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Cindy Crawford’s Retro Date-Night Jeans Are a Steadfast Staple for Fall — Shop Styles Inspired by Her Pair from $31

It’s no secret that fashion trends come and go, but we’re particularly fond of one retro revival that’s having its comeback right now.

Hollywood stars like Olivia Munn, Reese Witherspoon, and Drew Barrymore have all been spotted in flare jeans this year — and Cindy Crawford is hopping on the trend, too. The 59-year-old supermodel stepped out in March with husband Rande Gerber to attend the closing night of their daughter Kaia Gerber’s play Evanston Salt Costs Climbing in Los Angeles. Crawford kept it casual and classic in a Lilysilk sweater, suede boots, and olive-colored flare jeans that are making us want to reassess our denim collections this fall. 

Luckily, Amazon’s fashion department is overflowing with affordable flare jeans to snag today. We rounded up styles to shop from $31, including picks from Levi’s, Wrangler, Madewell, and more top brands. 

Flare Jeans Inspired by Cindy Crawford

Lee Legendary Mid-Rise Flare Jeans

Looking for a tried-and-true closet staple? Grab these Lee flare jeans that have earned more than 2,500 perfect ratings from Amazon shoppers. They have a mid-rise waistline that multiple reviewers find “flattering,” plus a curve-accentuating fit that subtly flares out at the knees. Best of all, the jeans are made from Lee’s signature stretch denim material that’s anything but restrictive. 

Wrangler Retro High-Rise Trumpet Flare Jeans

For a more statement-making option, try these Wrangler jeans with an exaggerated trumpet flare. The bell-bottoms have tons of ’70s flair (pun intended!), along with a high waistline and eye-catching stitching along the knees and back pockets. “They’re super comfortable and I’m able to ride my horses in them,” one reviewer raved. “So far [there’s] no ripping or tearing — and they’ve been through mud, rain, and the wash and dryer.”

Cicy Bell Barrel Flare Jeans

Celebrities like Michelle Williams have also revived barrel jeans, which have more of an ’80s look. You can combine the two styles with this popular pair. It flares out at the knees and slightly tapers back in at the ankles, providing a fresher take on a typical bell bottom. They also have unique stitching running vertically along the legs, which gives them a dressier look compared to standard jeans. You can dress them up with cute sweaters and blouses this fall.

Amazon’s fashion hub has tons of flare jeans that look so similar to the ones we spotted on Cindy Crawford. Below, you can shop even more styles from customer-loved brands. 

Levi’s Ribcage Flare Jeans

Wrangler High-Waisted Fierce Flare Jeans

Levi’s 726 Retro High-Rise Flare Jeans

Madewell Palazzo Stretch Wide-Leg Flare Jeans

Madewell Flared Wide-Leg Jeans

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