January 17, 2025 — Charlotte Pennington

Flare jeans are a gem from the retro fashion scene that has made a roaring comeback in recent years, and we’re absolutely living for it! The dramatic yet relaxed silhouette of these women’s classic clothes was a huge hit among hippies during the 70s countercultural movement, so it’s no surprise they’re making their way back into our wardrobes. If you’ve been wondering how to style flare or bell-bottom jeans the contemporary way, take a look at some of the ideas below!

Keep It Simple With Basic Tops & Graphic Tees

A woman in flare cargo jeans & a white crop tee

A basic women’s comfy top or a vintage-style graphic tee paired with flared jeans is a classic look that stays true to the saying “less is more.” It makes for the perfect daytime combo if you opt for light or medium-wash jeans. Edgy details like cargo pockets can really level up the look. Style it with platform sandals and a tote bag for a relaxed vibe, or go with a sportier sling bag and chunky sneakers.

Go Oversized With Boyfriend Sweatshirts or Hoodies

A woman in black flare jeans & a white sweatshirt

How to style flare jeans for winter? Don’t overthink it. Just pair it with your favorite basic boyfriend sweatshirt or comfy hoodie, and you’ll be good to go! The loose silhouette of the top will perfectly complement the volume of the jeans for a balanced look. If you want to make it more interesting, grab a women’s embroidered sweatshirt instead. Complete the look with combat boots for a streetwear-inspired vibe.

Make It Chic With Fitted Tops & Stylish Jackets

A woman in khaki flare jeans, white long-sleeve top & a green checkered vest

Here’s how to style flare jeans for a look that’s casual but a little more put together: Opt for a fitted top or bodysuit, slide on your jeans, and add a women’s fashionable jacket on top. Easy, right? Khaki jeans paired with a solid-colored top and a blazer work well for the office. Swap the blazer for a bomber or puffer jacket, and you’ll have a casual look for outings. Go with ankle-length boots for a polished look or sneakers to keep it laid-back.

Channel Retro Vibes With Button-Down Shirts

A woman in a striped shirt, white tank top, and white flare jeans

For a more authentic, retro-inspired look, you’ll want to go with the more dramatic version of flare jeans—the bell-bottom jeans. How to style it? Just pair it with a women’s linen button-down shirt! Tuck the shirt in and keep it unbuttoned at the collar for a relaxed vibe. Finish the look with heeled boots and oversized sunglasses to serve vintage aesthetics!

Styling flare or bell-bottom jeans is all about playing with proportions. Try a variety of fitted and oversized tops to discover what works for you, and you’ll become a pro in no time!

Author Bio

With a strong belief in using fashion as a means for self-expression, Charlotte Pennington helps individuals embrace their unique personal style and showcase it through their clothing choices. From her early days flipping through fashion magazines to her adventures scouring thrift shops for hidden gems, fashion has always been her muse. Shaped by California’s iconic and relaxed fashion influences and armed with a pen and a keen eye for trends, Charlotte now shares her love for fashion through her writing.