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.
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One PairPrepare for endless compliments.
-
Soft Knits and Suede Boots Are on My Mind—Here's What's in My Nordstrom CartGet in the fall mood with these chic picks.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
-
Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With DressesThis outfit combo is top-tier.
-
7 Expensive-Looking Outfits to Wear With Fall's Most Iconic Shoe TrendLet your outfit do the talking.
-
Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be EverywhereMake this your first boot purchase for the season.
-
The Pretty Dress Trend L.A. It Girls Are Bringing Into Fall (and the "Basic" Style They Already Forgot About)It's finally time to part ways with boring linen dresses.
-
I'm Manifesting a Fashionable Fall in NYC With These 36 Nordstrom Anniversary Sale FindsFrye, AllSaints, Vince, Coach, and more.
