The 1990s were the golden age of jet-set fashion. That era was a sweet spot in which travelers had stopped fully suiting up for flights, but designer sweatpants hadn’t yet become the norm, leading to transit ensembles with real purpose and personality. And luckily for us (and a million Instagram mood boards), the paparazzi were there to capture it all: the ’90s airport fit was born and etched into the halls of menswear. Think David Letterman in a double-breasted blazer and broken-in…

