Matthew Broderick and Sean Connery in Family Business (1989)

Matthew Broderick, Sean Connery, and Dustin Hoffman in Family Business (1989)

Matthew Broderick in Ferris Bueller's Day Off (1986)

Matthew Broderick, Sam Anderson, and John Rothman in Painkiller (2023)

Matthew Broderick and Delaney Driscoll in Election (1999)

Matthew Broderick and Jillian Crane in Election (1999)

Matthew Broderick and Chris Klein in Election (1999)

Matthew Broderick and Reese Witherspoon in Election (1999)

Matthew Broderick and Harvey Fierstein in Matthew Broderick & Harvey Fierstein (2022)

Matthew Broderick, Kristin Davis, Alia Shawkat, and Dylan Blue in Deck the Halls (2006)

Matthew Broderick, Uma Thurman, and Nathan Lane in The Producers (2005)

Matthew Broderick and Annabella Sciorra in The Night We Never Met (1993)

Matthew Broderick, Uma Thurman, Nathan Lane, and Will Ferrell in The Producers (2005)

Matthew Broderick, Delta Burke, Brittany Murphy, Carl Reiner, Liam Aiken, Bill Barretta, Donald Faison, Dave Goelz, Steve Whitmire, Eric Jacobson, Flynn, Willie, Lexi, Banner, Defford, Imp, Lita, Mallie, Motif, Odie, and Scandal in Good Boy (2003)

Matthew Broderick, Morgan Freeman, and Denzel Washington in Glory (1989)

Matthew Broderick, Sandra Bullock, Jack Nicholson, Meg Ryan, Hugh Grant, Diane Keaton, Kelly Preston, and Tchéky Karyo in Addicted to Love (1997)

Matthew Broderick, Delta Burke, Brittany Murphy, Carl Reiner, Liam Aiken, Donald Faison, Flynn, Willie, Lexi, Banner, Defford, Imp, Lita, Mallie, Motif, Odie, and Scandal in Good Boy (2003)

Matthew Broderick and Danny DeVito in Deck the Halls (2006)