Ankle Boots
Ankle Boots
Ankle Boots
-64%
Arche
Jilly Leather Pump Blue
$134.98
$375.00
ShopSimon
-23%
Cole Haan
Go-to-Park Boots Women Bloodstone Leather Pointed Toe Bootie LION430 Red
$212.50
$275.00
ShopSimon
-59%
Arche
Bibiki Leather Bootie Black
$179.98
$435.00
ShopSimon
-60%
Hogan
Eyelet-Embellished Suede Boots Gray
$169.00
$420.00
ShopSimon
-13%
United Nude
Grip Chelsea Mid V Black
$385.00
$440.00
ShopSimon
-47%
FitFlop
FitFlop Sumi Leather Bootie Brown
$79.98
$150.00
ShopSimon
-18%
Rieker
Womens Ankle Boots In Chestnut/amaretto/brown/brown
$123.00
$150.00
ShopSimon
-61%
Arche
Angaly Leather Bootie Brown
$179.98
$465.00
ShopSimon
-18%
Vionic
Womens Sienna Waterproof Nubuck Bootie In Olive Gray
$155.00
$190.00
ShopSimon
-43%
Marc Fisher
Womens Yanara Bootie In Light Natural Brown
$96.00
$169.00
ShopSimon
-13%
Steve Madden
Womens Steve Madden Editor Boots Sand Suede Block Heel Bootie HTAT388 Beige
$129.95
$150.00
ShopSimon
-2%
Laura Vita
Womens Gothic Victorian Floral Grey Leather Lace-up Boots - Cocrailo-47 Gray
$210.99
$215.99
ShopSimon
-28%
Offline Shoes
Womens Studded Bootie In Sand Beige
$58.00
$80.00
ShopSimon
-14%
Xti
Womens Suede Italian Western Ankle Booties In Taupe Gray
$108.00
$126.00
ShopSimon
-31%
Blowfish
Womens Waylon Fashion Boots In Bronze Roller Reptile Mocca Dyecut
$55.00
$80.00
ShopSimon
-40%
Pikolinos
Womens Malaga Heeled Ankle Boots With Zip In Brown
$131.00
$220.00
ShopSimon
-25%
Mia
Harlow Boots Womens Beige Faux Suede Block Heel Ankle Bootie ZOGG962
$90.00
$120.00
ShopSimon
-64%
Arche
Jimara Leather Bootie Red
$152.98
$425.00
ShopSimon
-29%
Miz Mooz
Womens Duarte Boot In Toffee Brown Blue
$149.00
$209.00
ShopSimon
Xti
Womens Booties 141732 - 2.76 in Mid Heel, Side Zipper Black
$110.00
ShopSimon
Michael Kors
Austin Embellished Leather Wedge Boot Black
$229.50
ShopSimon
-56%
FLY London
Fly London Klei Leather Boot Red
$149.98
$340.00
ShopSimon
-45%
Clarks
Danyelle Wish Light Taupe Suede Brown
$59.99
$109.99
ShopSimon
-60%
Giuseppe Zanotti
Sorrento 15 Suede Boot Black
$359.98
$895.00
ShopSimon
-20%
Corkys Footwear
Womens Goodness Gracious Boots Brown
$64.00
$80.00
ShopSimon
-40%
Twisted X Boots
Womens Feather X Casual Leather Slip On Shoe In Glazed Ginger Brown
$66.00
$110.00
ShopSimon
-35%
Camper
Ankle boots Women Camper Kiara
$172.25
$265.00
ShopSimon
-42%
AGL
Womens Lynn Bootie In T. Moro Suede Gray
$288.00
$495.00
ShopSimon
-2%
Laura Vita
Womens Victorian Floral Bronze Leather Lace-Up Ankle Boots - Idcorao-10 Gold
$210.99
$215.99
ShopSimon
-3%
Laura Vita
Womens Wine Leather Floral Heeled Lace-Up Boots - Alcbaneo 173 Pink
$196.99
$202.49
ShopSimon
-4%
Pikolinos
Womens Calafat Boots In Black
$220.00
$230.00
ShopSimon
-19%
Pinko
Beige Didi 01 Fringed Suede Boots Brown
$318.54
$395.48
ShopSimon
-5%
Xti
Refresh Womens side zipper booties Brown
$121.95
$128.19
ShopSimon
-13%
United Nude
Grip Chelsea Mid V
$385.00
$440.00
ShopSimon
-56%
Roberto Festa Milano
Womens Lares Ankle Boot In Black/navy Blue
$162.00
$366.00
ShopSimon
-52%
Sanctuary
Prime Time Leather Bootie Black
$89.98
$189.00
ShopSimon
-32%
Love Rio
Womens Autumn Treasure Boots In Khaki Green
$80.00
$118.00
ShopSimon
-21%
Aetrex
Womens Rebecca Boot In Black
$142.00
$180.00
ShopSimon
-3%
FLY London
Fly London Womens Green Leather Chelsea Ankle Platform Boots - HELY268
$209.24
$215.99
ShopSimon
-63%
Franco Sarto
Gavi Leather Bootie Black
$62.98
$170.00
ShopSimon
-20%
El Naturalista
Womens Irati Block Heel Ankle Boot In Silk Suede Brown
$199.00
$250.00
ShopSimon
-40%
Golo
Tombstone Boots In Soy Calf White
$174.00
$290.00
ShopSimon
-13%
Guess
Vardy Boots Womens Black Lug Sole Platform Ankle Chelsea HTAT340
$139.00
$160.00
ShopSimon
-19%
Chinese Laundry
Womens Core Casual Bootie In Black
$60.00
$74.00
ShopSimon
-6%
Tamaris
