14 of the Most Iconic Fall Airport Outfits Ever Seen on Celebs

One way in which celebrities aren't just like us when they travel is that they frequently have cameras trailing them at the airport. It explains why they often dress to the nines for long travel days when many of their fellow passengers are wearing clothes that could pass for pajamas. It would certainly be enough to make me forgo the sweatpants and sneakers.

With fall's official arrival in a matter of days, autumnal outfits that I can't wait to wear have been occupying my brain. Looking at old celebrity airport photos is one of my favorite pastimes, and I set out on a mission to find the most epic fall airport looks from years past. (Disclaimer: Not all of these photos were taken in the fall, but these outfits would be perfect for the September to November period.)

Cindy Crawford, Halle Berry, Princess Diana, Taylor Swift, and more are up ahead, so prepare yourself for some very chic throwback fall airport style and some shopping, of course.

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Halle Berry, 1994
(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

When you're wearing a coat like this, it doesn't really matter what's underneath it, but in Halle Berry's case, the rest of the outfit is perfect too.

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Elsa Hosk, 2022
(Image credit: Rachpoot/Bauer-Griffin/GC Images)

Elsa Hosk's comfortable outfit is the perfect example of how to look chic without suffering on a lengthy flight. 

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Princess Diana, 1996
(Image credit: TIM OCKENDEN/AFP via Getty Images)

Princess Diana's perfect airport outfit in the mid-'90s is as timeless as it gets, down to the loafers and effortlessly draped furry coat.

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Kate Bosworth, 2013
(Image credit: GVK/Bauer-Griffin/GC Images)

Airport-style queen of the 2010s Kate Bosworth has so many good looks to choose from, but I'm partial to this easy fall skinny-jeans look. It actually makes me want to start wearing skinny jeans again.

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Naomi Campbell, 1998
(Image credit: Bertrand Rindoff Petroff/Getty Images)

Nothing says iconic like this glamorous Naomi Campbell look from 1998. I'd love to be flanked by that much Louis Vuitton luggage.

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Bella Hadid, 2018
(Image credit: Marc Piasecki/GC Images)

Given how popular red is for fall '23, I think you're going to see outfits like this a lot at the airport very soon.

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Cindy Crawford, 1994
(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

There were almost too many good '90s Cindy Crawford airport outfits to choose from, but I couldn't resist the maxi skirt and backless mules here.

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Chrissy Teigen, 2017
(Image credit: starzfly/Bauer-Griffin/GC Images)

Remember when every celebrity wore one of these floppy felt hats and long scarves to the airport? Chrissy Teigen's version of the look is particularly chic.

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Taylor Swift, 2015
(Image credit: GVK/Bauer-Griffin/GC Images)

While I wouldn't wear a cropped sweater, a micro miniskirt, sheer tights, and heels on a flight, I probably would if I were Taylor Swift.

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Tyra Banks, 1996
(Image credit: Jim Smeal/Ron Galella Collection via Getty Images)

An oversize denim jacket is the coolest way to elevate leggings. Just ask '90s-era Tyra Banks.

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Miranda Kerr, 2013
(Image credit: Jun Sato/WireImage)

Miranda Kerr is one of those celebs who's always gotten quite dressed up for the airport. With the return of sheer tights, I was drawn to this particular outfit. She proved that as long as you have a big coat to wrap yourself up in on the plane, you can kind of wear anything.

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Victoria Beckham, 2015
(Image credit: GVK/Bauer-Griffin/GC Images)

Victoria Beckham is one of the most elevated airport dressers of all time. The loose red trousers she wore on this occasion would be perfect for a flight when you have to go straight to a meeting or dinner upon arrival.

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Rosie Huntington-Whiteley, 2013
(Image credit: GVK/Bauer-Griffin/GC Images)

This very 2010s outfit comes courtesy of airport-style icon Rosie Huntington-Whiteley. I'm suddenly tempted to wear leggings with a long oversize cardigan.

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Selena Gomez, 2016
(Image credit: GVK/Bauer-Griffin/GC Images)

For some reason, this is the outfit I'll always see when I think of Selena Gomez's travel style. The red sweatsuit paired with strappy white heels was somewhat low-key but still very memorable.

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Allyson Payer
Senior Editor

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.