There are former Chargers head coaches that have won Super Bowls as assistant coaches for other teams but none that have won Super Bowls as head coaches for other teams.
Dan Henning, Chargers head coach from 1989-1991, won Super Bowls XVII and XXII with the Washington Redskins as their offensive coordinator.
Kevin Gilbride, Chargers head coach from 1997 through 6 games of the 1998 season, won Super Bowl XLII with the New York Giants as their offensive coordinator.
Al Saunders, Chargers head coach from Game 9 of the 1986 season through the 1988 season, won Super Bowl XXXIV with the St. Louis Rams as their wide receivers coach.
Norv Turner, current head coach (2007-2009), won Super Bowls XXVII and XXVIII with the Dallas Cowboys as their offensive coordinator.
In 1994, Bobby Ross was the head coach for the San Diego Chargers.
Mike Riley was the head coach of the San Diego Chargers in 2000.
Bobby Ross. Ross was the head coach of the Chargers between 1992-1996. His five season record was 47-33 and he was the head coach of the Chargers in their only Super Bowl appearance (XXIX).
Bobby Ross was the Chargers' coach from 1992 to 1996.
Norv Turner was the head coach of the San Diego Chargers from 2007 to 2012.
Marty Schottenheimer was the head coach of the San Diego Chargers in 2003. They finished the season with a record of (4-12).
Mike Riley was the head coach of the San Diego Chargers in 2001. They finished the 2001 season with a record of (5-11).
Right now it's Norv Turner.
Norv Turner was hired prior to the start of the 2007 season to replace Marty Schottenheimer as head coach of the Chargers.
Marty Schottenheimer coached the Chargers between 2002-2006.
Probaly not enough
Sid Gillman has: Played Himself - Coach, Los Angeles Rams in "Alcoa Theatre" in 1957. Played Coach Sid Gillman in "The Donna Reed Show" in 1958. Played Coach in "Adventure Showcase" in 1959. Played Himself - San Diego Chargers Head Coach in "1961 AFL Championship Game" in 1961. Played Himself - Los Angeles Chargers Head Coach in "1960 AFL Championship Game" in 1961. Played Himself - San Diego Chargers Head Coach in "1964 AFL Championship Game" in 1964. Played Himself - San Diego Chargers Head Coach in "1963 AFL Championship Game" in 1964. Played Himself - San Diego Chargers Head Coach in "1965 AFL Championship Game" in 1965. Played Himself - San Diego Chargers Head Coach in "The NFL on NBC" in 1965. Played himself in "ESPN SportsCentury" in 1999.