| El Paso | The Gourds | 3:10 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Long Way to Texas | Yarn | 3:00 | |
| The Carolinian | Chatham County Line | 3:59 | |
| Birmingham Tonight | Delbert McClinton | 3:59 | |
| Grandpa Was a Carpenter | John Prine | 2:52 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| These Hills | Iris DeMent | 3:40 | |
| River Fool | Ian Noe | 3:05 | |
| Gone | John Hiatt | 2:57 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Please Let Me Go Round Again | Swamp Dogg, John Prine | 4:40 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Flowers in Your Hair | Dale Watson | 3:18 | |
| Time Don't Wait | Marty Stuart And His Fabulous Superlatives | 3:55 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Train Home | Chris Smither | 4:25 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Unlock more with Songs Like X Pro |
| Loose Talk (feat. Connie Smith) | John Prine, Connie Smith | 2:44 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | |
| Soapbox | Brent Cobb, Nikki Lane | 4:02 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| There Goes My Love | Caleb Klauder, Reeb Willms | 3:00 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| It's a Cheating Situation (feat. Dolores Keane) | John Prine, Dolores Keane | 2:56 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| All the Way to Jericho | The Gourds | 3:55 | |
| Night Train to Memphis | Charley Crockett | 2:19 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Border Palace | Terry Allen | 1:48 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Crazy as a Loon | John Prine | 5:03 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The Problem (feat. Jason Isbell) | Amanda Shires, Jason Isbell | 5:05 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| A Showman's Life | Buddy Miller | 4:44 | |
