Movies like The Prisoner of Second Avenue

Woody Allen's 'Annie Hall' provides the laughs and introspection that 'The Prisoner of Second Avenue' indulges in, with a look into the complexities of modern relationships set against the backdrop of New York City with an unforgettable blend of humor and heart.

This Neil Simon-penned comedy shares his signature witty dialogue and sharp social observations, similar to 'The Prisoner of Second Avenue.' The film deals with relationships and the complexity of the human heart, offering both humor and depth that fans will appreciate.

Similar to the midlife crisis theme of 'The Prisoner of Second Avenue,' 'Lost in America' follows a couple who drops out of the rat race and embarks on an unpredictable cross-country journey, offering a funny and satirical look at American culture.