Calvin is a young hypochondriac who works as a baggage handler at an airport, living a life dominated by his unfounded health fears and anxieties. One day, his life takes an unexpected turn when he meets Skye, an outspoken teenager with a terminal illness. Skye enlists Calvin to help her complete her unconventional bucket list of things to do before she dies. As they embark on a series of adventures together, Skye's fearless outlook on life begins to challenge Calvin's cautious approach, pushing him to confront his own fears and insecurities. Through their unlikely friendship, Calvin starts to discover the true meaning of life and courage.

Meanwhile, Calvin struggles with his feelings for Izzy, an alluring flight attendant who he has secretly admired from afar. While aiding Skye in her quest, Calvin tries to muster the courage to express his emotions to Izzy, who happens to be in a complicated relationship. The trio's paths intersect in unexpected ways, leading to moments of laughter, tears, and self-discovery. As Calvin and Skye grow closer, their friendship takes them on a heartfelt journey that teaches both of them invaluable life lessons. The bond they form deepens, changing their lives forever.