1998 | 160 Episodes

Season 1 of Hollywood Squares premiered on September 14, 1998.

1999 | 170 Episodes

Season 2 of Hollywood Squares premiered on September 13, 1999.

2000 | 180 Episodes

Season 3 of Hollywood Squares premiered on September 4, 2000.

2001 | 180 Episodes

Season 4 of Hollywood Squares premiered on September 10, 2001.

2002 | 180 Episodes

Season 5 of Hollywood Squares premiered on September 16, 2002.

2003 | 180 Episodes

Season 6 of Hollywood Squares premiered on September 8, 2003.