| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Jesus & Elvis | Greg Brown | 3:38 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Mountain Girl | Blue Mountain | 4:05 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| Steve Earle | Lydia Loveless | 4:28 | ||
| Hope Is A Thing With Feathers | Trailer Bride | 3:15 | ||
| Lakes of Pontchartrain | The Be Good Tanyas | 4:39 | ||
| Helen's Restaurant | Daniel Romano | 2:43 | ||
| Station To Station | Jay Farrar | 2:39 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| Fatal Wound | Uncle Tupelo | 4:09 | ||
| Happy in Hindsight | Jonny Fritz | 3:30 | ||
| Lucinda Williams | Vic Chesnutt | 2:47 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| Dry | William Elliott Whitmore | 3:35 | ||
| Criminals | Uncle Tupelo | 2:20 | ||
| Hog of the Foresaken | Michael Hurley | 4:35 | ||
| Faraway You | Marah | 3:31 | ||
| Angeline | James McMurtry | 4:04 | ||
| Unlock more with Songs Like X Pro | ||||
| Mr. Rabbit | Paul Westerberg | 2:25 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| No Sense in Lovin' | Uncle Tupelo | 3:46 | ||
| Pretty Polly | The Byrds | 2:53 | ||
| California | Jay Farrar | 4:21 | ||
| Studebaker | Warren Zevon | 2:26 | ||
| Wink | Blue Mountain | 3:17 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| Anodyne | Uncle Tupelo | 4:50 | ||
| Tombstone Blues | Richie Havens | 5:27 | ||
| Betty | Fred Eaglesmith | 2:17 | ||
| Leave The Light On (feat. Rusty Belle and Robin Smither) | Chris Smither | 3:31 | ||
| Radio King | Golden Smog | 3:09 | ||
| Boat's up the River | Jake Xerxes Fussell | 4:04 | ||
| Another Day Again | The Sadies | 2:06 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Can't Hardly Wait | Justin Townes Earle | 2:48 | ||
| Broken Hearts and Auto Parts | Kevn Kinney | 5:15 | ||
| Piss & Moan Blues | The Gourds | 3:17 | ||
| No Depression - 1988 Demo | Uncle Tupelo | 2:17 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| Save Me Jesus | Bobby Charles | 5:17 | ||
| Golden Bird | Levon Helm | 5:11 | ||
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | ||
| Crocodile Man | Chris Smither | 3:33 | ||
| Darkness On The Face Of The Earth | Willie Nelson | 2:33 | ||
| Long Black Veil | Rosanne Cash, Jeff Tweedy | 3:10 | ||
