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When it comes to airport style, a pair of Vogue-editor-approved sweatpants are a foolproof alternative to the more carefully considered looks spotted on celebrities—whether that’s a crop top ensemble from Bella Hadid, or Rihanna’s ability to wear stilettos while taking an overnight flight. But there’s still the question of what to wear when you actually have to look semi-decent. Whether you’re traveling with a colleague on a business trip or vacationing with a significant other for the very first time, how do you put together a comfortable yet stylish outfit? The answer is simple: Channel your inner supermodel. From the tweed skirt suits and sensible flats of Suzy Parker in the ’50s that will take you from the airport straight into a board meeting, to the effortless white denim of Jean Shrimpton and cozy sweater dresses of Jane Birkin in the ’60s, we’ve rounded up the chicest travel outfits from every decade.
The key to dressing like a supermodel while traveling? Stick to the basics. You’ll need a cool pair of shades in case of a run-in with the paparazzi, of course, but a great pair of jeans are also an excellent start—and looking back across the decades, the options are endless. In the ’70s, Iman opted for a classic light-wash blue jean paired with dark aviators, while in the ’00s, Natalia Vodianova opted for a pair of low-slung dark skinnies. Some trends have also made an impressive comeback: Just take Cindy Crawford’s signature ’90s mom jeans, which her daughter Kaia Gerber regularly gravitates toward almost 30 years later. Whatever decade you want to channel during your holiday travels, here are 12 ways to look chic in supermodel-approved, stylish and—most important—comfortable airport outfits.
’50s: Suzy Parker
’60s: Jean Shrimpton
Jane Birkin
’70s: Lauren Hutton
Iman and David Bowie
’80s: Cindy Crawford
’90s: Kate Moss
Naomi Campbell
’00s: Natalia Vodianova
’10s: Paloma Elsesser
Kaia Gerber
