War hero Dennis Morgan becomes the object of a publicity stunt staged by magazine publisher Sidney Greenstreet. The corpulent print mogul announces that Morgan has won a Christmas dinner, to be prepared by the magazine's housekeeping expert Barbara Stanwyck in her own Connecticut home. The catch: Not only does Stanwyck not have a home in Connecticut, but she's never been in a kitchen in her life! She also doesn't have a husband (as her articles claim), so Stanwyck's erstwhile beau Reginald Gardiner is pressed into service as the hubby. As for the cooking, that will be handled by master chef S. Z. "Cuddles" Sakall. This solves everything, right? No way, Jose. Long dismissed as a lesser film farce, Christmas in Connecticut has its own irresistible charm, and has in recent years become a perennial Christmas TV attraction.
A young boy stumbles upon a simple way to change the world in this drama. Trevor (Haley Joel Osment) is a bright 11-year-old boy who comes from a troubled home; his mother Arlene (Helen Hunt) is an alcoholic trying to hold down two jobs to support her son, while Trevor's father Jon Bon Jovi) left his family behind some time ago. At school, Trevor's class is introduced to their new social studies teacher, Mr. Simonet (Kevin Spacey), a guarded man with severe facial scars. Simonet gives his class an unusual assignment – think up a practical way to make the world a better place, and put it into action. Trevor comes up with the notion of Pay It Forward" – do a needed favor for three different people without being asked, and then ask them to do the same for three others. Trevor starts by letting Jerry (James Caviezal), a junkie living on the streets, stay in his home. Next, he tries to fix Arlene up with Mr. Simonet, since both seem to be lonely and the clean and sober teacher might help Arlene stay away from alcohol.