It's Official: These Ankle Boot Styles Will Always Look Good With Dresses

Due to their nature, dresses have a way of becoming the main focus of your ensemble—which inevitably makes accessorizing them a bit of a challenge. After all, you want your accessories to complement your dress rather than take the attention away from it.

And when it comes down to your shoes, it might feel as though you only have so many options to choose from. Look, it’s easy to reach for your go-to sneakers, sandals, or booties—we get it. But if you’re finding yourself in a sartorial rut, there are a handful of chic (and unexpected) ankle boots for dresses that will always look good.

Ahead, we’ve pulled together the five ankle boot styles to wear with all of your dresses for this season and the next. Between classic styles such as block heels and pointy-toes to more on-trend options like cowboy boots, you definitely won’t go wrong here.

Block Heel

These will easily become a staple in your closet.

Without a doubt, Labucq makes some of the most comfortable boots on the market.

A patent option feels so unique compared to your standard leather styles.

Kitten Heel

Because we can never have enough Rejina Pyo in our closets.

Tibi boots are among our editors’ favorites for both style and comfort.


You can’t go wrong with these sleek boots from By Far.

See by Chloe's Lace Up Boots will be perfect for your more casual moments.

Pointed Toe

These have been one of the most popular styles Acne has to offer.

If you love the snake-print trend, take it to your footwear with these comfortable ankle boots.


A Western boot for the minimalists among us.

Leave it to Frye to make a cool cowboy boot with distressed leather.

Ganni just keeps on giving with its cowboy boot options.

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