Womens Brown Suede Leather Cowboy Western Ankle Boots - 25702-41
$159.99
$169.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Haylinn Booties
$69.99
$99.99
ShopSimon
-52%
Dune London
Paicing Suede Boot Gray
$80.98
$170.00
ShopSimon
-44%
Australia Luxe
Cosy Ultra Short Sheepskin Boot Gray
$109.98
$195.00
ShopSimon
-68%
Acne Studios
Donna Western Ankle Boots in Black Leather
$197.00
$610.00
ShopSimon
-62%
Arche
Lymari Leather Bootie White
$161.98
$425.00
ShopSimon
-3%
Sergio Moretti
Black Classic Decorative Knot Suede Ankle Boots
$317.92
$327.04
ShopSimon
Högl
Black Nora High-Heel Side Zipper Platform Ankle Boots
$299.75
ShopSimon
-8%
Sergio Moretti
Black Low Heel Minimalist Leather Ankle Boots
$254.08
$275.52
ShopSimon
-29%
Franco Sarto
Womens Franco Rivet Bootie In Camel Tan Leather Brown
$132.00
$185.00
ShopSimon
-50%
Dolce Vita
Roan Suede Boot Brown
$79.98
$160.00
ShopSimon
-13%
UGG
Classic Ultra Mini Shearling Boot Purple
$139.98
$160.00
ShopSimon
-33%
Strive Footwear
Womens Lambeth Ankle Boots In Black
$107.00
$160.00
ShopSimon
-23%
Blundstone
Womens Leather Chelsea Boots In Stout Brown Black
$155.00
$200.00
ShopSimon
-31%
Vintage Havana
Womens Grand 2 Ankle Boot In Taupe Suede Brown
$68.00
$99.00
ShopSimon
-26%
Toms
Constance Boots Womens US 9 Black Suede Pull-On Ankle Block Heel FZP444
$95.96
$130.00
ShopSimon
-22%
Sebago
Mid-Top Leather Boots Brown
$346.43
$443.39
ShopSimon
-55%
FLY London
Fly London Mebs Suede Boot Black
$129.98
$290.00
ShopSimon
-26%
Söfft
Womens Albany Ankle Boot In Black
$141.00
$190.00
ShopSimon
-63%
Kenneth Cole
Womens Dot Ation Wedge Ankle Bootie In Black
$48.00
$129.00
ShopSimon
-56%
Giuseppe Zanotti
GZ/94 Suede High-Top Sneaker Brown
$349.98
$795.00
ShopSimon
-27%
Mi.iM
Womens Shakira Leather Boot In Parchment White
$61.00
$84.00
ShopSimon
-62%
Arche
Bararc Suede Boot Black
$206.98
$550.00
ShopSimon
-14%
Dolce Vita
Nonce Boots Womens Brown Pointed Toe Block Heel Bootie RHS9001
$150.00
$175.00
ShopSimon
-11%
United Nude
Fold Hi Ii
$275.00
$310.00
ShopSimon
-28%
FLY London
Womens Byne349Fly Oil Suede Boots In Black
$179.00
$250.00
ShopSimon
-20%
Calvin Klein
Broma Boots Womens Black Leather Block Heel Ankle Bootie LION307
$143.65
$180.00
ShopSimon
-39%
HUGO BOSS
Calev Suede Boot Blue
$139.98
$230.00
ShopSimon
-5%
Diba
Womens Comet Ride Boot In Cognac Brown
$106.00
$111.00
ShopSimon
-30%
Lucky Brand
Basel Flat Bootie Black
$90.00
$129.00
ShopSimon
-24%
Vionic
Womens Uptown Sur Ankle Boot In Oatmeal White
$137.00
$180.00
ShopSimon
-60%
French Connection
Womens Alex Kitten Heel Boot Black
$51.60
$129.00
ShopSimon
-21%
Karen Scott
Ivynaa Boots Womens Gray Faux Suede Ankle Bootie LION181
$59.08
$75.00
ShopSimon
-32%
Frye
Womens Campus Chelsea Boot In Banana Yellow
$242.00
$358.00
ShopSimon
-21%
Calvin Klein
Illea Boots Womens Dark Green Round Toe Ankle Bootie LION384
$58.90
$75.00
ShopSimon
-17%
Naked Feet
Womens Xenus Platform Ankle Boots In Greige Gray
$149.00
$179.00
ShopSimon
Eric Michael
Womens Charo Bootie In Green
$220.00
ShopSimon
-43%
Premiata
Womens Anil Nappa Stretch Nero Ankle Boot In Black
$377.00
$667.00
ShopSimon
-62%
Arche
Twiamo Leather Bootie Green
$251.98
$665.00
ShopSimon
-11%
United Nude
Fold Mid
$275.00
$310.00
ShopSimon
-51%
Bueno
Womens Joey Heeled Sandal In Pewter Silver
$82.00
$166.00
ShopSimon
Tommy Hilfiger
Black Leather Crepe Textured Sole Boots
$281.75
ShopSimon
-27%
Loeffler Randall
Womens Dorica Boots In Cacao Brown
$330.00
$450.00
ShopSimon
-20%
Style & Co.
Womens Style & Co Felaa Bootie Black Asymmetrical Zip Block Heel Boot LION314
$67.85
$85.00
ShopSimon
-16%
Børn
Born Rani BR0062617 Boots Taupe Suede Waterproof Ankle Bootie HAWK143 Gray
$160.00
$190.00
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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