Your Favorite $55 Shoes Called—They Want You to Try These Outfits

There are a handful of shoe styles that are always worth investing in due to their classic, never-going-out-of-style nature. In the sneaker world, Converse tops the list. These affordable kicks have been a staple in the wardrobes of fashion people for years due to their ability to give any ensemble that effortless and laid-back vibe.
While we recently went over how celebrities are wearing the canvas trainers to give that dose of "cool" to their looks, the style elite on Instagram is always styling the shoes in creative ways as well. To that, we’re showcasing forward outfit ideas featuring the famous $55 sneakers right here. Keep scrolling to find your new go-to ’fit and breathe new life into the kicks you’ll wear forever.
For an elevated off-duty look, pair white Converse sneakers with plaid pants, a vibrant sweater, and a checked coat.
Yes, you can dress up Converse kicks for a night out if you try a look like this, with a pretty polka-dot dress and a coordinating It bag.
Take your Converse kicks to the next level by wearing them with sleek leather trousers and a furry leopard coat.
Further proof that Converse trainers really can go with anything—even a formal statement dress.
Wearing head-to-toe earth tones will be all the rage in 2019, so test out the look with your white Converse sneakers to tie the entire ensemble together.
Next, check out stylish outfits to wear with athletic sneakers.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Hold the Baggy and Barrel-Leg Jeans: This Is the It Girl-Approved "Dated" Denim Trend to Wear This Fall
Margot Robbie just wordlessly confirmed it.
-
Ignore the Haters—I Still Love These Versatile and Comfy Pants and Bet You Do Too
See how fashion people from NYC to Paris to London wear them for fall.
-
Ignore the Haters—I Still Love These Versatile and Comfy Pants and Bet You Do Too
See how fashion people from NYC to Paris to London wear them for fall.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFW
Let's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to Her
A glimpse into the life of this savvy entrepreneur.
-
This Classic Shoe Is Every Parisian's Secret to Making Jeans Look Elevated in Fall
And you probably already own it.
-
Wearing All Black Is Great, But This Outfit Color Looks Even Cooler With Sneakers
Listen, this look is going to be a new go-to.
-
The Easy-Yet-Elevated Outfit Formula Fashion People Will Be Wearing Straight Into Fall
Here are seven takes on the chic look.
-
From Basic to Designer: This Outfit Trend Will Instantly Make Your T-Shirts Look The Row Coded
Pinky promise.
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One Pair
Prepare for endless compliments.