While it's certainly possible to dislike most rom-coms, we'd argue that almost everyone can find at least one romantic comedy that resonates with them. Just in time for Valentine's Day, here are 20 of the greatest romantic comedies ever made (presented in chronological order), including plenty of offerings for the \"I hate rom-coms\" team. Stewart drunkenly carrying Hepburn while singing at the top of his lungs remains one of the great romantic comedy moments. But what makes it an enduring romantic comedy is just how much Grant and Russell crackle from their very first scene together. The Apartment (1960)Billy Wilder might be the patron saint of the modern romantic comedy film, thanks to all of his work in the subgenre over the years.