| Chinaberry Tree | Vic Chesnutt | 4:10 | |
| A Sad Hard Change | Jason Molina | 2:06 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Medicine Wine | The Lost Brothers | 4:20 | |
| The Wheel of Fortune | Josephine Foster | 5:11 | |
| Little Ann | The Felice Brothers | 3:23 | |
| Whip Poor Will - Bonus Track | Songs: Ohia, Jason Molina | 3:53 | |
| I Can Not Have Seen The Light | Magnolia Electric Co., Jason Molina | 5:43 | |
| Pancho & Lefty | Townes Van Zandt | 3:51 | |
| Follow Me | Karen Peris, Don Peris, Mike Bitts, The Innocence Mission | 3:17 | |
| From Far Away | Jeff Tweedy | 3:10 | |
| Steve McQueen | Lambchop | 4:32 | |
| Old Shoes | Tom Waits | 4:25 | |
| Song Of Most | Rian Murphy, Will Oldham | 3:29 | |
| Party With Marty | Will Oldham | 4:50 | |
| I Lost You, But I Found Country Music | Ballboy | 1:26 | |
| El Capitan | Will Johnson | 3:14 | |
| Rooftops | Gambles | 3:01 | |
| Hills of Mexico | Jake Xerxes Fussell | 5:51 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Unlock more with Songs Like X Pro |
| Lost Blues | Three Queens in Mourning | 3:11 | |
| Women Know | Blake Mills | 4:33 | |
| Grapefruit Moon | Tom Waits | 4:36 | |
| I Tried To Stay Healthy For You | Palace Brothers | 3:30 | |
| Michigan Girls | Califone | 4:00 | |
| It's Not the End | Cate Le Bon | 3:23 | |
| Silver Hand | Case Studies | 3:35 | |
| The Mating of the Doves | The Felice Brothers | 3:48 | |
| I See a Darkness | Three Queens in Mourning | 3:44 | |
| Poor Girl's Blues | Jolie Holland | 5:26 | |
| Sleepless | The Decemberists | 7:53 | |
| Get to Leave | Howe Gelb | 2:55 | |
| Magpie's Nest | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:58 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| My Blue Wave | Lambchop | 7:52 | |
| Ballad of Lou the Welterweight | The Felice Brothers | 5:00 | |
| All Falls Together | Jason Molina, Will Johnson | 2:21 | |
| Hurdy Gurdy Man | Antietam, Catherine Irwin, Will Oldham, Tari O'Bannon, Anna Krippenstapel | 3:53 | |
| Song of Death | Bob Arellano, Jodie Jean Marston, Will Oldham | 4:11 | |
| Roses In The Snow | Papa M | 3:44 | |
| Ye Auld Triangle | Cat Power | 4:25 | |
| Marlene | Jackson C. Frank | 4:57 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Nail It on the First Try | The Felice Brothers | 2:10 | |
| Underneath the Weeping Willow - Piano Version | Grandaddy | 2:11 | |
| Torn And Brayed | Matt Sweeney, Will Oldham | 3:18 | |
| Palindrome Hunches | Neil Halstead | 2:02 | |
| I Feel Bonnie - feat. Bonnie 'Prince' Billy | Hot Chip, Will Oldham, Joe Goddard | 5:29 | |
