Reese Witherspoon’s Retro Jeans Are a Must-Have for Fall — Grab a Pair from $16

Flare jeans are having a renaissance in celebrity closets.

Reese Witherspoon just wore high-waisted flare jeans while out to dinner with friends the night before the 2024 Emmy Awards. Her sleek, stylish ensemble reminded us of the bootcut pair we spotted on her Big Little Lies costar Nicole Kidman earlier this month. Case and point: Flare jeans are in for fall.

If you’re looking to hop on the trend, we rounded up the best pairs to shop at Amazon right now — and our favorite finds start at just $16. So many of our top picks are on sale, including styles from Levi’s, Lee, Wrangler, and Silver Jeans Co. 

Flare Jeans Inspired by Reese Witherspoon

• It’s a Match: Wrangler High-Waisted Fierce Flare Jeans, $45 (orig. $59)
• Best Deal: Lee Legendary Mid-Rise Flare Jeans, $16 (orig. $35)
• Levi’s 725 High-Rise Bootcut Jeans, $57 (orig. $70)
• Wrangler Retro High-Rise Trumpet Flare Jeans, $49 (orig. $80)
• WallFlower Insta Stretch Mid-Rise Bootcut Jeans, $40 (orig. $48)
• Lee Legendary Mid-Rise Bootcut Jeans, $25 with coupon (orig. $43)
• Levi’s 726 Retro High-Rise Flare Jeans, $57 (orig. $70)
• Tribal Sophia Curvy Micro Flare Jeans, $53 (orig. $99)
• Silver Jeans Co. 90s Vintage High-Rise Bootcut Jeans, $56–$68 

Wrangler High-Waisted Fierce Flare Jeans

While they’re not an exact match, they’re close enough, and these Wrangler jeans check all of the same boxes as the ones we saw on Witherspoon. They have a high-rise waist and a super cute flare that falls between a bootcut and bell-bottom. Plus, they’re available in a similar dark wash that’s great for fall, no matter if you’re pairing them with a neutral-colored blouse or a jewel-toned sweater. Grab them while they’re under $50 now.

Levi’s 726 Retro High-Rise Flare Jeans

For an even more retro style, try the Levi’s 726 jeans. They have a high waistline and a subtle flare that flows over boots, plus a double-button closure and pronounced seams for some eye-catching details. They’re also made from the brand’s signature stretchy denim blend that hugs curves without feeling restrictive.

Lee Legendary Mid-Rise Flare Jeans

The best deal we found belongs to these mid-rise Lee jeans, which are up to 53 percent off today. Mid-rise might be a scary thing to read, but many reviewers find the jeans plenty “flattering.” The cut reaches right at the naval, offering structure to your waist and belly without hiking up to your ribcage. 

We found even more must-have pairs of flare and bootcut jeans available at Amazon right now. Read on to see our top picks for fall. 

Levi’s 725 High-Rise Bootcut Jeans

Wrangler Retro High-Rise Trumpet Flare Jeans

WallFlower Insta Stretch Mid-Rise Bootcut Jeans

Lee Legendary Mid-Rise Bootcut Jeans, $25 with coupon

Tribal Sophia Curvy Micro Flare Jeans

Silver Jeans Co. 90s Vintage High-Rise Bootcut Jeans