3. Home Alone 2: Lost In New York
Box office gross: $173.6 million
Substitute New York City for suburban Chicago, the Plaza Hotel for the McCallister household and a sage old pigeon lady for a sentimental old man and you've got yourself a blockbuster sequel.
The question that routinely arises from this film is "How does a family end up leaving a kid behind on Christmas twice?" We're sorry, but have you met Macaulay Culkin's Kevin? When surrounded by anyone other than himself and bungling burglars, all he excels at is complaint and petulance. He hates his brothers and cousins, so he gets left at home the first time for sulking. Then he hates that the family Christmas destination of choice in Miami, he runs away to New York with a bag full of daddy's money.
Despite being genuinely awful, he somehow befriends a toy store owner, saves his store from well-traveled thieves Harry (Joe Pesci) and Marv (Daniel Stern) and gets an eccentric old woman who lost her family to save him with her pigeon powers. It's implausible, but it's also just really annoying.
It also stretched the premise to its breaking point. When a sequel was released five years later, Culkin and the rest of the regulars were notably absent. If not for its distinction as one of Scarlett Johansson's earliest roles, Home Alone 3 would have little separating this landfill fodder from the two straight-to-TV sequels that followed.