Outfit Feet in Style with Cute Ankle Boots: Friday Finds

Ankle boots are great fall accessories.

Fall can be an awkward season: It’s too warm for fluffy snow boots and too cold for flimsy flats. So, what’s a fashion lover to do? Stock up on cute ankle boots, that’s what! The following cute ankle booties will keep your tootsies toasty (and not sweltering) come late September.

Cute ankle boots, classy

1. Leona Edmiston Ankle Boots

If you’re looking for a classy pair of ankle boots that can effortlessly transition from the office to happy hour, these shoes can do the job. These boots are two-toned and have an incredibly sleek look. We suggest wearing them with a black pencil skirt and a simple button down top. Keep the accessories minimal and your attitude high to finish off this professionally sexy look. Priced at $34.99 from ThredUp.

Cute ankle boots, fringe

2. Vegan Tulsi Boot

These fringed ankle boots would look great with a mini denim dress and a thick, chunky cardigan. Just strap a lightweight backpack to your back, and head out on some kind of adventure. (We recommend record digging and thrift shop scourging.) These boots come from Free People, are made of vegan suede, and priced at a reasonable $88. They come in two colors: black and saddle.

Cute ankle boots, glam

3. 1970s Golden Girl Ankle Boots

If you’d rather unleash your inner glam goddess rather than embrace the typical earth toned boot selection, these are the boots for you. These vintage gold ankle boots come from Etsy shop WORNshop. We’d outfit these boots with a slim black pair of leggings, a solid colored crop top, and a faux vegan leather jacket. Priced at $98.

Cute ankle boots, chunky

4. Vegan Billy Ankle Boot

While this pair of cute ankle boots is chunkier than the other shoes we’ve listed here, they are just as cool. Their design would allow them to pair perfectly with leggings, skirts of all lengths, dresses, or super wide-legged pants. Priced at $158 from Free People. Comes in grey, black, and red.

Cute ankle booties, unique

5. Nina Payne Flash Booties

These boots may be expensive, but they are incredibly attractive, so, we forgive them. Wear with a plaid skirt and an over-sized sweater to achieve a smart look. Priced at $280 from Anthropologie.

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Image of ankle boots from Shutterstock

Abbie Stutzer

Writer, editor, and owner of Ginchy!, a freelance writing and editing company, and home funeral hub. Adores smart sex ed, sustainable ag, spooky history, women's health, feminism, horror, wine, and sci-fi.