Fashion Street Style 15 Outfits That Look So Darn Good With a Pair of Converse By Samantha Sutton Samantha Sutton Instagram Samantha is InStyle's senior fashion editor. She joined the brand in 2019 and oversees the site's fashion coverage, including trend reporting, fashion exclusives, celebrity style interviews, and Fashion Week coverage. InStyle's editorial guidelines Updated on September 10, 2020 @ 04:45PM Pin Share Tweet Email We independently research, test, review, and recommend the best products—learn more about our process. If you buy something through our links, we may earn a commission. Melodie Jeng/Getty Images If you've ever eyed a celebrity-loved shoe, only to Google and find that it's way above your budget, we feel you. That's one of the many reasons why we're still big fans of Converse. On top of having a massive fanbase full of actors, models, influencers, and politicians, a classic pair of Chuck Taylor All Stars ring up at a reasonable $50 ($55 if you're opting for high-tops). And, the best part of it all? This footwear option mysteriously pairs well with every type of outfit. Of course, it never hurts to have some inspiration for days when you're experiencing a tiny fashion dilemma. So, we've rounded up a few great looks that perfectly demonstrate how to wear Converse, this way you can head out in style, no matter what you have planned. This Comfortable Sneaker Hasn't Changed in Over 100 Years, and Every Major Celeb Owns a Pair With a Blazer Scott Olson/Getty Images If you're looking for an outfit that's a bit more casual than business, follow Kamala Harris' lead. Style your Converse with your go-to jeans and a tee before shrugging on a blazer. With Cropped Pants Vanni Bassetti/Getty Images If you own a pair of high-tops (Shop It: $55; nordstrom.com), try wearing pants that hit just above the ankle in order to properly show them off. With a Skirt Edward Berthelot/Getty Images) Keep your maxi from feeling too fancy by balancing it out with sneakers that color coordinate with the rest of your look. With Some Tulle Edward Berthelot/Getty Images Of course, you don't always have to tone down elaborate or voluminous designs. A vibrantly colored or sparkly pair (Shop Similar: $60; dsw.com) will fall right in line with that whimsical vibe. With Neutrals Christian Vierig/Getty Images White, beige, black — on occasion, our outfit could use a splash of color. Orange Converse (Shop It: $60; urbanoutfitters.com) or other bright hues can instantly provide enough pop needed to make a statement. With Leggings Christian Vierig/Getty Images We love our leggings, but do tend to get tripped up when deciding which shoes to pair with them. Instead of fussing around with booties and babydoll shoes, a sleek white sneaker works every time. With a Track Suit Yes, Converse is considered a sneaker, but it's a little more elevated than you're typical running shoe. On days when you're leaning toward athleisure instead of athleticwear, finish off your tracksuit with a printed pick (Shop It: $150; nordstrom.com). With a Sequined Gown Daniel Zuchnik/Getty Images If your goal is to make your glamorous gown work as an everyday outfit, find some ways to dress it down. Simple jewels and Converse instead of heels will likely do the trick. With Tights Daniel Zuchnik/Getty Images We have nothing against bare legs, but on chilly days, there's nothing quite like slipping on a pair of sweater tights. If you aren't feeling those babydoll shoes, leave them home and choose a high-top Converse that matches instead. With Socks Edward Berthelot/Getty Images We definitely consider ankle socks to be one of our favorite accessories. They're subtle yet playful, and look especially eye-catching when peeking out of the tops of sneakers. With Basics Edward Berthelot/Getty Images If you plan to stick with staples — a button-down, a trench, black pants, etc. — continue the theme right down to your feet, choosing this timeless sneaker over a bold option. With Oversized Pieces Christian Vierig/Getty Images Converse aren't as chunky as a pair of throwback dad sneakers, so the slim fit helps to balance out baggy pants and shirts. With a Mini Skirt Melodie Jeng/Getty Images Tackle preppy style in a more modern way by styling a denim skirt with a sweater, then complete the look with white Converse (Shop Similar: $75; nordstrom.com) and ankle socks. With a Leather Jacket Edward Berthelot/Getty Images A fool-proof outfit that'll ensure you look badass and fashion-forward, every time? A leather jacket styled with black jeans and matching Converse. With a Slip Dress Christian Vierig/Getty Images We'll still be wearing our breezy blanket dresses through the rest of the year, but as we add layers up top for warmth, the bottom of our look will remain simple with these sneakers.