In theory, finding the perfect travel outfit [1] sounds easy: you pull on your comfiest clothes, find shoes that are easy to slip off [2] at security, and, well, you're pretty much done. But if you're looking for an option that's elevated and will also work once you reach your destination, perhaps you can take a tip or two from Angelina Jolie [3]. The star boarded her flight out of NYC in a two-piece Summer look [4] that included a midlength black dress — complete with sheer details on top — and a black pair of pointy-toe flats, which not only met our requirements for being easy, breezy, and cozy, but also would work for a postflight dinner or event.

Angie also inspired us to update our closet with her classic, modest dress style [5], swapping out our slinky LBDs for something a tad longer, more sophisticated, and work-appropriate. Scroll through to see her outfit in full, then shop similar options that'll help you nail the look.

Angelina Wore a Midlength Black Dress to the Airport When Leaving NYC

She Paired the Look With Aviator Shades and a Beige Tote

Along With Her Flats, It Was the Modest Alternative to the LBD

And Also Cozy-Chic