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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
-20%
Bruno Menegatti
Womens Henrietta Woven Suede Bootie In Caramel Brown
$189.00
$236.00
ShopSimon
-51%
Intentionally blank
Womens Mall Boot In Walnut Brown
$136.00
$279.00
ShopSimon
-23%
Justin
Mens Stampede Square Toe Western Boots - Ee Width In Brown
$142.00
$184.00
ShopSimon
-21%
All Black
Womens Easy Fit Platform Ankle Boot In Brown
$169.00
$215.00
ShopSimon
-64%
Arche
Cynori Suede Pump Gray
$135.98
$375.00
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Cinnamon Brown Ankle Bootie LION211
$101.15
$130.00
ShopSimon
-19%
Arturo Chiang
Reiden Fringe Suede Leather Ankle Boots In Brown
$129.00
$159.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Block Heel Dress Bootie LION98
$101.15
$130.00
ShopSimon
-22%
Naturalizer
Claire G2629S3 Boots Womens Brown Almond Toe Ankle Bootie LION149
$101.15
$130.00
ShopSimon
-45%
Stuart Weitzman
Sondra Sleek Leather Bootie Brown
$329.98
$595.00
ShopSimon
-20%
Calvin Klein
Broma Bootie Women Dark Brown Leather Tapered Block Heel LION6
$143.65
$180.00
ShopSimon
-22%
Naturalizer
Claire Boots Womens Brown Leather Pointed Toe Ankle Bootie LION37
$101.15
$130.00
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie
$64.99
$85.99
ShopSimon
-22%
Söfft
Womens Aisley Boot In Apricot Tan Brown
$125.00
$160.00
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie
$64.99
$85.99
ShopSimon
-20%
Naturalizer
Madalynn Boots Womens Brown Block Heel Ankle Bootie LION190
$143.65
$180.00
ShopSimon
-22%
Naturalizer
Orlean Boots Womens Golden Caramel Suede Block Heel Bootie Lion904 Brown
$180.00
$230.00
ShopSimon
-8%
UGG
Esmee Boot Chestnut 1171533-CHE Womens Brown
$230.00
$249.00
ShopSimon
-50%
Journee Collection
Journee Womens Rimi Medium and Wide Width Booties
$54.00
$108.00
ShopSimon
-50%
Journee Collection
Journee Womens Arely Medium and Wide Width Booties
$54.00
$108.00
ShopSimon
-68%
Proenza Schouler
Leather Boot Brown
$299.98
$950.00
ShopSimon
-62%
La Canadienne
Faye Waterproof Suede Boot Blue
$200.98
$525.00
ShopSimon
-47%
Bernardo
Womens Houston Boots - Medium In Luggage Antique Calf Brown
$154.00
$288.00
ShopSimon
-58%
Isabel Marant
Dewina Suede Bootie Brown
$413.98
$990.00
ShopSimon
-10%
Ariat
Womens Western Leather Haircalf Dixon Bootie In Leopard Brown
$206.00
$230.00
ShopSimon
-31%
Casta
Terry Bootie In Taupe White
$173.00
$251.00
ShopSimon
-66%
Jimmy Choo London
Bryelle 85 Leather Bootie Brown
$325.98
$950.00
ShopSimon
-40%
Pedro Garcia
Xiane Suede Chelsea Ankle Boot In Biscuit Brown
$436.00
$725.00
ShopSimon
-23%
Ariat
Mens Heritage Roper Round Toe Cowboy Boots In Brown
$260.00
$336.00
ShopSimon
-10%
Ariat
Womens Western Leather Saddle Blanket Dixon Bootie In Brown
$208.00
$230.00
ShopSimon
-27%
Strive Footwear
Womens Bamford Ii Boots In Rust Brown
$131.00
$179.00
ShopSimon
-55%
Frye
Sacha Multi Strap Leather Bootie Brown
$143.99
$318.00
ShopSimon
-59%
Alexandre Birman
Clarita Leather Chelsea Boot Brown
$307.98
$750.00
ShopSimon
-19%
Aetrex
Womens Joleen Weather-Friendly Cozy Boot In Carmel Cafe Brown
$146.00
$180.00
ShopSimon
-20%
Pikolinos
Womens Cazorla Ankle Boots In Arcilla Brown
$171.00
$215.00
ShopSimon
-27%
Trotters
Maci Dark Red Multi T2263-629 Womens Brown
$102.00
$139.95
ShopSimon
-27%
Dolce Vita
Sirano Dark Brown SIRANO-197 Womens
$102.00
$140.00
ShopSimon
Jimmy Choo London
Tan Suede Ankle Length Booties Brown
$403.00
ShopSimon
-45%
Ash
Eden Ankle Boots in Brown Suede
$108.00
$198.00
ShopSimon
-56%
Arche
Padaro Leather Boot Brown
$219.98
$495.00
ShopSimon
-56%
Arche
Anykem Suede Boot Brown
$279.98
$630.00
ShopSimon
-50%
by FAR
By FAR Karl Stretch & Suede Bootie Brown
$255.98
$515.00
ShopSimon
-35%
Arche
Womens Baryky Ankle Boots In Terra/noir Brown
$294.00
$455.00
ShopSimon
-49%
Kaanas
Womens Antares Distressed Ankle Bootie In Toffee Brown
$117.00
$229.00
ShopSimon
Windsor Smith
Tan Classic Leather Chelsea Ankle Boots - Varsity Brown
$154.99
ShopSimon
-28%
Dolce Vita
Dee Brown VDEE0200 Womens
$115.00
