Just because Taylor Swift says short skirts and sneakers are opposites doesn’t mean it’s true! Pairing a dress with sneakers is the perfect casual look, and with the right styling tips, you can elevate it for a classy date or girls’ night.
Check out the best types of sneakers to wear with dresses and recommended outfits for each.
Wearing sneakers with dresses is a must-try combo that uses comfortable closet staples. Here are our top recommendations.
Dresses with white sneakers are one of the best pairings, since these versatile shoes match the vibe of whatever you’re wearing. No matter the dress, be it sporty or classy, white sneakers can fit the assignment.
We love white sneakers and a dress that contrasts them, so add a little color with a patterned midi dress and a classic denim jacket.
Out of countless options, our top pick for white sneakers is a pair of timeless Nike Air Force 1s.
Pro tip: Don’t let the fear of stains and smudges discourage you from rocking this look. Learn how to clean white sneakers in our helpful guide.
Retro shoes can provide a silhouette that’s both casual and stylish. This aesthetic refers to any shoes that are vintage (think at least 20 years old) or put a modern twist on classic designs.
The right vintage kicks offer a refined feel—especially if you opt for high-end shoes like Golden Goose sneakers, which elevate any outfit with their luxe gold embellishments.
Combine retro sneakers with a brown minidress and loose trench coat to bring warm ’70s vibes into a modern style. We prefer low-rise retro shoes because they contrast the long silhouette of the trench coat.
We love wearing chunky platform sneakers with mini dresses for a casual, modern fit. This look is polished but still relaxed enough for quick coffee dates or weekend errands.
Build this ensemble with neutral-toned platform sneakers, a kimono-sleeve minidress, and a designer handbag. Get inspired by browsing Tretorn sneakers—this timeless brand makes beautiful platforms, and we love the variety of available colors.
Choose high-top sneakers if you’re going for a fun and edgy punk rocker look. This statement outfit is perfect for showing attitude without the effort of lacing up leather boots.
Our recommendation? Go simplistic. Style these shoes with a black maxi or midi dress, dark glasses, and a choker. Throw on a worn denim vest if you have one.
If you’re looking for a specific type of high-top, nothing beats iconic Chuck Taylors for an instant rockstar vibe.
Canvas sneakers have casual, summery vibes. These shoes are beautiful in solid, muted colors, but a pattern is the best way to enhance their lighthearted look.
Pair these shoes with a midi or mini denim dress, a casual tote bag, and bright sunglasses. If it’s a particularly sunny day, add a wide-brimmed sun hat for protection and an extra layer of charm.
Our go-to canvas footwear is a classic pair of Vans. They’re simple, subtle, and nostalgic.
Suede and leather sneakers are our favorite shoes to wear with a maxi dress. This style of footwear conveys cool, calm elegance and is our top choice for a classy date night—effortlessly alluring and sophisticated.
For a night out, combine black leather footwear with a floral maxi dress and a leather jacket. A long hemline keeps you warm in brisk weather, and leather accessories enhance the rustic autumn aesthetic.
For high-end chic, try Prada leather sneakers. But if you want to buy something with a softer, more casual edge, thrift some adidas Gazelles.
Dresses and sneakers make the perfect team, creating a fashionable and easygoing look. If you’re ready to build one of these outfit ideas yourself, check out ThredUp.
Our vast collection of high-quality preloved sneakers and dresses are perfect for any outfit. We receive 6,000+ new items daily, so you’ll definitely find the styles, colors, and sizes you need.
And if you’re not sure what you’re looking for, get inspired with our Style Chat feature. Type in your outfit ideas and watch as AI generates an image of how they’d look on a person (just like we did for this article!).
Shop on ThredUp today to find your favorite dress and sneaker combo.
Yes—people love this trend because it lets them dress up while still being comfortable. Plus, this versatile outfit is ideal for quick errands, lunch dates, or even a night out.
Pair your sneakers with a simple dress for a quick but stylish look. Choose subtle, sleek sneakers and accessorize the outfit with classy closet staples, like sunglasses, handbags, or wide-brimmed hats.
Our above guide has all our favorite dress and sneaker combinations, like platforms with flowy kimono sleeve dresses or canvas sneakers with denim dresses.
But the best pairing is the one you love to wear! Get inspired with our guide, dive into your closet, and create an outfit that’s uniquely you.
Pure black or white leather sneakers are modest and blend well with formal looks. Pair these shoes with a maxi or midi dress, blazer, and nice jewelry for simple formal wear.