Movies like Up in the Air

The Intern, starring Robert De Niro and Anne Hathaway, centers around the life of a retired executive who returns to the workforce. While it's more light-hearted than Up in the Air, its exploration of workplace dynamics and personal growth makes it appealing for viewers who enjoy tales of self-discovery set against a corporate backdrop.

Directed by Sofia Coppola, Lost in Translation shares the theme of disconnectedness and forming unexpected bonds while on the road, much like Up in the Air. It delves into the intimacy between two characters who find solace in each other's company amidst their alienation, making it a compelling watch for those who appreciated the nuanced relationships in Up in the Air.

While focusing more on the sports agent industry, Jerry Maguire captures the professional and personal transformation of its protagonist, much like Ryan Bingham in Up in the Air. It's a film for those who fancy a blend of romance, drama, and a behind-the-scenes look at a high-pressure job.

Revolutionary Road, featuring Leonardo DiCaprio and Kate Winslet, examines the struggles of a suburban couple who feel trapped by societal expectations. While it is a period piece, it shares with Up in the Air a critical view of the American Dream and its potential to inhibit true happiness and individuality.

Larry Crowne, featuring Tom Hanks and Julia Roberts, follows a middle-aged man who goes back to college after losing his job. The movie's themes of starting over and self-improvement offer a lighter, more optimistic take but still resonate with viewers who appreciated the life pivot moments in Up in the Air.

A sharp satire like Up in the Air, Thank You for Smoking follows the life of a charming tobacco lobbyist. It's perfect for those who enjoy a mix of humor and moral ambiguity as it delves into the art of persuasion and the ethical complexities faced by those who 'sell' for a living.

In Good Company deals with themes of corporate culture and its impact on personal lives, much like Up in the Air. It tells the story of an older executive who gets a young new boss and highlights the generational clash in the corporate world, appealing to viewers interested in the human side of business.