| 1 | 1 | Po’ Lazarus | ♡ | 4:33 | Traditional / Alan Lomax | James Carter / Norman Blake |
| 1 | 2 | Big Rock Candy Mountain | ♡ | 2:19 | Harry “Haywire Mac” McClintock | Harry “Haywire Mac” McClintock / James Carter |
| 1 | 3 | You Are My Sunshine | ♡ | 4:24 | Jimmie Davis / Charles Mitchell | Norman Blake / Harry “Haywire Mac” McClintock |
| 1 | 4 | Down to the River to Pray | ♡ | 2:57 | Traditional / Alison Krauss | Alison Krauss |
| 1 | 5 | I Am a Man of Constant Sorrow (radio station version) | ♡ | 3:10 | Traditional / Carter Stanley | The Soggy Bottom Boys / Dan Tyminski |
| 1 | 6 | Hard Time Killing Floor Blues | ♡ | 2:44 | Skip James | Chris Thomas King / Norman Blake |
| 1 | 7 | I Am a Man of Constant Sorrow | ♡ | 4:29 | Traditional | Norman Blake / The Whites |
| 1 | 8 | Keep On the Sunny Side | ♡ | 3:35 | J. Howard Entwisle / A.P. Carter / Ada Blenkhorn | The Whites / Chris Thomas King |
| 1 | 9 | I’ll Fly Away | ♡ | 3:58 | Albert E. Brumley / Matthew D. Washington | Alison Krauss / Gillian Welch |
| 1 | 10 | Didn’t Leave Nobody But the Baby | ♡ | 1:59 | Alan Lomax / Traditional / Gillian Welch / T‐Bone Burnett / Sidney Carter / Mrs. Sidney Carter / Sidney Hemphill Carter | Emmylou Harris / Alison Krauss / Gillian Welch |
| 1 | 11 | In the Highways | ♡ | 1:37 | Mother Maybelle Carter | Sarah Peasall / Hannah Peasall / Leah Peasall / The Peasall Sisters / John Hartford |
| 1 | 12 | I Am Weary, Let Me Rest | ♡ | 3:16 | Pete Kuykendall | The Cox Family / Hannah Peasall / The Peasall Sisters / Sarah Peasall / Leah Peasall |
| 1 | 13 | I Am a Man of Constant Sorrow | ♡ | 2:36 | Traditional / Ed Haley | John Hartford / Ralph Stanley |
| 1 | 14 | O Death | ♡ | 3:21 | Traditional | Ralph Stanley / The Soggy Bottom Boys / Dan Tyminski |
| 1 | 15 | In the Jailhouse Now | ♡ | 3:37 | Jimmie Rodgers | The Soggy Bottom Boys / Tim Blake Nelson / The Cox Family |
| 1 | 16 | I Am a Man of Constant Sorrow (with band) | ♡ | 4:17 | Traditional / Carter Stanley | The Soggy Bottom Boys / Dan Tyminski / John Hartford |
| 1 | 17 | Indian War Whoop | ♡ | 1:32 | Hoyt Ming | John Hartford / The Soggy Bottom Boys / Tim Blake Nelson |
| 1 | 18 | Lonesome Valley | ♡ | 4:09 | Traditional | The Fairfield Four |
| 1 | 19 | Angel Band | ♡ | 2:21 | Jefferson Hascall / William B. Bradbury / Ralph Stanley | The Stanley Brothers / Clinch Mountain Boys |
| 2 | 1 | Hard Time Killing Floor Blues | ♡ | 1:16 | Skip Jones / Robert Connely Farr / Skip James | Colin Linden |
| 2 | 2 | You Are My Sunshine | ♡ | 3:30 | Jimmie Davis / Charles Mitchell | Alan O’Bryant |
| 2 | 3 | Tishomingo Blues | ♡ | 2:02 | Spencer Williams | John Hartford |
| 2 | 4 | I’ll Fly Away | ♡ | 2:32 | Albert E. Brumley / Matthew D. Washington | The Kossoy Sisters / Erik Darling |
| 2 | 5 | Big Rock Candy Mountain | ♡ | 1:42 | Harry “Haywire Mac” McClintock | Van Dyke Parks |
| 2 | 6 | Tom Devil | ♡ | 5:20 | Alan Lomax / Traditional | Ed Lewis / Ed Lewis & the Prisoners |
| 2 | 7 | Keep On the Sunny Side | ♡ | 2:36 | J. Howard Entwisle / A.P. Carter / Ada Blenkhorn | The Cox Family |
| 2 | 8 | Angel Band | ♡ | 0:58 | Jefferson Hascall / William B. Bradbury / Ralph Stanley | The Peasall Sisters / Robert Hamlett / Sarah Peasall / Hannah Peasall / Leah Peasall |
| 2 | 9 | Big Rock Candy Mountain | ♡ | 2:18 | Harry “Haywire Mac” McClintock | Norman Blake |
| 2 | 10 | Little Sadie | ♡ | 1:51 | Traditional | Norman Blake |
| 2 | 11 | In the Highways | ♡ | 2:13 | Mother Maybelle Carter | The Cox Family |
| 2 | 12 | Hogfoot | ♡ | 3:47 | John Hartford | John Hartford |
| 2 | 13 | The Lord Will Make a Way | ♡ | 2:37 | Thomas A. Dorsey | The Fairfield Four |
| 2 | 14 | In the Jailhouse Now | ♡ | 3:05 | Jimmie Rodgers | Harley Allen |