Montana has been married three times. In 1974, he wed his hometown sweetheart, Kim Moses, during his second semester at Notre Dame; they divorced three years later. In 1981, he married Cass Castillo; they divorced in 1984. He met Jennifer Wallace, an actress and model, while the two worked on a Schick commercial; the couple married in 1985. They have four children: Alexandra (b. October 10, 1985), Elizabeth (b. December 20, 1986), Nate (b. October 3, 1989), and Nick (b. April 28, 1992). Both of his sons played football for De La Salle High School. Nate became an undrafted free agent from West Virginia Wesleyan (after transferring from Notre Dame and the University of Montana), as did Nick, undrafted free agent from Tulane University (having transferred from the University of Washington and Mt. San Antonio College).