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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
-36%
Journee Collection
Collection Womens Tru Comfort Foam Adria Booties Red
$69.99
$109.99
ShopSimon
-24%
Vionic
Womens Vionic Truckee J0721L1001 Black Leather Ankle Boots ZOGG1349
$189.99
$250.00
ShopSimon
-22%
Born
Womens Kimmie Boots In Taupe Gray
$113.00
$144.00
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-46%
Journee Collection
Collection Womens Tru Comfort Foam Noralinn Booties Orange
$69.99
$129.99
ShopSimon
-23%
Steve Madden
Womens Steve Madden Leopold Boots Camel Suede Pull On Round Toe Chelsea RHS5968 Brown
$99.99
$130.00
ShopSimon
-18%
Vince Camuto
Boots Kortimy Black Suede Pointed Toe Block Heel HAWK014
$74.00
$90.00
ShopSimon
-54%
FLY London
Endo Suede Boot Green
$136.98
$300.00
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Kyler Booties
$69.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Kyler Booties
$69.99
$109.99
ShopSimon
-26%
Koko + Palenki
Womens Tali Boot In Brown Shimmer Leather
$196.00
$265.00
ShopSimon
-13%
Dolce Vita
Caddie Plush Boots Brown Faux Fur Lined Bootie RHS6678
$200.00
$230.00
ShopSimon
-13%
Dolce Vita
Womens Dolce Vita Caddie Plush Boots Brown Faux Fur Lined Bootie RHS6843
$200.00
$230.00
ShopSimon
United Nude
Tara Boot Hi Black
$125.00
ShopSimon
-24%
Birkenstock
Womens Birkenstock Papillio Bootie US 5-5.5 Black Leather Wedge Heel ZPO2479
$152.00
$200.00
ShopSimon
-66%
Arche
Musc Suede Bootie Blue
$149.98
$445.00
ShopSimon
-23%
Steve Madden
Womens Steve Madden Fella Boots US 9 Sand Suede Round Toe Ankle Bootie KHD455 Beige
$88.00
$115.00
ShopSimon
-62%
Frye
Billy Harness Leather Bootie Brown
$131.99
$348.00
ShopSimon
-19%
London Rag
kaira metallic accent heel high ankle boots Black
$69.00
$85.49
ShopSimon
-56%
Bruno Magli
Fabiana Suede Boot Brown
$215.98
$495.00
ShopSimon
-18%
Rykä
Womens Ryka Vera Sneaker Brown Suede Slip On Round Toe Casual Shoes RHS6719
$89.99
$110.00
ShopSimon
-27%
Journee Collection
Womens Journee Collection Adria Bootie Black Faux Leather Ankle Boots GAL1207
$109.99
$150.00
ShopSimon
-72%
Eric Michael
Eric Michael Harper Short Leather Boot Black
$48.98
$175.00
ShopSimon
-29%
Jack Rogers
Timber Tassel Bootie Leather Black 141231BT05-001 Womens
$119.00
$168.00
ShopSimon
-16%
Jack Rogers
Timber Tassel Boot Black Leather Almond Toe Bootie HAWK665
$168.00
$200.00
ShopSimon
-6%
Sorel
Womens Emelie Iii Zip Waterproof Bootie In Velvet Tan Brown
$155.00
$165.00
ShopSimon
-25%
Munro
Womens Kinston Booties In Black Nubuck
$107.00
$143.00
ShopSimon
-24%
Munro
Womens Nakita Peep Toe Bootie In Pewter Gray
$176.00
$232.00
ShopSimon
-62%
La Canadienne
Wave Suede Boot Black
$204.98
$535.00
ShopSimon
-27%
David Tate
Womens David Tate Alison Boot Black Almond Toe Block Heel Bootie RHS6406
$220.00
$300.00
ShopSimon
-83%
L.k. Bennett
LK Bennett Sierra Suede Ankle Boot Brown
$117.98
$675.00
ShopSimon
-28%
Dolce Vita
Henla Black HENLA-001 Womens
$115.00
$160.00
ShopSimon
-59%
Arche
Baryky Leather Bootie Black
$197.99
$485.00
ShopSimon
-57%
Blondo
Womens Shaya Ankle Boot In Black Nubuck
$64.00
$150.00
ShopSimon
-16%
Dolce Vita
Womens Dolce Vita Henla Boots Black Leather Block Heel Ankle Bootie RHS6621
$160.00
$190.00
ShopSimon
-26%
Alfani
Mens Alfani 1001593150 Boots US 9.5 Brown Faux Leather Round Toe Chelsea GBNC670
$69.99
$95.00
ShopSimon
-43%
Dirty Laundry
Womens U See Bootie In Cream White
$49.00
$86.00
ShopSimon
-61%
FLY London
Baan Leather & Patent Boot Black
$109.98
$285.00
ShopSimon
-26%
London Rag
yacht winter basic ankle boots Brown
$66.99
$89.99
ShopSimon
-47%
Xti
Carmela CollectionWomens Leather Booties By XTI Black
$87.95
$165.00
ShopSimon
-28%
Munro
Womens Sable Sandals In Black Suede
$172.00
$239.00
ShopSimon
-62%
Alexandre Birman
Clarita Waterproof Leather Bootie Black
$302.98
$795.00
ShopSimon
-53%
Eric Michael
Womens Waterproof Sandy Leather Boot In Black
$80.00
$170.00
ShopSimon
-24%
