13 best sneakers to wear with mom jeans, dresses and more


For most of us, sky-high platforms and 6-inch stilettos are fine…for about five minutes. Luckily, working from home has fueled a comfy shoe trend that doesn’t seem to be going anywhere. In 2022, sneakers are now a perfectly acceptable – and stylish – option not only for hanging out and running errands, but also for work and more formal occasions.

And we’re not the only ones to think so. Ask celebrity stylist Brendan Cannon.

“Sneakers really go with everything right now,” Cannon told Shop TODAY. “Not only are they extremely versatile, but they add an instant freshness factor to any outfit.”

To lend a cool and laid-back vibe to any outfit, we’ve rounded up sneakers that can easily be worn day or night. Keep reading for the best stylist and Shop TODAY recommended kicks to pair with everything from dresses to mom jeans to work pants and beyond.

Sneakers to wear with dresses and skirts

Nature Breeze Platform Espadrilles

For a fresh and feminine look, an all-white minimalist sneaker is ideal, and very trendy especially for the warmer months. Plus, with their neutral color palette, you can easily wear them with any color or pattern without clashing.

Chuck Taylor All Star

These iconic high tops are available in a variety of colors to match your look. They have a high ankle silhouette that does more of an effect than their low-top counterparts. Wear them with all hem lengths, from maxi to mini.

Veja Esplar sneakers

Veja – pronounced vey-ja – is an “it-girl” staple, as seen in the many celebrities seen in the popular shoe. This pair, with its minimalist black and white design, goes with everything from flowy dresses to miniskirts – and, according to the brand, they’re eco-friendly. The French shoe brand prides itself on using only ethical and sustainable materials.

Sneakers P448 John

When wearing a casual or monochromatic dress, Cannon recommends anchoring it with a bold sneaker. These low top shoes from P448 fit the bill with metallic sides and a shiny silver tongue.

Cariuma OCA LOW off-white sneakers

Add a sporty finish to a floral dress with these low-top canvas trainers. According to the brand, each pair is made from recycled plastic bottles and ethically sourced materials such as organic cotton and bamboo. If white isn’t your jam, there are 11 other colors to choose from.

Sneakers To Wear With Mom Jeans

Vans Checkerboard Slip-Ons

Mom jeans, the high-waisted, laid-back style that was everywhere in the ’80s, are back with a vengeance. Cannon suggests pairing them with a pair of retro slip-on sneakers for the ultimate nostalgic look.

Club C 85 Vintage Shoes

Cannon encourages customers to have fun with mom jeans by anchoring them with retro sneakers. These vintage options channel that vibe, while keeping a slim silhouette to match the more relaxed mom jean fit.

New Balance 997H

New Balance is having a serious time, recently appearing on the feet of attendees at New York Fashion Week. But fashionable sneakers for dad are not only fashionable, they are also comfortable. And match perfectly with Cannon’s retro-inspired shoe pairing suggestion.

ZGR Women’s Canvas High Top Sneakers

Complement cropped mom jeans with these canvas tops available in 18 colors. They have rave reviews from Amazon, with wearers commenting on how “comfortable” and “supportive” they are. With their affordable price, you can get a few different colors.

Sneakers To Wear With Dress Pants

Nike Air Force 1 ’07

Cannon likes an athletic shoe with pants. Nike’s beloved Air Force 1 trainers would look great with straight pants, but you really can wear this versatile style with anything.

PUMA Women’s Vikky Trainers

Cannon told us he loves red kicks with white pants. These pairs, which come in a variety of bright and more neutral colors, would go great with neutral or bright white pants and a cuffed hem.

Adidas Women’s Grand Court Sneaker

Pair a sporty shoe with dress pants for an effortlessly chic and comfortable look. “Adidas looks super cool with pants,” Cannon said. These understated options can do double duty with work pants and flowy skirts for a laid-back vibe.

Superga 2750 Cotu Classic

These comfy white sneakers work well with colorful pants or work pants that are more vibrant than your typical black or gray.

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