%
Karen Scott
Ivynaa Boots Womens Gray Faux Suede Ankle Bootie LION181
$59.08
$75.00
ShopSimon
-25%
Blowfish
Womens Joy Boot In Grey Gray
$45.00
$60.00
ShopSimon
-68%
Rockport
Womens Gratasha Panel Boots In Taupe Gray
$50.00
$156.00
ShopSimon
-80%
Chaco
Womens Hopi Boot In Castle Rock Gray
$71.00
$350.00
ShopSimon
-28%
Naked Feet
Womens Xenus Platform Ankle Boots In Greige Gray
$128.00
$179.00
ShopSimon
-19%
JBU by Jambu
Womens JBU By Jambu Finland Boots Black Faux Fur Ankle Bootie HAWK2401 Gray
$89.00
$110.00
ShopSimon
-47%
Arcopedico
Womens Luana Bootie In Grey Gray
$79.00
$150.00
ShopSimon
-26%
Corkys Footwear
Womens Harvest Boot In Gray
$52.00
$70.00
ShopSimon
-53%
Clarks
Chamberly Top in Grey Suede Gray
$69.99
$150.00
ShopSimon
-39%
kamik
Womens Isabella 10 Boots In Dark Brown
$82.00
$134.00
ShopSimon
-55%
Vaneli
Womens Vava Boot In Military Suede Gray
$113.00
$250.00
ShopSimon
-74%
Chaco
Womens Cataluna Mid Casual Boots In Taupe Gray
$97.00
$380.00
ShopSimon
-65%
Iro
Iro Ruffle Trimmed Ankle Boots in Grey Suede Gray
$243.00
$701.00
ShopSimon
-50%
Bondi Born
Womens Danni Boot In Grey Brown
$101.00
$202.00
ShopSimon
-56%
Eric Michael
Women Olivia Boots In Grey Gray
$96.00
$219.00
ShopSimon
-42%
Born
Womens Kerri Ankle Leather Boots In Black Distressed Gray
$76.00
$130.00
ShopSimon
-45%
Eric Michael
Womens Garda Boot In Taupe Gray
$120.00
$220.00
ShopSimon
-16%
Blondo
Mens Blondo Roary Boots Black Nubuck Leather Waterproof Block Heel HAWK3000 Gray
$159.95
$190.00
ShopSimon
-44%
Dromedaris
Womens Gilly Boots In Slate Gray
$136.00
$245.00
ShopSimon
-70%
Arche
Lomhus Suede Boot Gray
$149.98
$495.00
ShopSimon
-36%
42 Gold
Womens Konnie Suede Boot In Grey Gray
$103.00
$160.00
ShopSimon
-28%
Thomas & Vine
Watson Wingtip Chelsea Boot Gray
$114.99
$159.99
ShopSimon
-64%
Söfft
Womens Bridgett Waterproof Suede Ankle Booties In Taupe Gray
$58.00
$159.00
ShopSimon
-49%
Kork-ease
WomenS Bristol Marmotta Suede In Taupe Gray
$95.00
$185.00
ShopSimon
-26%
Dromedaris
Womens Kihana Metallic In Slate Gray
$142.00
$191.00
ShopSimon
-74%
Aquatalia
Aquatalia Colbie Waterproof Suede Bootie Gray
$133.98
$525.00
ShopSimon
-44%
Eric Michael
Womens Garda Boot In Taupe Brown
$112.00
$200.00
ShopSimon
-23%
UGG
Womens Classic Short Ii Boots In Grey Gray
$138.00
$180.00
ShopSimon
-40%
Xti
Womens Suede Booties In Taupe Brown
$114.00
$190.00
ShopSimon
-13%
Dolce Vita
Womens Dolce Vita Caddie Plush Boots Taupe Faux Fur Ankle Bootie RHS6504 Gray
$199.99
$230.00
ShopSimon
-16%
Taos
Womens Select Flat Boot In Black Gray
$118.00
$140.00
ShopSimon
-38%
Bueno
Womens Cora Nubuck Boot In Grey Gray
$129.00
$207.00
ShopSimon
-42%
Ara
Womens Palmer Ankle Boot In Street Suede Gray
$114.00
$195.00
ShopSimon
-38%
Bueno
Womens Connie Mid-Height Boot In Ash Gray
$129.00
$207.00
ShopSimon
-46%
42 Gold
42 Gold Kara Grey KARA-SDE-GRY Womens Gray
$86.00
$160.00
ShopSimon
-54%
Moon Boot
Mezzaluna Low Leather Boot Gray
$113.99
$250.00
ShopSimon
-69%
Aquatalia
Aquatalia Bellina Weatherproof Suede Boot Gray
$153.98
$495.00
ShopSimon
-21%
Softwalk
Womens SoftWalk Roselle Dark Gray Leather Double Zip Ankle Boots HAWK921
$149.95
$190.00
ShopSimon
-15%
Birkenstock
Mens Birkenstock Uppsala 102342 Boots Gray Taupe Suede Shearling HAWK3158
$195.00
$230.00
ShopSimon
-46%
All Black
Womens Mod Stretch Bootie In Grey Gray
$128.00
$238.00
ShopSimon
-13%
Xti
