| Sweet Thing | Steve Young | 2:53 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Highway 16 Shuffle | Garrett T. Capps | 3:41 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Memphis Women and Chicken | Donnie Fritts | 3:51 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| Leavin' On My Mind | Hacienda Brothers | 2:43 | |
| Lost in the City Lights | Johnny Falstaff | 3:34 | |
| Sputnik Monroe | Otis Gibbs | 3:10 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| The Old Guard | Slaid Cleaves | 3:44 | |
| I'll Say When | Ags Connolly | 3:31 | |
| Lady Yesterday | Kinky Friedman | 3:46 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Betty | Fred Eaglesmith | 2:17 | |
| Every Kinda Everything | The Bottle Rockets | 2:33 | |
| Own Private Honky Tonk | Western Centuries | 3:39 | |
| Carrying the Torch (Bonus Track) | Kinky Friedman, The Texas Jewboys | 5:02 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
Unlock more with Songs Like X Pro |
| Whatever Happened to Jesus (and Maybeline)? | Terry Allen, The Panhandle Mystery Band | 4:37 | |
| Amazing Grace (Used to Be Her Favorite Song) - Remastered | Amazing Rhythm Aces | 3:17 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| Millionaire | Kevin Welch | 3:59 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Sadder Day | Western Centuries | 4:30 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| Story of You | The Flatlanders | 2:00 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Your Sister | Gurf Morlix | 2:37 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| O.D.'d in Denver | Railbenders | 3:11 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Little Darlin' | Buddy & Julie Miller | 3:31 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Wounded Knee | Marty Stuart | 3:13 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |