16 Sneakers We Wear With Jeans, Dresses, and Leggings
As fashion editors who appreciate comfort and find ourselves in need of more casual clothing and footwear than ever before (since we're spending far less time in an office these days), we really value a great pair of sneakers. And equally as important as comfort is that they're stylish and can be worn with basically anything.
By anything, we specifically mean jeans, dresses, and sneakers—aka the most common things to wear with sneakers, but not every pair of sneakers look good with all three of those items. Some are a bit too sporty, some too dressy, and so on. But we've found highly adaptable sneakers that make anything they're paired with that much cooler.
Below, you'll find 16 pairs of sneakers our editors routinely swear by, along with some of our favorite new styles for spring that we've yet to try (but would certainly like to).
Bobby Schuessler, Market Director
"Nike Air Force 1 sneakers are absolutely no-fail. They're about as versatile as it gets."
"They're a total investment, but I love Golden Goose—they're easy, go with everything, and are very comfortable."
Sierra Mayhew, Associate Editor
"I woke up at 6 a.m. to discover these sneakers were back in stock after months of waiting and jolted out of bed. I first caught wind of them when I saw someone at my gym wearing them, and I instantly knew I needed to have them. They arrived in just two business days and have since made my frequent treadmill runs much more comfortable."
"I've been on the market for a new pair of casual sneaks, and this pair recently caught my eye. High-tops are having a comeback, and the distressed version by R13 is so chic. Plus, anything green wins a fashion editor over."
Jasmine Fox-Suliaman, Editor
"You wouldn't expect a pair of pink sneakers to be a staple, but alas, my platform Converse have become the most versatile pair of shoes in my wardrobe. Styling them an all-black look? Vibe. With a white summer dress? Yes. They're genuinely the sneaker I didn't know I needed in my life."
"These all-white platform sneakers will never cease to be a staple for me. They go with everything, can be worn everywhere, and are the perfect purchase through and through."
Nicole Akhtarzad Eshaghpour, Senior Market Editor
"I have to actively try not to wear these sneakers every day because they're just that perfect. Cool, comfortable, and easy to match, I can wear them with anything from sweatpants to trousers and feel like I'm doing something right."
Allyson Payer, Senior Editor
I recently got a pair of On sneakers, and now I get what all the hype is about. I have a gray pair, but I'm intrigued by this earthy color combo.
I bought these on a whim last summer and ended up wearing them a ton. I can't wait to bust them out again soon—they're super lightweight and look as chic with leggings as they do with dresses.
Judith Jones, Senior Market Editor
"In my opinion, you can never go wrong with classic white Superga Cotu sneakers. I wear them with everything from floral dresses to relaxed suits, jeans, and shorts. They're the perfect versatile pair at an affordable price point."
Kristen Nichols, Senior Editor
"I've turned into a sneaker person lately and practically live in my New Balance 990s. They're truly the most comfortable sneakers I've ever owned and look equally cool with sweatpants and trousers."
"Yep, I can't get enough of New Balance right now and love the 550s. They tap into the '90s throwback sneaker trend that's really having a moment."
Anna LaPlaca, Editor
"I don't remember the last time I bought the same exact pair of shoes a second time, but I just did it with these after wearing my first pair to death. If that's not the sign of repeat wear, I don't know what is."
"Sure, there are trendier picks from New Balance right now, but I appreciate how versatile the 574 shape is. I've been wearing them with everything from gym attire to slouchy suiting, and they've made it into my suitcase on more than one occasion."
Yusra Siddiqui, Assistant Market Editor
"I will always be a ride-or-die Converse girl—my black high-tops are my most worn shoe. They're comfortable, long-lasting, and come at a great price. They always make any outfit look cool and laid-back, which I love as well."
Shop More Sneakers We Love
Square-toe sneakers are such a vibe.
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These have the perfect amount of chunkiness and a nice neutral color palette.
Next, I Think Jeans Look Even More Fashionable With These Shoe Trends
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
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