| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Dogwood | Terry Allen | 4:31 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| These Blues | Eilen Jewell | 2:45 | |
| Small Motors | Fred Eaglesmith | 3:13 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Sweet Dolly | Yarn | 4:22 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Weight of the World | Western Centuries | 3:22 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Pass You By - Alternate Version | Gillian Welch | 3:55 | |
| California Song | Jerry Jeff Walker | 4:26 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Unlock more with Songs Like X Pro |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| What They Say | Chris Smither | 2:46 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Panhead | Otis Gibbs | 6:14 | |
| Playground / Battlefield | Joseph Huber | 4:20 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Resurrection | Kinky Friedman | 4:11 | |
| Between the Country | Ian Noe | 2:39 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Cole | Adam Carroll | 3:57 | |
| Listen Up Sweetheart | Yarn | 2:38 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Girl from the North Country | Nitty Gritty Dirt Band | 4:54 | |
| Old Fires | Daniel Romano | 3:38 | |
| If Today Doesn't Do Me In | Ian Noe | 3:57 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Get A Better One | Chris Smither | 2:46 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| Amtrak Crescent | Scott Miller | 4:41 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
