[7] He has also appeared in Flightplan, Flags of Our Fathers, Freedom Writers, Then She Found Me, Transformers: Revenge of the Fallen, The Bet[6] and Life with Judy Garland: Me and My Shadows.

[9] Hickey played American novelist and playwright Jack Dunphy in the 2006 Truman Capote biographical film Infamous.

[13][14] From 2010 to 2013, he appeared on The Big C and was nominated for a Primetime Emmy Award for Outstanding Supporting Actor in a Miniseries or a Movie for the final season of the series,[15] subtitled Hereafter.

Hickey starred as scientist Frank Winter on the TV series Manhattan, which concluded on December 15, 2015, after two seasons and 23 episodes.

[18] On September 30, 2021, Hickey was cast as Father Callahan in the adaptation of Stephen King's 'Salem's Lot for Warner Bros. Pictures and New Line Cinema.