| Black Rose | Billy Joe Shaver | 2:44 | |
| Lion Trap | Mark Jones | 4:11 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| La Despedida (The Parting) | Terry Allen | 5:03 | |
| Mountain Roads | Allan Wachs | 4:19 | |
| The Love Wheel | Abner Jay | 2:38 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Momma | Jeff Cowell | 2:37 | |
| Chain Gang | Jim Ford | 4:18 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| There Must Be a Someone (I Can Turn To) | The Gosdin Brothers | 2:41 | |
| How Can You Keep Moving (Unless You Migrate Too) | Ry Cooder | 2:28 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| I Just Left Myself | Terry Allen | 2:09 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Homemade Songs | Bobby Charles | 3:41 | |
| The Thirty Years War Waltz (for Jo Harvey) | Terry Allen | 6:32 | |
| I Must Be Somebody Else You've Known - Lonesome Version | The International Submarine Band | 2:16 | |
| Do It | Jesse Winchester | 1:27 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
Unlock more with Songs Like X Pro |
| Dialogue: The Run South | Terry Allen | 1:25 | |
| Coalminers | Uncle Tupelo | 2:33 | |
| Way Before the Time of Towns | Hoyt Axton | 3:06 | |
| One Way Train | Mark Jones | 2:38 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Middle Child | Daniel Romano | 3:48 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Gone Again | Fred Neil | 3:13 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Connection | Ramblin' Jack Elliott | 2:24 | |
| Elijah's Church | Steve Earle | 4:23 | |
| Does He Hide | Kenny Knight | 3:22 | |
| I Must Be King | Jonathan Richman | 2:27 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Green Rocky Road | Tim Hardin | 2:18 | |
| Man Walks Among Us | Jonathan Richman | 2:21 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Kansas City Southern | Gene Clark | 3:38 | |
| That's The Bag I'm In | Fred Neil | 3:35 | |
| Don't Come Rollin | Dillard & Clark | 2:50 | |
| Rodeo Wind | Jonathan Richman | 2:19 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| Highway Cafe | Kinky Friedman | 3:39 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Tennessee's Not The State I'm In - 2022 Remaster | Joe Ely | 3:02 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
| In A Misty Morning | Gene Clark | 4:56 | |