| Kansas | Fred Eaglesmith | 3:44 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Dixie Chicken | Little Feat | 3:59 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Lucille | Fred Eaglesmith | 4:01 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| Early Morning Riser | Pure Prairie League | 5:06 | |
| 24 Hours at a Time | The Marshall Tucker Band | 5:03 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Be My Friend Tonight | John Prine | 3:13 | |
| Mystifies Me | Son Volt | 4:12 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Deportees | Arlo Guthrie | 3:50 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Unlock more with Songs Like X Pro |
| My Ride's Here | Warren Zevon | 3:41 | |
| After the Storm | The Flatlanders | 3:52 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Ourselves to Know | Warren Zevon | 3:17 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| In a Town This Size (feat. Dolores Keane) | John Prine, Dolores Keane | 3:31 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Angel #9 - Remastered January 1992 | Pure Prairie League | 4:56 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Sonic Boom | Gear Daddies | 2:16 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Sittin' And Thinkin' | Elvis Costello & The Attractions | 3:00 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| Drinkin' Days | Slaid Cleaves | 4:25 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| It Probably Always Will | The Ozark Mountain Daredevils | 3:13 | |
| Tailspin | The Jayhawks | 3:18 | |
| Willin’ | Gregg Allman | 3:36 | |
| Long Black Veil - Remastered 2000 | The Band | 3:01 | |
