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Olivia Rodrigo Wore Sneakers With the Best Jeans For Travel | Who What Wear

Published 1 day ago3 minute read

Even the mention of someone wearing jeans to the airport, especially for a long-haul flight, is enough to set people off. I get it, and there are certain denim styles I wouldn't be caught dead in near TSA either. At the same time, not all jeans are created equal, and some can be just as roomy and comfortable as sweatpants and have a far more put-together appearance. For a celebrity like Olivia Rodrigo, who expects to be photographed at the exit of every airport they visit, I can understand swapping out joggers for an equally spacious (but still on-trend) pair of barrel-leg jeans, which Rodrigo did for her most recent flight into JFK. Frequent flyers know that the not skinny, not wide-leg denim pick is just right, especially when paired with Adidas sneakers.

Olivia Rodrigo spotted arriving at JFK airport in New York City wearing a Frank Sinatra 1979 tour shirt, a Winona hat, blue barrel jeans, and Adidas sneakers.

(Image credit: Backgrid)

Adidas Samba OG Shoes ($100); Idea Winona Cap ($45); Rouje Big Bag ($495); Sony headphones

Samba Og Shoes

Let me lay out the draws of wearing barrel-leg jeans specifically for flying. Obviously, they're not skinny jeans, so they won't feel tight or restricting on the flight. Rather, the horseshoe-like shape is quite capacious, leaving your thighs and calves free and allowing for the easy application of compression socks. IYKYK. Yes, wide-leg jeans also leave you plenty of space to move about the cabin freely, but they almost take up too much room. Thus, the barrel-leg jeans win, becoming my—and apparently Rodrigo's—official pick for the best jeans to wear to the airport.

The "Vampire" singer paired her classic blue jeans with black Adidas Sambas (a style she's been wearing for years) as well as a vintage Frank Sinatra T-shirt, an Idea Winona baseball cap, and a sweater tied around her waist. She finished off the travel ensemble with a tiger-print shoulder bag from Rouje and a pair of over-ear Sony headphones. Find me a better airport look—I'll wait.

Scroll down to shop her winning pant-and-sneaker combo for your next trip.

We the Free Good Luck Mid Rise Barrel Leg Jeans

We the Free

Good Luck Mid Rise Barrel Leg Jeans

Tokyo Shoes

Madewell, The Darted Barrel-Leg Jean

Madewell

The Darted Barrel-Leg Jean

Flat Combined Derby Shoes

ZARA

Flat Combined Derby Shoes

High Waisted Z1975 Balloon Jeans

ZARA

High Waisted Z1975 Balloon Jeans

Brasil Capoeira Sneakers

PUMA

Brasil Capoeira Sneakers

Miro High Waist Barrel Jeans

Citizens of Humanity

Miro High Waist Barrel Jeans

Super Lowpro Sneaker

Vans

Super Lowpro Sneaker

Madewell, The Curvy Darted Barrel-Leg Jean

Madewell

The Curvy Darted Barrel-Leg Jean

Gola Elan Sneakers

High Rise Barrel Leg Jeans

H&M

High Rise Barrel Leg Jeans

Tokyo Shoes

Good Luck Barrel Leg Jeans

Free People

Good Luck Barrel Leg Jeans

New Balance Rc42 Sneakers

New Balance

RC42 Sneakers

Wes High Waist Barrel Jeans

Pistola

Wes High Waist Barrel Jeans

Rec Sneakers in Mesh

Eliza Huber is an NYC-based senior fashion editor who specializes in trend reporting, brand discovery, and the intersection of sports and fashion. She joined Who What Wear in 2021 from Refinery29, the job she took after graduating with a business degree from the University of Iowa. She's launched two columns, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter; and reported on everything from the relationship between Formula One and fashion to the top runway trends each season. Eliza lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, watching WNBA games, and scouring The RealReal for discounted Prada.

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