| The Damage | Rodney Crowell | 4:01 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Mission | Joe Henry | 3:42 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| People Get Old | Lori McKenna | 3:42 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Carry Me | Tim Easton | 4:37 | |
| Shut Me Up | Joe Henry | 6:16 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Maybe California | Neal Casal | 4:34 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Southern Man | Caitlin Canty | 3:43 | |
| Unlock more with Songs Like X Pro |
| Wave | Joe Henry | 4:30 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Pass You By - Alternate Version | Gillian Welch | 3:55 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Canola Fields | James McMurtry | 4:49 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Sold | Joe Henry | 5:29 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Closer To Heaven | Rodney Crowell | 5:20 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
| Lowlands | Gillian Welch | 3:19 | |
| Short Man's Room | Joe Henry | 3:38 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| King's Highway | Joe Henry | 3:47 | |
| If We Make It Through December | Billy Bragg, Joe Henry, Joe Henry | 3:13 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Go With God (Topless Shoeshine) | Joe Henry | 4:43 | |
| River Of Love | T Bone Burnett | 3:31 | |
