- All Products
- Fashion
- ShopSimon
- Shoes
- Ankle Boots
-
Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Heeled Ankle Boots
-14%
Dolce Vita
Nonce Boots Womens Brown Pointed Toe Block Heel Bootie RHS9001
$150.00
$175.00
ShopSimon
-2%
Pikolinos
Womens Cervera Heeled Ankle Boots In Brandy Brown
$265.00
$270.00
ShopSimon
-46%
Xti
Refresh Collection High Heel Womens booties Black
$66.95
$123.70
ShopSimon
-6%
Corkys Footwear
Womens Bite Me Booties In Khaki Faux Suede
$66.00
$70.00
ShopSimon
-4%
Matisse Footwear
Womens Caty Ankle Boots In Rustic Brown
$200.00
$209.00
ShopSimon
-3%
Laura Vita
Floral Womens Victorian Blue Leather Heel Ankle Boots - Alcbaneo-130
$189.99
$195.74
ShopSimon
-5%
Born
Womens Cove Boots In Taupe Mustang Suede Gray
$180.00
$190.00
ShopSimon
-72%
Ganni
Ganni Western Style Ankle Boots in Black Suede
$141.00
$507.00
ShopSimon
-76%
3.1 Phillip Lim
Alix Heeled Ankle Boots in Cream Leather White
$140.00
$595.00
ShopSimon
-46%
Xti
Refresh Collection High Heel Womens booties Brown
$66.95
$123.70
ShopSimon
-2%
Furla
Black Suede Pointed-Toe Ankle Boots
$335.25
$341.87
ShopSimon
-3%
Jellypop
Womens Shelby Ankle Boots In Black Glitter
$65.00
$67.00
ShopSimon
-15%
Corkys Footwear
Womens Gimme Sugar Ankle Booties In Black Oil Gray
$70.00
$82.00
ShopSimon
-3%
Laura Vita
Womens Floral Goth Victorian Black Leather Heeled Ankle Boots - Alcizeeo-190
$196.99
$202.49
ShopSimon
-8%
Pikolinos
Pikolinos Womens Brown Leather Ankle Heeled Boots - Calafat
$193.99
$210.99
ShopSimon
-9%
Corkys Footwear
Womens High Standards Booties Brown
$82.00
$90.00
ShopSimon
-2%
Andrea
Fashion Dress Booties White
$106.95
$109.00
ShopSimon
-17%
Love Rio
Womens Maron Ankle Booties In Denim Blue
$110.00
$132.00
ShopSimon
-12%
Taos
Womens Addition Ankle Boot In Black
$150.00
$170.00
ShopSimon
-17%
Vaneli
Womens Marina Boots In Taupe Stretch Knit
$145.00
$175.00
ShopSimon
-2%
Vionic
Womens Uptown Sur Boots In Black
$176.00
$180.00
ShopSimon
-20%
Pikolinos
Womens Daroca Tassel Ankle Bootie In Caoba
$230.00
$286.00
ShopSimon
-45%
Franco Sarto
Womens Mist Zip Up Ankle Boots In Olive Leather
$82.00
$150.00
ShopSimon
-3%
Jellypop
Womens Shelby Ankle Boots In Silver Glitter
$65.00
$67.00
ShopSimon
-17%
Birkenstock
Womens Ebba Suede Leather Booties In Dark Tea
$161.00
$195.00
ShopSimon
-20%
Pikolinos
Womens Bacarot Leather Ankle Boots In Cognac Brown
$193.00
$240.00
ShopSimon
Ash
Fame Pointed Toe Low Block Heel Leather Boots Black
$542.76
ShopSimon
-26%
Gabor
Womens Baccara Ankle Boot In Grey Gray
$198.00
$269.00
ShopSimon
-14%
All Black
Womens Distressed Lady Ankle Boots In Black
$196.00
$228.00
ShopSimon
-9%
Pikolinos
