Movies like Chasing Amy

Before Sunrise is an intimate portrayal of two strangers who meet on a train and decide to spend an evening together in Vienna. Like Chasing Amy, it's a dialogue-driven exploration of connection and romance, with conversations that resonate long after the credits roll.

Say Anything... is a classic tale of an underachiever falling for a high school valedictorian. Like Chasing Amy, it's a film that challenges the norms of romantic storytelling and features a memorable performance by John Cusack, whose portrayal of a lovesick young man is both authentic and endearing.

High Fidelity, starring John Cusack, delves into the romantic life of a record store owner, who—much like Holden in Chasing Amy—reflects on past relationships through the lens of popular music. If you enjoy candid narratives about love and self-discovery, this movie's witty take on romantic intricacies will strike a chord.

Directed by Kevin Smith, just like Chasing Amy, Clerks offers a raw and hilariously unrefined look at the lives of two convenience store workers. Fans of Smith's unique dialogue and relatable characters will find themselves right at home with the offbeat charm of this indie gem.

In Garden State, Zach Braff delivers a story about an actor returning to his hometown and reevaluating his life, much like the introspective journeys of self-discovery in Chasing Amy. This film's quirky humor and emotional depth will appeal to those who appreciate character-driven narratives.

Reality Bites captures the essence of '90s youth culture, focusing on a group of friends navigating the challenges of early adulthood. The film’s honest dialogue and poignant exploration of relationships and identity will resonate with viewers who appreciate Chasing Amy's take on the complexities of love and friendship.

Another entry in Kevin Smith’s View Askewniverse, Mallrats presents a day in the life of two friends coping with their recent breakups in a suburban mall. The film's irreverent humor and exploration of young love echo the themes found in Chasing Amy, making it a relatable pick for fans of heartfelt comedies.