- As of 2020, he has appeared in five films that were nominated for the Best Picture Oscar: The Big Short (2015), The Post (2017), Lady Bird (2017), Ford v Ferrari (2019), and Little Women (2019).
- Winner of the 2008 Pulitzer Prize for Drama for his play "August: Osage County".
- Nominated for the 2004 Pulitzer Prize for Drama for the play "Man from Nebraska" and won the 2008 Pulitzer Prize for Drama for the play "August: Osage County".
- His play, "August: Osage County," at the Steppenwolf Theatre Company in Chicago, Illinois was awarded the 2007 Joseph Jefferson Award for New Work for a Play.
- Winner of the 2013 Tony Award for Best Actor in a Play for "Who's Afraid of Virginia Woolf?".
- An ensemble member of the Steppenwolf Theatre Company in Chicago, Illinois since 2002.
- His play, "Killer Joe," at the Profiles Theatre in Chicago, Illinois was awarded the 2010 Joseph Jefferson Award (Non-Equity Division) for Production of A Play.
- He was awarded the 2008 Tony Award for Best Original Play, "August: Osage County" performed first at the Steppenwolf Theater in Chicago and at the Imperial Theater in New York City.
- He was awarded the 2010 Back Stage Garland Award for Playwriting for "August: Osage County" in a Steppenwolf Theatre Company production at the Ahmanson Theatre in Los Angeles, California.
- Two of his plays were turned to films directed by William Friedkin: Bug (2006) and Killer Joe (2011).
- He was nominated for a 2010 Joseph Jefferson Award for Actor in a Principal Role in a Play for his performance in "American Buffalo" at the Steppenwolf Theatre Company in Chicago, Illinois.
- Has a son, Haskell Letts (b. March 13, 2018), with his wife Carrie Coon. He was delivered via cesarean section at Evanston Hospital just outside of Chicago.
- Son of Dennis Letts and Billie Letts.
- He was nominated for a 2005 Joseph Jefferson Award for Actor in a Principal Role in a Play for "The Dresser" at the Steppenwolf Theatre Company in Chicago, Illinois.
- His play, "Superior Donuts," at the Steppenwolf Theatre Company in Chicago, Illinois was nominated for a 2008 Joseph Jefferson Award for New Work.
- He was nominated for the 2011 Equity Joseph Jefferson Award for Actor in a Principal Role in a Play for "Who's Afraid of Virginia Woolf?," at the Steppenwolf Theatre Company in Chicago, Illinois.
- His play, "Man from Nebraska" at the Redtwist Theatre in Chicago, Illinois was awarded the 2011 Non-Equity Joseph Jefferson Award for Production of a Play.
- He was nominated for a 2012 Equity Joseph Jefferson Award for New Adaptation for "Three Sisters" at the Steppenwolf Theatre Company in Chicago, Illinois.
- His play, "August: Osage County," was awarded the 2010 Back Stage Garland Award for Production in a Steppenwolf Theatre Company production at the Ahmanson Theatre in Los Angeles, California.
- His play, "Superior Donuts," at the Mary-Arrchie Theatre Company in Chicago, Illinois was nominated for a 2012 Non-Equity Joseph Jefferson Award for Play Production.
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