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When Demi Lovato sang, “Who said I can’t wear my Converse with my dress?” she was real for that one. I mean, correct me if I’m wrong, but up until then, pairing sneakers with a dress or a skirt was pretty unthinkable. Nowadays? Editors, “It” girls, and some of our fave celebrities are stepping out in dresses and sneakers, making this outfit combo a street-style go-to. (I’m just sayin’, that song was a charge for a generation…)
But ICYMI: The 2024 version of this outfit formula is less funky and chaotic Disney Channel star (Sorry, Miley. Sorry, Selena.) and more street-style cool. The key to pulling it off? Finding the best sneakers to wear with your dresses. You can either go simple and reach for a pair of classic Sambas or a white sneaker, or you could go down the statement shoe route and grab a pair of suede ones in your favorite color.
Need some help? No problem! I’ve already done the hard work for ya. See some of my favorite sneakers to wear with dresses, below.
Our top picks for sneakers to wear with dresses in 2024:
Cute, right? There’s more where that came from. Scroll through to shop comfortable sneakers that’ll look so good with your favorite sundresses this summer.
GEL-1130™ Sneaker in White/Birch
These shoes were made for power-walking and that’s just what they’ll do. For a comfy and breathable shoe (these are made with mesh), go with this ASICS pair that will look good with all your casual dresses.
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GEL-1130™ Sneaker in White/Birch
nordstrom.com
$100.00
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GEL-1130™ Sneaker in White/Birch
nordstrom.com
$100.00
DOLEN Sneaker
How cute are these?! These kicks by Dolce Vita are sure to get ya loads of compliments, especially when you wear ’em with a short sundress and a soft cardi! BTW, these bestsellers are available in a whole bunch of colorways.
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DOLEN Sneaker
amazon.com
$119.90
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Chuck Taylor® All Star® 70 Plus High Top Sneaker
Channeling Demi Lovato but in 2024? Grab this pair of Chucks. This one is particularly an upgrade with its neutral colorway, elevated platform, and charming little pearl embellishments.
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Chuck Taylor® All Star® 70 Plus High Top Sneaker
nordstrom.com
$67.48
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Chuck Taylor® All Star® 70 Plus High Top Sneaker
nordstrom.com
$67.48
Episode Platform Sneaker in Black
You’ll be surprised how well these platforms will go with most day dresses. And while you’ll look edgy and cool on the outside, your toesies are living the soft life on the inside.:)
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Episode Platform Sneaker in Black
nordstrom.com
$125.00
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Episode Platform Sneaker in Black
nordstrom.com
$125.00
Women’s Air Max Pulse Shoes
Air Max’s look good with everything! Everything, I tell you! Especially this chic, muted colorway.
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Women’s Air Max Pulse Shoes
nordstrom.com
$150.00
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Women’s Air Max Pulse Shoes
nordstrom.com
$150.00
Women’s Superlight Wool Runners Casual Sneakers
Could we do a whole sneaker roundup without a pair from Allbirds? I think not! A flowy midi dress is callin’ you by name with these.
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Women’s Superlight Wool Runners Casual Sneakers
amazon.com
$120.00
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Women’s Superlight Wool Runners Casual Sneakers
amazon.com
$120.00
Air Max 97 Sneaker in Jungle/White/Bronze
You, these sneakers, transparent tights, and a pleated dress? Yeah, just do it.
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Air Max 97 Sneaker in Jungle/White/Bronze
nordstrom.com
$185.00
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Air Max 97 Sneaker in Jungle/White/Bronze
nordstrom.com
$185.00
Brittany Rhinestone Platform Slip-On Sneakers
Take the party to the boardwalk with these rhinestone platforms and a mini dress.
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Brittany Rhinestone Platform Slip-On Sneakers
dillards.com
$59.00
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Brittany Rhinestone Platform Slip-On Sneakers
dillards.com
$59.00
Flower Print Canvas Sneakers
Cottagecore is here to stay, and these floral print sneakers are proof. Head out for some carefree times in the sun with these canvas kicks.
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Flower Print Canvas Sneakers
amazon.com
$22.99
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Flower Print Canvas Sneakers
amazon.com
$22.99
574 Sneaker in Moonbeam/Sea Salt
New Balances are the go-to sneaker in the fashion game—especially when it comes to street style! I’ve been eyeing this Moonbeam colorway for years but it’s always sold out so don’t mind if I do…
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574 Sneaker in Moonbeam/Sea Salt
nordstrom.com
$99.99
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574 Sneaker in Moonbeam/Sea Salt
nordstrom.com
$99.99
Samba OG
The Sambas trend is still alive and well. Imagine all the cute ‘fits you’ll achieve with these!
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Samba OG
$100.00
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XT-6 SKYLINE Sneaker
The Salomon’s are another street style savior! Imagine wearing these with a lilac dress and matching sweater over your shoulder for a monochromatic moment. Oof, too good!
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XT-6 SKYLINE Sneaker
$200.00
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Women’s Stan Smith Sneaker
These white Stan Smiths are the perfect solution if you want someone neutral enough to go with anything, yet fun enough for spring and summer.
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Women’s Stan Smith Sneaker
amazon.com
$127.95
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Women’s Stan Smith Sneaker
amazon.com
$127.95
Glove Slip-On Sneaker
If you want to tap into the ultimate cool girl aesthetic, then all you need is a pair of Off-White kicks. These chunky ones would look so great with a neutral, oversized dress.
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Glove Slip-On Sneaker
nordstrom.com
$510.00
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Glove Slip-On Sneaker
nordstrom.com
$510.00
Why trust Cosmo:
Cosmo’s team of fashion experts—which includes fashion director Cassie Anderson and fashion features director Rachel Torgerson, senior accessories editor Andrea Zendejas, and fashion editors Tarah-Lynn Saint-Elien and Danielle Flum—have decades of experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds to bring you the best clothing and accessory picks for every season. Basically, we’ve curated a chic little corner of the internet for you like it’s our job (because it is, heh).
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