| Lover's Lane | Micah P. Hinson | 3:02 | ||
| Her Eyes Are a Blue Million Miles | Captain Beefheart & His Magic Band | 2:57 | ||
| The Tea Song | Michael Hurley | 7:28 | ||
| Border Lord | Kris Kristofferson | 3:37 | ||
| Song of the Highest Tower | Cut Worms | 6:53 | ||
| If Only You Were Lonely - Twin Tone Single Version | The Replacements | 2:37 | ||
| Frightened By The Sound | Justin Townes Earle | 3:45 | ||
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | ||
| I Ain't Marching Anymore | Phil Ochs | 2:34 | ||
| No Other | Gene Clark | 5:08 | ||
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | ||
| Bird on the Wire | Leonard Cohen | 3:23 | ||
| U.F.O. | Jim Sullivan | 2:49 | ||
| Wildegeeses | Michael Hurley | 4:19 | ||
| I Am The Cosmos - Single Version | Chris Bell | 3:43 | ||
| Lucinda Williams | Vic Chesnutt | 2:47 | ||
| Don't Look Back | Jackson C. Frank | 2:57 | ||
| Sweet Thing - 1999 Remaster | Van Morrison | 4:25 | ||
| If I Stay Too Long | The Creation | 3:27 | ||
| A Chicken With Its Head Cut Off | The Magnetic Fields | 2:41 | ||
| Mama You've Been on My Mind (Demo) | George Harrison | 3:05 | ||
| Unlock more with Songs Like X Pro | ||||
| True One | Gene Clark | 3:58 | ||
| I'd Rather Be Your Enemy | Lee Hazlewood | 2:16 | ||
| Little Ann | The Felice Brothers | 3:23 | ||
| Range Life | Pavement | 4:54 | ||
| Put 'Em Up Solid | David Rawlings | 4:33 | ||
| Me & Magdalena | The Monkees | 3:33 | ||
| Going down the road feeling bad | Elizabeth Cotten | 2:12 | ||
| California | Joni Mitchell | 3:50 | ||
| Blue Mountain | Michael Hurley | 6:20 | ||
| Little Boxes | Pete Seeger | 1:54 | ||
| When I get home | Elizabeth Cotten | 2:23 | ||
| Hickory Wind | The Byrds | 3:31 | ||
| Rubin and Cherise | Bonnie Prince Billy | 5:46 | ||
| Tumble in the Wind (Version 1) (Bonus Track) | Jackson C. Frank | 2:38 | ||
| Arlene | The Handsome Family | 3:37 | ||
| Juanita | The Flying Burrito Brothers | 2:30 | ||
| Wish I Had Not Said That | J.J. Cale | 3:22 | ||
| California Stars | Billy Bragg, Wilco | 4:58 | ||
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | ||
| The American Dreamer | Gene Clark | 1:54 | ||
| Since She Started to Ride | Jonathan Richman | 2:32 | ||
| Matty Groves | Doc Watson | 6:07 | ||
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | ||
| Snow Don't Fall | Townes Van Zandt | 2:27 | ||
| Who Knows Where The Time Goes? | Fairport Convention | 5:09 | ||
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | ||
| One By One | Billy Bragg, Wilco | 3:25 | ||
| Barracuda | John Cale | 3:47 | ||
