| The Greatest Night in Pop (2024) Self (archive footage) |
| The Highwaymen: Friends Till the End (2016) Self - Performer |
| The Highwaymen - Live American Outlaws (2016) Self |
| Waylon Jennings: Live at the US Festival (2011) Himself |
| Waylon Jennings: Live from Austin, TX '84 (2008) |
| Johnny Cash: Live On Air (2008) Self |
| Opry Video Classics: Honky-Tonk Heroes (2007) Himself (archive footage) |
| Never Say Die: The Final Concert Film (2007) Self |
| American Revolutions: The Highwaymen (2006) (archive footage) |
| Outlaw Country: Live from Austin, TX (2006) Compositeur, Guitare, Artiste principal, Voix |
| Waylon Jennings: Live from Austin, TX (2006) |
| The Highwaymen: On the Road Again (2003) Himself |
| This Land Is Your Land - Folk Years (2002) |
| Saddle Rash (2002) (voice) |
| Tom Sawyer (2000) Judge Thatcher (voice) |
| Behind The Music: The Day The Music Died (1999) Self |
| Outlaw Justice (1999) Tobey Naylor |
| Neil Diamond: Under a Tennessee Moon (1996) Self - Special Guest |
| Maverick (1994) Man with Concealed Guns |
| Willie Nelson: The Big Six-O (1993) Self |
| The Highwaymen: Live at Nassau Coliseum (1990) Self |
| Waylon: Renegade. Outlaw. Legend. (1990) Himself |
| George Jones: Same Ole Me (1989) Self |
| Chet Atkins and Friends (1987) |
| Stagecoach (1986) Hatfield (Gambler) |
| Follow That Bird (1985) Truck Driver |
| We Are the World: The Story Behind the Song (1985) Self (uncredited) |
| My Heroes Have Always Been Cowboys (1984) Self |
| I Love Liberty (1982) Self |
| George Jones: With a Little Help from His Friends (1981) Self |
| The Oklahoma City Dolls (1981) Wayne Doak |
| Willie Nelson's 4th of July Celebration (1979) |
| The Cheryl Ladd Special (1979) Himself |
| Waylon Jennings - The Lost Outlaw Performance (1978) Himself (vocals, guitar) |
| Moonrunners (1975) Balladeer |
| Ned Kelly (1970) Balladere (voice) |
| The Road to Nashville (1966) |
| Nashville Rebel (1966) Arlin Grove |