Pikolinos Womens Black Leather Lace-Up Mid-Heel Ankle Boots - Malaga
$197.99
$216.99
ShopSimon
-38%
Regarde le ciel
Womens Jolene-29 Ankle Boot In Empire
$145.00
$235.00
ShopSimon
-18%
Mia Shoes
Womens Aletta Boot In Sand Beige
$80.00
$98.00
ShopSimon
-9%
Sun + Stone
Womens Asterr Ankle Boots In Auburnn Mc
$64.00
$70.00
ShopSimon
-25%
Ariat
Womens Dixon Lizard Western Boots In Brown
$139.00
$186.00
ShopSimon
-8%
Tamaris
Womens Black Faux Heeled Ankle Boots - 25354-43
$105.99
$114.99
ShopSimon
-4%
Matisse Footwear
Womens Caty Ankle Boots In Espresso Croc
$200.00
$209.00
ShopSimon
-15%
Naturalizer
Braxton Boots Womens Cabernet Block Heel Ankle Bootie LION1061 Red
$119.00
$140.00
ShopSimon
-39%
Mustang
Womens Burgundy Floral Heeled Ankle Boots - M0162012 White
$152.99
$250.00
ShopSimon
-21%
Pikolinos
Womens Calafat Boots In Stone White
$230.00
$291.00
ShopSimon
-59%
Ferragamo
Molfetta 30 Heel Booties - Narrow Width Black
$349.99
$850.00
ShopSimon
-8%
Tamaris
Womens Brown Faux Heeled Ankle Boots - 25354-43
$105.99
$114.99
ShopSimon
-4%
Vaneli
Womens Nalda Ankle Boots In Taupe Suede Brown
$284.00
$295.00
ShopSimon
-8%
Pikolinos
Pikolinos Womens Brown Leather Zipped Heel Ankle Boots - San Sebastia
$199.99
$216.99
ShopSimon
-17%
David Tate
Womens Popular Leather Ankle Boots In Brown Pebble Grain
$116.00
$140.00
ShopSimon
-3%
Vionic
Womens Brighton Boots In Mink Brown
$145.00
$150.00
ShopSimon
-32%
Qupid
Womens Western Chic Block Heel Booties In Black Burnish
$46.00
$68.00
ShopSimon
-24%
Kork-ease
Womens Solstice Leather Booties In Black
$220.00
$291.00
ShopSimon
-5%
Born
Womens Rowan Boots In Dark Blue
$190.00
$200.00
ShopSimon
-2%
Pikolinos
Pikolinos Womens Black Leather Ankle Bootie Zip Heel Boots - Daroca Brown
$195.99
$200.00
ShopSimon
-9%
Xti
Womens Refresh 172925 Booties In Black
$117.00
$128.00
ShopSimon
-15%
Dr. Scholls
Literally I4084S1250 Boots Womens Ivory Ankle Bootie LION1080 White
$110.00
$130.00
ShopSimon
-2%
Andrea
Womens Reptile-Print Ankle Boot In Black
$96.00
$98.00
ShopSimon
-5%
Qupid
Womens Kolby Boot In Cream White
$52.00
$55.00
ShopSimon
-3%
Laura Vita
Floral Womens Victorian Bronze Leather Heel Ankle Boots - Alcbaneo-130 Gold
$189.99
$195.74
ShopSimon
-9%
Pikolinos
Womens Bayona Booties In Black
$210.00
$232.00
ShopSimon
-30%
Eric Michael
Womens Isabella Boots In Black
$136.00
$195.00
ShopSimon
-12%
Diba
Womens Shy Town Boots In Snake & Cognac
$100.00
$114.00
ShopSimon
-3%
Free People
Womens Brayden Western Boots In Opal Grey Beige
$290.00
$298.00
ShopSimon
-54%
Stuart Weitzman
The Freja Booties in Black Suede
$259.00
$569.00
ShopSimon
-14%
Free People
Womens Wisteria Mesh Boots In Black
$171.00
