Flare jeans are having a serious fashion comeback, and they’re easier to style than ever.
Whether you’re going for a laid-back look or something a bit more polished, there’s a flare jeans outfit that fits the vibe.
Below are six outfit combinations that show just how versatile and flattering flare jeans can be.
Flare Jeans and Boots Outfit

Shop: https://www.lulus.com/
This look combines the elongating effect of flare jeans with the structure of a good boot. It’s perfect for cooler seasons and adds a chic western or retro flair depending on the boot style. Pair with a tucked-in blouse or cropped jacket for a sleek finish. Heeled boots work especially well to highlight the flared silhouette. It’s a confident, fashion-forward combo that works from day to night.
Flare Jeans and Sneakers

Shop: https://www.buckle.com/
Flare jeans and sneakers offer a relaxed, easygoing vibe that’s perfect for casual days. Go for platform or chunky sneakers to balance the wide leg. Add a graphic tee or a hoodie for a playful, street-style edge. This pairing is as comfortable as it is cool. It’s a modern twist on ’70s style with a sporty update.
Flare Jeans and Sweater Outfit

Shop: https://www.lulus.com/
Cozy up in a chunky knit or slim-fit sweater tucked into high-waisted flare jeans. This combo is great for fall and winter, keeping you warm while looking effortlessly put-together. Go for neutral tones or rich autumn colors to elevate the outfit. Add ankle boots or clogs to complete the look. It’s stylish comfort you’ll want to wear on repeat.
Flare Jeans and T Shirt Outfit

Shop: https://www.buckle.com/
Sometimes simple is best—throw on a basic or graphic tee with your favorite flare jeans. It’s a go-to look that feels fresh and youthful. Tie the shirt in a knot or do a French tuck to show off your waistline. Finish with flats, sneakers, or sandals depending on the season. This outfit proves that casual can still be cool.
Flare Jeans Work Outfit

Shop: https://www.lulus.com/
Yes, you can wear flare jeans to work—just dress them up a bit. Pair them with a structured blazer and a tucked-in blouse or turtleneck. Stick to dark-wash denim and add sleek heels or ankle boots for a more polished vibe. It’s an ideal look for casual Fridays or creative office spaces. You’ll feel confident and pulled together all day.
Flare Jeans Low Rise
Low-rise flare jeans bring a bold, early 2000s-inspired edge to your wardrobe. Style them with cropped tops, fitted tanks, or a long-line cardigan. Add statement accessories like a belt or mini shoulder bag for that Y2K revival feel. Platform shoes or heeled sandals add a little height to balance the silhouette. This look is all about embracing retro confidence with a modern twist.