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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
-30%
Lucky Brand
Mens Webb Chukka Boot
$62.30
$89.00
ShopSimon
-45%
by FAR
By FAR Karl Stretch & Suede Bootie Brown
$283.24
$515.00
ShopSimon
-45%
Suzanne Rae
Womens City Track Boots In Brown
$235.00
$425.00
ShopSimon
-15%
Ash
Ankle Boots With Smooth Leather Upper Black
$381.00
$447.00
ShopSimon
-4%
Mou
Glitter Logo Eskimo Boots With Sheepskin Brown
$346.00
$359.00
ShopSimon
-27%
Copenhagen
F5cph570 Leather Black Chelsea Boots
$335.40
$460.00
ShopSimon
-34%
Xti
Womens Lace-Up Booties In Ice White
$103.00
$156.00
ShopSimon
-11%
Corkys Footwear
Gimme Sugar Black Boots In Black Oil Gray
$71.00
$80.00
ShopSimon
-40%
Corkys Footwear
Womens Apple Sauced Round Toe Side Zip Wedge Bootie In Grey Gray
$65.00
$108.00
ShopSimon
-5%
Corkys Footwear
Womens Yonder Bootie In Taupe Gray
$71.00
$75.00
ShopSimon
-10%
Corkys Footwear
Womens Butternut Ankle Boots In Black Metallic Gray
$69.00
$77.00
ShopSimon
-3%
Panama Jack
Panama Jack Mens Fedro Igloo C3 Black Waterproof Leather Ankle Boots
$250.00
$258.99
ShopSimon
-23%
TruClothing
Slip On Suede Leather Lined Chelsea Ankle Shoes Gray
$75.00
$97.50
ShopSimon
-14%
Kork-ease
Womens Ryder Boots In Black
$181.00
$210.00
ShopSimon
-30%
Cobb Hill
Womens Crosbie Bootie In Tan Brown
$161.00
$230.00
ShopSimon
-36%
Vintage Havana
Garen Bootie In Silver Rhinestone Gray
$96.00
$150.00
ShopSimon
-24%
Naturalizer
Bay H8064L2001 Boot Women Black Leather Waterproof Bootie ZAP281
$190.00
$250.00
ShopSimon
-16%
Panchic
P99 Shearling Ankle Strap Boot Brown
$247.00
$293.80
ShopSimon
-60%
Aquatalia
Aquatalia Dolora Weatherproof Leather Boot Black
$196.87
$495.00
ShopSimon
-55%
FLY London
Exia Leather Boot Black
$126.98
$285.00
ShopSimon
-7%
UGG
Heritage Pull-On Trailgazer Boots Brown
$311.00
$335.00
ShopSimon
-78%
Gianvito Rossi
Ankle Booties in Black Suede
$253.00
$1,150.00
ShopSimon
-55%
FLY London
Klei Suede Boot Black
$126.98
$285.00
ShopSimon
-72%
Fratelli Rossetti
Metallic Open Toe Pointed Boots in Black Leather
$188.00
$670.00
ShopSimon
-42%
Penelope Chilvers
Womens Paco Star Gazer Leather Boot In Black
$223.00
$385.00
ShopSimon
-55%
FLY London
Yuxi Suede & Leather Boot Black
$126.98
$285.00
ShopSimon
-22%
Corkys Footwear
Womens Fomo Boot In Gold Leopard
$47.00
$60.00
ShopSimon
-55%
Arche
Baryky Leather Bootie Blue
$189.98
$425.00
ShopSimon
-18%
Schutz
Brielle Ankle Boot With Rounded Toe Black
$324.00
$394.00
ShopSimon
-59%
Alexandre Birman
Clarita Leather Chelsea Boot Brown
$307.98
$750.00
ShopSimon
-55%
FLY London
Waxi Leather Boot Black
$165.98
$369.00
ShopSimon
-73%
Alexander Wang
Kori Cut-Out Ankle Boots in Black Leather
$217.00
$812.00
ShopSimon
-45%
Sorel
Womens Ona Ave Waterproof Chelsea Boot In Chrome Grey / Dove Gray
$114.00
$207.00
ShopSimon
-39%
Xti
Womens Carmela Suede Booties In Taupe Brown
$156.00
$254.00
ShopSimon
-50%
Vince
Arabel Leather Short Boot Black
$196.98
$395.00
ShopSimon
-69%
Alexander Wang
Gabi Cutout Heel Ankle Boots in Black Leather
$288.00
$916.00
ShopSimon
-18%
Schutz
Mikki Ankle Boot Brown
$304.00
$372.00
ShopSimon
-77%
Ferragamo
Mid Heel Ankle Boots in Black Suede
$245.00
$1,050.00
ShopSimon
-52%
BA&SH
Ba & Sh Block Heel Ankle Boots in Black Suede
$241.00
$507.00
ShopSimon
-10%
Xti
Womens Ankle Booties In Fuxia
$115.00
$128.00
ShopSimon
-65%
Giuseppe Zanotti
Judith Brown
$333.00
$950.00
ShopSimon
-36%
