| Happy in Hindsight | Jonny Fritz | 3:30 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| The Pink and Black Song | Terry Allen | 4:00 | |
| Travelin' | Jimmy Carter and Dallas County Green | 3:36 | |
| Arlene | The Handsome Family | 3:37 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| My Old Kentucky Home | Ry Cooder | 1:48 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Stop Rainin' Lord | Warren Zevon | 2:12 | |
| I'm so Lonesome I Could Cry | Steve Young | 3:31 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Grow Too Old | Bobby Charles | 4:02 | |
| The Panama Limited | Tom Rush | 8:23 | |
| Mobile Blue | Mickey Newbury | 3:15 | |
| Sleep A Million Years | Kathy Heideman | 2:43 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Mountain Roads | Allan Wachs | 4:19 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Unlock more with Songs Like X Pro |
| Birchbark Letter | Willie Mitchell and the Desert River Band | 3:56 | |
| Star Girl | Jake Xerxes Fussell | 4:04 | |
| Hollywood Hopeful | Loudon Wainwright III | 2:39 | |
| Hard On You | Daniel Romano | 3:27 | |
| Lonely Entertainer | Mike And Pam Martin | 2:57 | |
| Diamond Lil | David Bromberg | 6:28 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| Helena Montana | Terry Allen, The Panhandle Mystery Band | 3:38 | |
| Wait Up | Uncle Tupelo | 2:09 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| One Way Train | Mark Jones | 2:38 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| The Christian Thing | Jono Manson, Eliza Gilkyson, Terry Allen | 3:54 | |
| Drunk By Noon | The Handsome Family | 2:51 | |
| America | Kenny Knight | 3:03 | |
| Luxury Liner | The International Submarine Band | 2:48 | |
| Homemade Songs | Bobby Charles | 3:41 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| Slurf Song | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:19 | |
| That's The Bag I'm In | Fred Neil | 3:35 | |
| Song Of Love And Peace | Cowboy | 2:39 | |
| Green Rocky Road | Fred Neil | 3:40 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Fisherman's Friend | Ramsay Midwood | 4:58 | |
| Dallas | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| Buck Naked | Terry Allen | 3:14 | |
| I Guess I'll Have to Dream the Rest - Live | Will Bradley & His Orchestra, Terry Allen | 4:06 | |
