45 wins & 38 nominations
- 2010 Winner Oscar
- Best Achievement in Music Written for Motion Pictures, Original Song
For the song "The Weary Kind".Shared with: Ryan Bingham
- 2019 Nominee Primetime Emmy
- Outstanding Music Composition for a Limited Series, Movie, or Special (Original Dramatic Score)
For episode "The Final Country"Shared with: Keefus Ciancia - 2014 Nominee Primetime Emmy
- Outstanding Music Composition for a Series (Original Dramatic Score)
For episode: "Form and Void".
- 2010 Winner Golden Globe
- Best Original Song - Motion Picture
Song: "The Weary Kind"Shared with: Ryan Bingham
- 2009 Winner Satellite Award
- Best Original Song
For the song "The Weary Kind".Shared with: Ryan Bingham
- 2023 Nominee Grammy
- Best American Roots Song
For "High and Lonesome" artists: Robert Plant and Alison KraussShared with: Robert Plant - 2013 Nominee Grammy
- Best Song Written for Visual Media
For the song "Abraham's Daughter".Shared with: Win Butler · Régine Chassagne - 2013 Winner Grammy
- Best Song Written for Visual Media
For the song "Safe & Sound". artist: Taylor Swift Featuring The Civil Wars - 2011 Winner Grammy
- Best Song Written for Motion Picture, Television or Other Visual Media
For the song "The Weary Kind" artist: Ryan BinghamShared with: Ryan Bingham
- 2010 Winner World Soundtrack Award
- Best Original Song Written for a Film
For the song "The Weary Kind".Shared with: Ryan Bingham
- 2013 Winner HFCS Award
- Best Original Song
Song: "Please Mr. Kennedy"Shared with: Ed Rush · George Cromarty · Justin Timberlake · Joel Coen · Ethan Coen · Oscar Isaac · Adam Driver
- 2017 Nominee Hollywood Music In Media Awards (HMMA)
- Best Original Song - Documentary
"Two Fingers of Whiskey"
- 2014 Nominee OFTA Film Award
- Best Music, Original Song
For the song "Please Mr. Kennedy".Shared with: Ed Rush · George Cromarty · Justin Timberlake · Joel Coen · Ethan Coen · Oscar Isaac · Adam Driver - 2010 Winner OFTA Film Award
- Best Music, Original Song
For the song "The Weary Kind".Shared with: Ryan Bingham · Jeff Bridges
- 2002 Winner ACM Award
- Vocal Event of the Year
For "I Am a Man of Constant Sorrow"Shared with: The Soggy Bottom Boys
- 2001 Winner CMA Award
- Album of the Year
For "O Brother, Where Art Thou?"Shared with: The Whites · Gillian Welch · Norman Blake · The Fairfield Four · Emmylou Harris · John Hartford · James Carter and the Prisoners · Chris Thomas King · Alison Krauss · Harry McClintock · Hannah Peasall · Leah Peasall · Sarah Peasall · The Soggy Bottom Boys · The Stanley Brothers · Ralph Stanley - 2001 Winner CMA Award
- Single of the Year
For "I Am a Man of Constant Sorrow"Shared with: The Soggy Bottom Boys
- 2014 Winner GMS Award
- Best Music Supervision for Motion Picture Budgeted Under 35 Million Dollars
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