Aquatalia
Womens Charlotte Chelsea Suede Leather Waterproof Booties In Rust Black
$318.00
$495.00
ShopSimon
-57%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Black
$279.98
$650.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Camel Brown
$124.00
$142.00
ShopSimon
-55%
L.k. Bennett
L. K.Bennett Wilde Leather Ankle Boot Black
$326.98
$725.00
ShopSimon
-8%
Paloma Barceló
White Leather Chelsea Boots With Ultramodern Design Black
$311.00
$338.00
ShopSimon
-38%
Vaneli
Vaneli Penko 313429-001 Boot Womens Black Square Toe Ankle Bootie ZOGG814
$249.95
$400.00
ShopSimon
-26%
Dolce Vita
Susann Boots Womens Onyx Suede Wedge Heel Ankle Bootie JOBB145 Black
$140.00
$190.00
ShopSimon
-9%
Ash
Suede Leather Womens Boot Black
$335.00
$367.00
ShopSimon
-23%
Matisse Footwear
Womens Caty Ankle Boot In Ivory Snake White
$158.00
$205.00
ShopSimon
-60%
Giuseppe Zanotti
Mirea Black
$382.00
$955.00
ShopSimon
-4%
London Rag
desire suede back panel high ankle boots Red
$69.00
$71.99
ShopSimon
-18%
Voile Blanche
Smooth Suede Ankle Boot Black
$280.00
$342.00
ShopSimon
-12%
Corkys
Women Crisp Boot In Camo Gray
$66.00
$75.00
ShopSimon
-27%
FLY London
Womens Zip Up Ankle Boots In Black/graphite
$191.00
$260.00
ShopSimon
-57%
L.k. Bennett
L. K.Bennett Arabella Suede Ankle Boot Brown
$279.98
$650.00
ShopSimon
-11%
Mou
Eskimo 18 Glitter Logo Boots Brown
$346.00
$390.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-60%
Arche
Baryky Leather Bootie Blue
$170.98
$425.00
ShopSimon
-4%
Corkys Footwear
Womens Westbound Suede Boots In Red
$71.00
$74.00
ShopSimon
-79%
Bernardo
Nolan Leather Boot Red
$62.99
$298.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Dearfoams
Womens Naomi Double Gore Bootie Winter Ankle Boot Gray
$52.00
$65.00
ShopSimon
-20%
Corkys Footwear
Womens Boujee Tassel Boots In Red
$60.00
$75.00
ShopSimon
-39%
Sperry Top-Sider
Womens Moc-Sider Bootie In Grey Nylon Gray
$67.00
$110.00
ShopSimon
-23%
Vince Camuto
Gripaula Boots Womens US 9.5 Black Leather Ankle Bootie ZPO3447
$135.20
$175.00
ShopSimon
-30%
Ash
Sole Chelsea Boots With Design And Fit Gray
$342.82
$491.00
ShopSimon
-55%
Aetrex
Womens Scarlett Fuzzy Boot In Mushroom Gray
$101.00
$224.00
ShopSimon
-55%
Aquatalia
Aquatalia Lilianne Weatherproof Suede Boot Black
$249.98
$550.00
ShopSimon
-4%
Mou
Eskimo 18 Boots Brown
$315.00
$329.00
ShopSimon
-61%
Acne Studios
Cypress Con Ankle Boots in Brown Leather
$268.00
$683.00
ShopSimon
-14%
Freesoul
Womens Alofi Studded Ankle Boots In Taupe Gray
$60.00
$70.00
ShopSimon
-56%
Arche
Dayarc Leather Bootie Black
$229.98
$525.00
ShopSimon
-56%
Infinity Leather
Mens Bown Suede Chelsea Boots Real Leather Lined Slip-On Gray
$87.99
$200.00
ShopSimon
-53%
Ferragamo
Canaria Suede Booties Brown
$399.99
$850.00
ShopSimon
-11%
Corkys Footwear
Womens Harvest Boot In Gray
$68.00
$76.00
ShopSimon
-34%
Xti
Womens Suede Ankle Booties In Ice White
$103.00
$156.00
ShopSimon
-38%
Frye
Alton Chelsea Ankle Boot In Rosewood Pink
$198.00
$320.00
ShopSimon
-50%
L.k. Bennett
ALINA ANKLE BOOTS Black
$297.50
$595.00
ShopSimon
-31%
Elena Iachi
Chelsea Boot Black
$324.00
$470.60
ShopSimon
-32%
FLY London
Womens Bagu233Fly Boot In Black
$186.00
$275.00
ShopSimon
-56%
FLY London
Byne Leather Boot Black
$119.98
$270.00
ShopSimon
-50%
Proenza Schouler
Glove Leather Bootie Brown
$349.98
$700.00
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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