Styling Classic Flare Jeans for Every Occasion

One great perk with flared jeans is they’re often made with stretch denim, so they don’t pinch or restrict your movement. On those days you’re looking for an easy daytime outfit for grabbing coffee or running errands, reach for denim flares instead of leggings to look just a bit more put together.

The trendy shape will add visual interest to the timeless outfit formula, enabling you to be comfortable and stylish at the same time. Add an oversized top to try the dress-over-pants trend (like Gigi Hadid!) for an even trendier silhouette. For something a little warmer that follows this same setup, “Pair your flared jeans with a chunky-knit oversized sweater,” suggests Jordan Stolch. “And your favorite heeled Chelsea boots.”

While flare jeans pair beautifully with towering platforms or boots, the wide cuff looks just as good over simple sneakers. That makes them a great option for grabbing a meal with your pals. Dress it up with a coordinating belt or a statement jacket, like Bella Hadid did in New York City, and you’ve got an instant look for happy hour.

Jeans don’t have to be too casual for the office. Of course, it matters which jeans you choose. Flared jeans can look office-appropriate but you’re still best off if you choose a dark-colored wash. Once you’ve found the right pair, the key to making them professional is accessorizing them properly.

Jordan Stolch recommends “styling them with a tailored blazer and a simple underlayer, such as a bodysuit.” A neatly tucked button-up can also be a good option. Be mindful of the details to make your ensemble polished. “Keep the look professional by finishing it off with some simple jewelry and comfortable pumps,” says Stolch.

The flare’s 1970s origins mean they add a serious dose of bohemian energy to your outfit, making them perfectly suited for festival attire. If something like Coachella or Stagecoach is on your calendar this year, you can lean into your denim’s vintage feel by pairing your flares with a little flair in the form of a fringed bag or jacket. Don some fun jewelry and a statement top for a creative and casual look that’s festival-ready.

The long, feminine lines of flared jeans make them a perfect foundation for your dramatic going out looks—perfect if you’re getting dressed for date night. Especially if your style already leans a little boho, it’s the perfect opportunity to lean into drapey shapes or bold patterns to balance out the movement in the jeans. Whatever you pick, think statement.

Then, add a little glamor. “Dress up your denim by choosing a statement, elevated blouse for a night out,” says Jordan Stolch. “Finish it off with your favorite evening footwear, like a sexy sandal or sleek booty.”