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.
Add an edge of cool to any ensemble with these.
Tibi boots are among our editors’ favorites for both style and comfort.
Lace-Up
You can’t go wrong with these sleek boots from By Far.
These pretty lace options have a cool Victorian feel.
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.
We can’t get over the shape of these cool boots.
If you love the snake-print trend, take it to your footwear with these comfortable ankle boots.
Cowboy
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.
And now, find out the ankle-boot style this editor is buying for fall.
-
Whenever I'm in Paris, I See This Boot Trend Styled With Minidresses in Every Vintage Shop and Local BistroSorry, ankle boots, but it's not you.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way CoolerDenim shorts never looked so good.
-
Spotted at Wimbledon: The Anti-Summer Shoe Trend You Don't Usually See in the StandsNever too hot for these.
-
The $140 Boots London Fashion Girls Take Out of Storage Every Summer to Wear With Shorts and DressesFrom Kate Moss to Daisy Edgar-Jones.
-
Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for SummerAll the outfit inspiration is inside.
-
Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025Period.
-
Goodbye, Boring Basics—This Is the Elegant Trend New Yorkers Are Wearing With Tank Tops This SummerObsessed.
-
3 Aesthetic Pairings to Try If Your Wardrobe's Starting to Feel StaleFoolproof solutions.
