Play2Win was a live interactive game show that originally aired from 2 a.m - 3 a.m. Eastern Time on stations owned by Tribune Broadcasting. It moved to the 3 a.m. - 4 a.m. timeslot on February 27, 2007, where it remained until the show ended on March 10, 2007. The one-hour program featured interactive games where the viewers could win cash prizes.