21 Ugliest Shoes of 2019: Ugly Boots and High Heels for Women

Please subscribe to our newsletter to receive updates from Your Next Shoes. This post may contain affiliate links. Please see our disclosure for more details.

Do you remember Kokosar’s Paciotti by Midnight capsule collection? That was last year. Now it’s time to start ranking the ugliest shoes of 2019.

These shoes are so horrific that Kim Kardashian would love to wear them. We hope you won’t.

1. Blue Garbage Boots by Unravel Project, $773 at Shopbop

Blue Garbage Boots by Unravel Project

2. Granny Stockings With Broken Heels by Unravel Project, $1,562 at Shopbop

Granny Stockings With Broken Heels

3. Clear Ugly Ass Sweat Boots by MSGM, $584 at Shopbop

We hope Kim Kardashian learns how to prevent foot sweat before wearing these clear plastic boots!

Clear Ugly Ass Sweat Boots

4. Orange Laundry Bag Shoes by Unravel Project, $772 at Shopbop

Orange Laundry Bag Shoes by Unravel Project

5. Diaper Ornamented White Boots by MSGM, $614 at Shopbop

Diaper Ornamented White Boots

6. Hideous Blue Plastic Pointy Ankle Booties by MSGM, $450.40 at Shopbop

Hideous Blue Plastic Pointy Ankle Booties by MSGM

7. Hawaiian Printed Ankle Half Cowboy Boots, $1,895 at Shopbop

Hawaiian Printed Ankle Half Cowboy Boots

8. Red “Waste of Snakes” Jester Boots With Useless Heel, $446.60 at Shopbop

Red Waste of Snakes Jester Boots With Useless Heel

9. High Heeled Catfish Boots With Chains, $1,650 at Shopbop

High Heeled Catfish Boots With Chains

10. Black Plastic Trash Bag Pumps, $145 at Shopbop

These vacuum sealed heels from Jeffrey Campbell are perfect for a date with Dexter Morgan.

These vacuum sealed heels from Jeffrey Campbell are perfect for a date with Dexter Morgan

11. Modern Platform Clown Shoes, $420 at Shopbop

Modern Platform Clown Shoes

12. The Witches Of Bushwhacked Boots, $413 at Shopbop

Witches Of Bushwhacked Boots

13. Throwback Old School Thrift Store Boots, $1,050 at Shopbop

Throwback Old School Thrift Store Boots

14. Grandma’s Plastic Covered Couch Pumps, $54 at Shopbop

Grandma's Plastic Covered Couch Pumps

15. Garbage Bags Rolled Over High Heels, $46.50 at Shopbop

Garbage Bags Rolled Over High Heels

16. Frodo Baggins Double-Band Sandals, $395 at Shopbop

Frodo Baggins Double-Band Sandals

Frodo Baggins Double-Band Sandals

17. Eccentric Old Lady Shoes, $1,250 at Matches Fashion

These black pumps are crafted with gold-tone metal heels set with green crystals that display Loewe’s penchant for artistic features. They’re made in Italy with crocodile-effect leather panels at the rounded toe that are shaped to reflect loafers, then finished with suede heel tabs and beige lining.

These black pumps are crafted with gold-tone metal heels set with green crystals that display Loewe's penchant for artistic features

18. Toddler Shoes for Adults, $695 at Matches Fashion

The vintage aspirations of Chloe are evident through the lizard-effect leathers and rich brown and orange color palette of these multi-strap sandals. Raised onto a light, durable and flexible XL Extralight sole, they’re made in Italy from calfskin and mesh with comfortable padding and clip fastenings ensuring a secure fit.

Lizard-effect leather multi-strap sandals

19. Homemade Banana Boat Shoes, $388 at Shopbop

Homemade Banana Boat Shoes

20.  Retired Exotic Dancer Heels, $1,095 at Matches Fashion

Crafted in Italy, these pink mules from Christopher Kane are comprised of exaggerated green ankle straps that are set with engraved silver-tone metal buttons, then set on a high stiletto heel.

Crafted in Italy, these pink mules from Christopher Kane are comprised of exaggerated green ankle straps that are set with engraved silver-tone metal buttons, then set on a high stiletto heel

21. Grandma Witch Shoes, $1,195 at Matches Fashion

These white leather slingback pumps from Simone Rocha are shaped with a sharp point toe and have a Victoriana-inflected lace-up front, then are set on an unexpected red flower-shaped perspex heel.

Grandma Witch Shoes

DO YOU LOVE SHOES? Win free shoes, organize your shoe closet, see the latest styles + more

Speak Your Mind

*

© Copyright Your Next Shoes 2010 - 2019 | Back to Top