Womens Carmela Suede Booties In Taupe Gray
$109.00
$125.00
ShopSimon
-24%
Bella Vita
Jani Boots Womens Gray Leather Kitten Heel Ankle Bootie LION32
$106.25
$140.00
ShopSimon
-36%
Xti
Womens Block Heel Braided Style Ankle Booties Gray
$75.95
$119.20
ShopSimon
-20%
Xti
Womens Microfiber Ankle Boots In Taupe Gray
$95.00
$119.00
ShopSimon
-36%
Mustang
Mens Mokka Brown Water-Resistant Chelsea Ankle Boots Gray
$127.99
$200.00
ShopSimon
-45%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Taupe Gray
$115.00
$210.00
ShopSimon
-38%
Bueno
Womens Cora Smooth Boot In Ash Gray
$129.00
$207.00
ShopSimon
-69%
Vaneli
Womens Ilias Suede Boots In Black Gray
$80.00
$258.00
ShopSimon
-45%
Bally
Norkwel 6239796 Mens Black Calf Leather Ankle Boots
$442.75
$805.00
ShopSimon
-45%
Bally
Nokor 6239793 Mens Black Moc Toe Leather Boots
$444.95
$809.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Riplee Bootie White
$74.99
$109.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Estelle Booties White
$79.99
$129.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Romer Booties White
$79.99
$129.99
ShopSimon
-61%
Ferragamo
Ferragamo Leather Boot Brown
$485.98
$1,250.00
ShopSimon
-62%
Frye
Madison Moto Leather Boot Gray
$104.98
$278.00
ShopSimon
-23%
Walking Cradles
Womens Walking Cradles Zeplin Boots Black Leather Ankle Bootie JOBB1784
$100.00
$130.00
ShopSimon
-22%
Tommy Hilfiger
Brae Boots Womens Gray Suede Round Toe Ankle Bootie LION15
$101.15
$130.00
ShopSimon
-18%
Larroude
Womens Larroude Alexis Boots Black Leather Side Zip Ankle Bootie ZAP1776
$450.00
$550.00
ShopSimon
-62%
FLY London
Yofi Suede Boot Gray
$107.99
$285.00
ShopSimon
-77%
Tod's
Ankle Boots in Leather Gray
$180.00
$775.00
ShopSimon
-34%
Softwaves
Womens Leeza Boot In Gelso Pepe Gray
$229.00
$345.00
ShopSimon
-44%
Casta
Terry Bootie In Taupe White
$141.00
$251.00
ShopSimon
-25%
Tommy Hilfiger
Light Grey Leather Rubber Womens Heel Boot Gray
$206.04
$274.45
ShopSimon
-34%
Stuart Weitzman
Bacari Block-eel Ankle Boots in Grey Suede Gray
$381.00
$581.00
ShopSimon
-71%
Vaneli
Womens Vanity Bootie In Black Suede Gray
$166.00
$575.00
ShopSimon
-69%
Jimmy Choo London
Womens Cruz 95 Lace-Up Felt Ankle Boots In Grey Gray
$217.00
$695.00
ShopSimon
-42%
Eric Michael
Womens Winnie Boot In Black
$87.00
$150.00
ShopSimon
-34%
Softwaves
Womens Leeza Boot In Fumo Nero Gray
$229.00
$345.00
ShopSimon
-43%
Wal & Pai
Womens West Two Boot In Terra Suede Gray
$228.00
$398.00
ShopSimon
-64%
Acne Studios
Jensen Ankle Boots in Black Suede
$189.00
$527.00
ShopSimon
-76%
Aquatalia
Aquatalia Leonora Weatherproof Leather Boot White
$120.98
$495.00
ShopSimon
-65%
Laurence Dacade
Merli Ankle Booths in Black Distressed Calfskin Leather
$447.00
$1,277.00
ShopSimon
-68%
Chie Mihara
Womens Nugo Leather Ankle Boots In Bronze Gray
$237.00
$748.00
ShopSimon
-44%
FLY London
Womens Round Toe Boots In Dark Gold
$163.00
$290.00
ShopSimon
-24%
Stuart Weitzman
Yuliana 60 Ankle Boots White
$453.25
$595.00
ShopSimon
-44%
Legres
Legres Stacked-Heel Biker Boot in White Leather
$455.00
$809.00
ShopSimon
-58%
Ferragamo
Ferragamo Leather Boot Black
$485.98
$1,150.00
ShopSimon
-40%
Ferragamo
Womens Ninette Sock Sneakers In Medium Blue
$544.00
$910.00
ShopSimon
-59%
Ferragamo
Ferragamo Klem Leather Boot Black
$474.98
$1,150.00
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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