Chasing Papi is a romantic comedy film. The film focuses on Tomas, a popular playboy. He works for a marketing company and has three different girlfriends, all in different cities. Because of his job, Tomas is able to travel a lot and visit all of them. Cici is a waitress in Miami, Patricia is a socialite in New York, and Lorena is a lawyer in Chicago. Tomas loves all the attention from the women, but he is having a hard time keeping up three relationships.
One day, Tomas is giving a presentation at work when he passes out. His doctor is concerned about his stress levels and tells him that the best way to heal himself is to choose one girl. While Tomas is at the doctor's, all the girls end up traveling to his home. They meet each other and begin to talk about Tomas. When they realize he has been dating all of them, they are furious. They decide to all break up with Tomas. They then leave his house.
Tomas gets home, with a prescription of tranquilizers given to him by his doctor. One by the one, the girls return to his home to confront him. Each time one of them comes over, Tomas takes more tranquilizers. Eventually he passes out completely.
Meanwhile, an FBI agent is tracking one of the girls, and the girls all assume that she is just another girlfriend. The plot is complicated when the girls decide to kidnap Tomas until he wakes up. They hide out in a hotel where a Miss Latina pageant is going on. One of the girls decides to compete. Meanwhile, they are being chased by drug dealers and the FBI.
Eventually, Tomas wakes up. He feels bad for what he has done to the women but decides he can't choose. The girls decide to leave him, and they all become friends.