London Rag
sonia block heeled boots Black
$67.99
$89.99
ShopSimon
-35%
Camper
Ankle boots Women Camper Thelma Yellow
$149.50
$230.00
ShopSimon
-13%
Xti
Womens Ankle Booties In Fuxia
$111.00
$128.00
ShopSimon
-56%
Ferragamo
Giulio Lace-Up Demi Boots Green
$699.99
$1,590.00
ShopSimon
-31%
Journee Collection
Collection Womens Tru Comfort Foam Cristen Bootie Green
$89.99
$129.99
ShopSimon
-60%
Franco Sarto
L-Luella Leather Bootie Green
$69.98
$175.00
ShopSimon
-30%
OTBT
Womens Hybrid Animal Print Sneakers In Khaki Green
$83.00
$119.00
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Kylo Booties Brown
$74.99
$119.99
ShopSimon
-80%
Arche
Baryky Leather Bootie Blue
$83.99
$425.00
ShopSimon
-4%
Corkys Footwear
Womens Wayland Bootie In Cognac Brown
$69.00
$72.00
ShopSimon
-9%
Lascana
Womens Biker Ankle Boots Brown
$82.00
$89.95
ShopSimon
-36%
Xti
Womens Italian Western Booties By XTI A Blue
$63.95
$99.99
ShopSimon
-40%
Corkys
Women Crisp Boot In Cognac Brown
$45.00
$75.00
ShopSimon
-70%
Thomas & Vine
Hanford Plain Toe Chelsea Boot Brown
$59.99
$199.99
ShopSimon
-9%
Mia Shoes
Womens Novie Boots In Cognac Brown
$73.00
$80.00
ShopSimon
-15%
Sbicca
Womens Lorenza Suede Bootie In Cognac Brown
$83.00
$98.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 8.5 Green Velvet Zipper Ankle Bootie ZPO3501
$95.96
$130.00
ShopSimon
-23%
Guess
Haensly Boot Womens Light Brown Lug Sole Platform Chelsea LION660
$84.15
$110.00
ShopSimon
-36%
Xti
Womens Italian Western Suede Booties Refresh Collection By XTI Brown
$81.95
$128.19
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots 7.5 Green Velvet Block Heel Ankle Bootie ZPO3488
$95.96
$130.00
ShopSimon
-26%
Steve Madden
Womens Steve Madden Ever Boots US 9 Green Velvet Zipper Ankle Bootie ZPO3508
$95.96
$130.00
ShopSimon
-36%
Xti
Womens Suede Ankle Booties By XTI Brown
$73.95
$115.99
ShopSimon
-59%
Free People
Pitchfork Point Leather & Shearling Boot Brown
$80.98
$198.00
ShopSimon
-20%
BareTraps
Mackenzie Boots Womens Salted Caramel Round Toe Ankle Bootie LION194 Brown
$75.65
$95.00
ShopSimon
-50%
COMFORTIVA
Rawnie Suede Boot Gray
$69.98
$139.95
ShopSimon
-12%
Mia Shoes
Womens Kara Sweater Boot In Khaki Gray
$71.00
$81.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Harlowe Booties Gray
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Womens Mylee Wide Width Bootie Gray
$59.99
$85.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Alara Chelsea Pull On Bootie Gray
$79.99
$129.99
ShopSimon
-36%
Journee Collection
Womens Tru Comfort Foam Icelyn Booties Gray
$69.99
$109.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Kayden Bootie Gray
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Drip Rainboot Gray
$69.99
$99.99
ShopSimon
-24%
Journee Collection
Journee Womens Vivia Medium and Wide Width Stretch Dress Booties Gray
$64.99
$85.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Harlowe Booties Gray
$74.99
$109.99
ShopSimon
-32%
Journee Collection
Medium and Wide Width Womens Kelssa Bootie Gray
$74.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-30%
Chooka
Bellevue Chelsea Rainboot In Olive Gray
$76.00
$108.00
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-40%
Journee Collection
Collection Womens Mylee Bootie Gray
$59.99
$99.99
ShopSimon
-50%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties Gray
$54.00
$108.00
ShopSimon
-36%
Xti
Refresh Womens Fashion Italian Design Booties with Side Zipper by Xti Gray
$81.95
$128.19
ShopSimon
-52%
Franco Sarto
Womens Franco Sarto Vianca Chalk White Leather J1469L1100
$87.00
$180.00
ShopSimon
-23%
Guess
Hensly Boots Womens Pewter Faux Leather Platform Chelsea LION257 Gray
$84.15
$110.00
ShopSimon
-67%
Seychelles
Backstage Suede Boot Gray
$52.98
$159.00
ShopSimon
-11%
Chinese Laundry
Womens Vegan Suede Leather Slouch Kipper Boots In Cement Gray
$70.00
$79.00
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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