| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| Faded Loves and Memories | Blaze Foley | 2:13 | ||
| Famous Blue Raincoat | The Handsome Family | 5:07 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | ||
| A Better Man | Nick Lowe | 2:16 | ||
| Last Night I Went Out Walking | The Handsome Family | 4:23 | ||
| Suffering Jukebox | Silver Jews | 4:21 | ||
| Spanish Moss | Jackson C. Frank | 4:30 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | ||
| Bakersfield | Vic Chesnutt | 2:26 | ||
| The Bramble and the Rose | Barbara Keith | 2:55 | ||
| Queen of Them All | The Cactus Blossoms | 3:40 | ||
| Detained | Giant Sand | 3:13 | ||
| Horizons Fade | Barna Howard | 4:07 | ||
| I Stole The Right to Live | Michael Hurley | 3:56 | ||
| Alabama Highway | Steve Young | 5:03 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | ||
| Pork and Beans | Jake Xerxes Fussell | 4:02 | ||
| Unlock more with Songs Like X Pro | ||||
| Tumble in the Wind (Version 2) | Jackson C. Frank | 3:07 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| Stalled | The Handsome Family | 2:24 | ||
| The Wound That Never Heals | Jim White | 4:23 | ||
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Sweet Louise | Pete Molinari | 4:04 | ||
| Unfortunately, Anna | Justin Townes Earle | 3:40 | ||
| San Francisco Mable Joy | Mickey Newbury | 6:48 | ||
| Hog of the Foresaken | Michael Hurley | 4:35 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| Shiloh Town | Tim Hardin | 3:09 | ||
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | ||
| Raggy Levy | Jake Xerxes Fussell | 3:59 | ||
| Reason to Believe | Karen Dalton | 2:24 | ||
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | ||
| Mystery | Jackson C. Frank | 2:34 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| The Ghost of the Girl in the Well | Willard Grant Conspiracy | 4:50 | ||
| Flirted With You All My Life | Vic Chesnutt | 4:41 | ||
| Jailbird | Jim White | 5:44 | ||
| When I Was Drinking | Hem | 3:44 | ||
| After We Shot the Grizzly | The Handsome Family | 3:33 | ||
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | ||
| Stay Close To Me | Ted Hawkins | 3:15 | ||
| The Neighbors | Jonathan Richman | 2:43 | ||
| Cod'ine | Buffy Sainte-Marie | 5:07 | ||
| Down Low | Teddy Thompson | 5:52 | ||