$198.00
ShopSimon
-61%
Ferragamo
Spider Ankle Boots - Wide Width Black
$389.99
$995.00
ShopSimon
-15%
Naturalizer
Braxton Boots Womens Cabernet Block Heel Ankle Bootie LION1058 Red
$119.00
$140.00
ShopSimon
-9%
Pikolinos
Pikolinos Womens Brown Leather Lace-Up Mid-Heel Ankle Boots - Malaga
$197.99
$216.99
ShopSimon
-32%
Diba
Womens Khloee May Block Heel Boots In Ice (Light Gray)
$108.00
$159.00
ShopSimon
-62%
Xti
Womens Suede Booties By XTI Black
$43.95
$115.99
ShopSimon
-27%
Silent D
Womens Naydo Heeled Ankle Boot In White
$157.00
$215.00
ShopSimon
-16%
Bzees
Berkley I7219F1-200 Boots Womens Brown Wedge Heel Ankle Bootie LION1040
$75.99
$90.00
ShopSimon
Journee Collection
Women & apos;s Rimi Medium and Wide Width Booties Red
$108.00
ShopSimon
-30%
Eric Michael
Womens Isabella Low Ankle Boots In Navy Blue
$136.00
$195.00
ShopSimon
Camper
Womens Wonder Booties In Burgundy White
$241.00
ShopSimon
-51%
Isabel Marant
Dewina Ankle Boots in Burgundy Suede Red
$353.00
$716.00
ShopSimon
-24%
Kork-ease
Womens Solstice Leather Booties In Brown
$220.00
$291.00
ShopSimon
-21%
Pikolinos
Womens Calafat Boots In Black
$230.00
$291.00
ShopSimon
-55%
Lucky Brand
Ailein Bootie Black
$67.00
$149.00
ShopSimon
-4%
Seychelles
Womens Upside Boots In Leather Off White
$134.00
$140.00
ShopSimon
Laurence Dacade
Black Suede Pete Studded Ankle Boots
$315.00
ShopSimon
-8%
Pikolinos
Pikolinos Womens Red Leather Ankle Heeled Boots - Calafat
$193.99
$210.99
ShopSimon
-58%
Acne Studios
Donna Western Ankle Boots in Brown Suede
$248.00
$595.00
ShopSimon
-14%
Söfft
April SF0116120 Boots WomensB Brown Floral Suede Ankle Bootie ZOGG3227
$179.90
$210.00
ShopSimon
-20%
Style & Co.
Womens Laleen Ankle Boot In Black
$64.00
$80.00
ShopSimon
-25%
Django & Juliette
Womens Birdi Ankle Boot In Dark Olive Leather Green
$187.00
$250.00
ShopSimon
-13%
Cole Haan
Elyse W29130 Boots WomensB Madeira Leather Ankle Bootie ZOGG2846 Brown
$129.99
$150.00
ShopSimon
-39%
Mustang
Womens Brown Floral Heeled Ankle Boots - M0162012
$152.99
$250.00
ShopSimon
-14%
Chinese Laundry
Chinese Laundry Amie Boots Womens Black Block heel Ankle Bootie Hawk2961
$59.99
$70.00
ShopSimon
-24%
Xti
Carmela Leather Collection Womens Fashion Pumps By Xti Black
$105.95
$139.00
ShopSimon
-28%
AGL
Womens Franky Beat Ankle Bootie In Moka
$391.00
$545.00
ShopSimon
-15%
Strive Footwear
Womens Lambeth Ankle Boots In Black
$136.00
$160.00
ShopSimon
-22%
David Tate
Womens Skip Leather Ankle Boots In Gray Pebble Grain
$125.00
$160.00
ShopSimon
-28%
Minnetonka
Womens Joli Boots In Nutmeg Multi Brown
$79.00
$110.00
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
about products and deals