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How to Style Flare Jeans: Expert Tips for Every Silhouette and Season

Flare jeans are staging an epic comeback, blending vintage charm with modern flair.

Fashion thrives on these nostalgic revivals, pairing today's essentials with timeless pieces like the iconic bell bottoms. The modern flare—less dramatic than its '60s and '70s predecessor—comes in slim-to-ultra-flared fits, from fitted to flowing. With a playful Funny Ladies vibe, our 2020 take elevates both chic and casual outfits.

Drawing from years of styling expertise and insights from top fashion influencers, here's how to wear flare jeans for effortlessly trendy looks.

Understanding Flare Jeans

What Are Flare Jeans?

Flare jeans feature a fitted waist and thighs, flaring out from the knee to the ankle. This hybrid cut bridges slim jeans and the legendary flares of past decades.

Their retro edge feels utterly fresh, offering a chic, relaxed alternative as skinny jeans fade from favor.


Best Body Types for Flare Jeans

This cut elongates the legs and adds height, available in slim, wide, or ultra-wide options. Choose what flatters you most.

  • If you have curves, go for high-waisted flare jeans.
  • If your waist is less defined, try low-rise flares.

Flares draw the eye downward, balancing wider shoulders or a fuller upper body for harmonious proportions.

Flare jeans for petites?

Slim, boyfriend, or bootcut jeans often suit petites better, as flares can overwhelm shorter frames. If you love them, opt for cropped slim flares paired with heels to elongate your silhouette.

What to Pair with Flare Jeans

Fashion bloggers master flares with bold, avant-garde mixes of chic and edge—prime inspiration for real-world styling.

Top Choices

T-shirts, blouses, shirts, or crop tops pair seamlessly. Skip oversized tops; fitted styles shine, with an oversized cardigan for added drama.


Jacket Pairings

A leather biker jacket infuses rock 'n' roll edge with contemporary polish.

For office-ready vibes, try a white tee, belted flares, and blazer—ideal for wearing flare jeans professionally.

Shoe Styling

Long, ultra-flared cuts hide shoes, so heels prevent a shortened look.

Chic pointed ankle boots bridge cowboy and classic styles for elegance. Sock boots complement perfectly. For cropped flares, reveal ankles with sleek pumps or strappy sandals.


Winter Flare Jeans Looks

Their structured silhouette shines in winter—short or long, styled with boots or platform heels.

Modernize the retro vibe with oversized knits or vests tucked into high-waisted flares at the front. Leather or suede pointed ankle boots add sophistication.


Key Takeaways

Flare jeans lead this year's denim trends—a softer take on classic flares.

Style them like this:

  • Best for taller frames
  • Pair with heels (wedges, blocks, platforms, pumps)
  • Cool evenings: Add a biker jacket for modern edge
  • Winter: Chunky knits tucked in front for contemporary flair
  • Office: Blouse or shirt with a belt