Sara (Oleynik) is a photographer who is constantly being offered high paying commercial work, but is losing site of the creativity that made her a success in the first place. Her best friend not only challenges her to go back to her roots, but he might very well be in love with her. Amy (Hall) has lost the love of her life and is suddenly vulnerable and alone. Her mother tries to help, her brother doesn't know what to do, and her father gets her to throw a party each of them will never forget. Katie (Thompson) is an actress in an unpredictable relationship with a more successful, but less talented, actor. She is trying to decide which path to follow with her career, and her boyfriend is only making things worse. Beth (Nash) is a psychologist without any perspective on her own problems. By coincidence, she ends up a patient's party, and it makes her open up in a new way.

Three days in which the ordinary becomes sublime and everyday life suddenly seems surreal. Through broken windows, we see glimpses of desires and unfulfilled destinies. Broken Windows is a poignant story about love, dreams and hopes and how the choices we make, sometimes without much thought, may take our lives in a completely different direction.