$160.00
ShopSimon
-13%
Dolce Vita
Silma Boots Brown Pointed Toe Western Booties HAWK063
$130.00
$150.00
ShopSimon
-23%
Windsor Smith
Varsity - Womens Block Heel Leather Chelsea Boots Brown
$162.00
$210.60
ShopSimon
-64%
Ferragamo
Ferragamo Pampero Suede Bootie Brown
$479.98
$1,350.00
ShopSimon
-18%
Diba
Womens Spice Berry Boots In Tan Brown
$147.00
$179.00
ShopSimon
-24%
Papillio
Womens Ebba Boots In Dark Tea Brown
$170.00
$224.00
ShopSimon
-23%
Matisse Footwear
Womens Bambi Western Ankle Boot In Patent Red
$79.00
$102.00
ShopSimon
-22%
Calvin Klein
Jallis Boots Womens Brown Almond Toe Dress Bootie LION309
$101.15
$130.00
ShopSimon
-18%
UGG
Womens Classic Ultra Mini New Heights Boot In Chestnut Suede Brown
$147.00
$180.00
ShopSimon
-13%
Madeline
Womens Cinderella Ankle Boot In Coffee Bean Brown
$126.00
$145.00
ShopSimon
-24%
UGG
Classic Ultra Mini Caspian Haircalf & Suede Boot Brown
$129.98
$170.00
ShopSimon
-23%
Ariat
Womens Encore R Toe Boots In Weathrd Brown
$150.00
$196.00
ShopSimon
-66%
Jimmy Choo London
Metallic Dark Brown Leather Jimi Ankle Boots
$406.00
$1,192.00
ShopSimon
-25%
Homers
Aspen Wedge Boots In Crosta Pepe Brown
$382.00
$506.00
ShopSimon
-4%
Panama Jack
Panama Jack Womens Pauline B9 Bark Waterproof Leather Heeled Ankle Boots Brown
$250.00
$259.99
ShopSimon
-11%
Panama Jack
Panama Jacks Mens Fedro C10 Leather Biker Boots Brown
$238.99
$269.99
ShopSimon
-7%
Naturalizer
Womens Soul Naturalizer Jayda I7953S1200 Boots Brown Side Zip Platform JOBB1005
$130.00
$139.99
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Elitta Bootie
$59.99
$84.99
ShopSimon
-31%
Vagabond
Vivan Leather Bootie Mud 5453-001-19 Womens Brown
$152.00
$220.00
ShopSimon
-40%
Ecco
Dress Classic 35Mm Buckle Ankle Boot In Walnut Brown
$125.00
$210.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Chayse Bootie
$69.99
$109.99
ShopSimon
-23%
Dr. Scholls
Laurel Boots WoBrown Slip On Block Heel Ankle Bootie ZAP424
$100.00
$130.00
ShopSimon
-13%
Unity in Diversity
Womens Callo Suede Short Boot In Blue
$174.00
$200.00
ShopSimon
-56%
FLY London
Meme Leather Boot Brown
$119.98
$270.00
ShopSimon
-28%
Dr. Scholls
First Class Fudge Brown H3768L3200 Womens
$108.00
$150.00
ShopSimon
-37%
Xti
Womens Dress Booties In Brown
$111.00
$176.00
ShopSimon
-49%
FLY London
Womens Wedge Chelsea Ankle Boots In Taupe/expresso Brown
$128.00
$250.00
ShopSimon
-48%
FLY London
Womens Velcro Ankle Boots In Camel Brown
$152.00
$295.00
ShopSimon
-21%
Marc Fisher
Marieta Boots Womens Brown Faux Leather Ankle Bootie ZOGG1910
$159.00
$200.00
ShopSimon
-24%
Matisse Footwear
Womens Ilana Boots In Ginger Brown
$163.00
$214.00
ShopSimon
-36%
Matisse Footwear
Womens Ilana Ginger Matisse Boot In Brown
$186.00
$290.00
ShopSimon
-22%
Cloud Nine
Ladies Amanda Sheepskin Boot In Tan Brown
$118.00
$152.00
ShopSimon
-26%
Marc Joseph New York
Mens Marc Joseph New York Lenox Ave Brown Leather Chukka Boots JOBB2068
$140.00
$190.00
ShopSimon
-22%
Naturalizer
Claire Boots Womens Cinnamon Pointed Toe Ankle Bootie LION123 Brown
$101.15
$130.00
ShopSimon
-20%
Blondo
Womens Stasia Waterproof Bootie In Tan Brown
$136.00
$169.00
ShopSimon
-80%
Alexandre Birman
Vicky 60 Leather Bootie Brown
$129.98
$650.00
ShopSimon
-23%
Naturalizer
Madalynn Boots Womens Cinnamon Faux Leather Ankle Booties Lion918 Brown
$169.00
$220.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Aylani Booties Yellow
$74.99
$119.99
ShopSimon
-58%
Eileen Fisher
Ark Shoes In Antelope Stretch Brown
$103.00
$245.00
ShopSimon
-31%
Blondo
Womens Indi Waterproof Boots - Medium In Java Brown
$120.00
$173.00
ShopSimon
-25%
Blondo
Womens Blondo Noelle Brown Suede Block Heel Waterproof Ankle Boots JOBB1789
$149.95
$200.00
ShopSimon
-25%
Chocolat Blu
Womens Gabby Wedge In Taupe Suede Brown
$198.00
$265.00
ShopSimon
-10%
London Rag
feral high heeled croc pattern ankle boot Brown
$98.99
$110.00
ShopSimon
-67%
Alexandre Birman
Benta Suede Bootie Brown
$247.98
$750.00
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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