Following his first appearance in True Convictions, Hughes has starred in such films as: Bad Boys (1995) opposite Will Smith, Lonely in America (1991), The Funeral (1996) opposite Benicio del Toro and Christopher Walken, Layin' Low (1996), Mr. Vincent (1997) (for which he won mass critical acclaim at the Sundance Film Festival for his role as John Vincent), Urban Jungle (1999), Robbers (2000), Anacardium (2001) (for which he won "Best Actor" at the New York Independent Film Festival), and Steven Spielberg's Catch Me If You Can (2002). He also appeared in Robert Celestino's Yonkers Joe opposite Chazz Palminteri and Christine Lahti and in Jon Avnet's Righteous Kill (2008) opposite Robert De Niro and Al Pacino. In 2009, Hughes joined the cast of the series 24 as Secretary of Homeland Security, Tim Woods. He reprised the role for the season released in 2010.