The manager of the negative assets sector of Life magazine, Walter Mitty (Ben Stiller), has been working for sixteen years in the magazine and has a tedious life, not going anywhere but from his home to his job and vice-versa. He is an escapist, daydreaming into a world of fantasy many times a day. Walter has a crush on the recently hired Cheryl Melhoff but he is too shy to invite her on a date and he is trying to contact her through via online dating. The magazine is preparing to release the latest printed edition and the loathsome manager of transition Ted Hendricks is preparing an inevitable downsizing over the next few days. Walter has been the liaison between the magazine and the mysterious independent photographer Sean O'Connell that has sent to him a package of negatives and a wallet as a gift for his work. Sean also suggests to the senior management the use of negative 25 for the cover of the last edition. However Walter cannot find the negative that is missing. Walter has no means to contact Sean and finds a clue that he might be in Greeland. He decides to travel to Greeland to track Sean down in the beginning of an unbelievable adventure.

Subway Station, West 125th Street and Broadway, Harlem.

Broadway and Tiemann Place, Harlem.

Time & Life Building, 1271 6th Avenue (btw West 50th and 51st Streets) Manhattan.

1251 6th Avenue and West 50th Street, Manhattan.

Beethoven Pianos, 2403 3rd Avenue and Bruckner Blvd, Bronx.

6th Avenue (btw West 51st & 52nd Streets) Manhattan.