Flare Jeans Are Back—These Pairs Refresh the Retro Style for 2026

Sep 30, 2026 - 04:09

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Flare Jeans Are Back—These Pairs Refresh the Retro Style for 2026

flarejeans hero image.jpg E! Illustration/ Tommy Hilfiger

Denim is a year-round staple, but with each season comes new styles. This fall, flare jeans are replacing last year's barrel jeans—and fashion is fully embracing the retro-inspired, boho chic silhouette.

Comfortable All-Day Stretch: Tommy Hilfiger Mid-Rise Stretch Flared Jean
Classic True Blue Wash: Tommy Jeans High-Rise Flare Jean
Pre-Styled & Polished: Tommy Hilfiger Belted High-Rise Wide Leg Jean

While inspired by the '70s, flared jeans have proven to be a timeless denim option. From inky indigo hues that feel extra elevated to traditional true blue washes, flared denim pairs well with everything from sleek turtlenecks to romantic flowy tops and all your go-to fall jackets. A pointed mule or bootie completes the look.

You can't go wrong with that classic flare that starts at the knee, you can also reach for wide-leg styles or cropped designs if you're looking for a more modern alternative.

With plenty of designer deals under $100, these flare jeans are the fall upgrade your wardrobe is missing.

Tommy Hilfiger Mid-Rise Stretch Flared Jean

Pair these sleek black jeans with a lace cami and faux fur jacket for the ultimate fall going out look. With their on-trend mid-rise fit, they're designed with stretch for all-day comfort.

Tommy Jeans High-Rise Flare Jean

Prefer jeans that sit higher on the waist? This high-rise pair in a classic true blue wash is a great choice. They have a slim fit through the hips and thighs with a retro-inspired flare.

Tommy Hilfiger Belted High-Rise Wide Leg Jean

Did someone say "pre-styled jeans" for 30% off? Yes, please! This polished pair features a wide-leg cut with contrast seam hems and a tonal self-tie belt at the waist, two small details that elevate these simple dark jeans effortlessly, and its perfect deep navy wash is the cherry on top.

Tommy Hilfiger Stretch High-Rise Cropped Wide Leg Jean

We're calling these the "perfect office jeans" due to their versatility, sleek shape and comfortable fit. They're made from the brand's comfortable stretch denim, a cotton and elastane blend, but with a gently cropped hem at the ankle that's convenient for displaying a statement shoe or pairing with a chunky winter boot.

Tommy Hilfiger High-Rise Wide Leg Jean

Between the high-rise waist and generous wide leg, this is a polished pick that effortlessly adds height by balancing proportions. We'd wear these to the office with a tucked-in top and pointed-toe pumps to further enhance the elongating effect.

Free People Jayde High Waist Flare Jeans

These high waist jeans from Free People have a lived-in wash and exaggerated flare that feels retro-inspired.

KanCan Roxanne High Rise Flare Jeans

Your legs will look miles long in these high-rise flare jeans that flare out at the calf while maintaining their shape.

PAIGE Sofia Flare Jeans

Classic and casual, these PAIGE flare jeans are low-stretch and heritage-inspired for versatile styling.

AG Farrah Mid Rise Bootcut Jeans

These floor-grazing bootcut jeans are made from Japanese denim with minimal fading for a clean, monochrome look.

Joe's The Hi Honey Curvy Bootcut Jeans

Made for hourglass features, these have a gap-proof contoured waist with room in the hips and thighs.

Pistola Kinsley High Waist Flare Jeans

Totally on-trend, these black non-stretch jeans by Pistola are ideal for daily wear.

The knee-high boots we’re wearing all fall and winter, from $24.

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