| Lone Pine Hill | Justin Townes Earle | 3:03 | ||
| Fifteen Keys | Uncle Tupelo | 3:25 | ||
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | ||
| I Wish I Was the Moon | Neko Case | 3:34 | ||
| Greener Grass | Julian Lage & Chris Eldridge | 3:02 | ||
| Roll Um Easy | Little Feat | 2:31 | ||
| Johnny Appleseed | Joe Strummer, The Mescaleros | 4:02 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Night Train | Bruce Cockburn | 6:16 | ||
| Birmingham | Shovels & Rope | 4:00 | ||
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | ||
| Almost Independence Day | Van Morrison | 10:07 | ||
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | ||
| Clay Pigeons | Blaze Foley | 4:15 | ||
| Whiskey Bottle | Uncle Tupelo | 4:46 | ||
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | ||
| What They Say | Chris Smither | 2:46 | ||
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | ||
| Hollywood Hopeful | Loudon Wainwright III | 2:39 | ||
| I Wanna Be Your Dog - 1991 Longview Farm Acoustic Demo | Uncle Tupelo | 3:49 | ||
| Wakin on a Pretty Day | Kurt Vile | 9:30 | ||
| Unlock more with Songs Like X Pro | ||||
| When the Circus Comes | Los Lobos | 3:16 | ||
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | ||
| Chinese Translation | M. Ward | 3:58 | ||
| Chip of a Star | Chatham County Line | 4:30 | ||
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | ||
| The Dreaming Dead | Jesse Sykes & The Sweet Hereafter | 6:03 | ||
| Two Little Feet | Greg Brown | 4:50 | ||
| The Weekend | Dave Rawlings Machine | 5:29 | ||
| No Love Today | Chris Smither | 4:44 | ||
| Colorado | Stephen Stills | 2:52 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Pacing The Cage | Bruce Cockburn | 4:40 | ||
| My Favorite Picture of You | Guy Clark | 3:32 | ||
| Never Going Back Again - 2004 Remaster | Fleetwood Mac | 2:14 | ||
| Highland Grace | Hiss Golden Messenger | 5:58 | ||
| Strangers (2020 Stereo Remaster) | The Kinks | 3:21 | ||
| First Girl I Loved | John Hartford | 4:35 | ||
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | ||
| Adios to California | John Hiatt | 3:47 | ||
| Rexanimarum | Israel Nash | 4:59 | ||
| King Of California | Dave Alvin | 4:50 | ||
| Down On The Bottom | The New Basement Tapes | 4:28 | ||
| On The Way Downtown | Peter Case | 3:36 | ||
| One By One | Billy Bragg, Wilco | 3:25 | ||
| Can't Let Go | Lucinda Williams | 3:28 | ||
| Airline To Heaven | Billy Bragg, Wilco | 4:50 | ||
| Trouble | Yusuf / Cat Stevens | 2:52 | ||
| Down To The Wire | Son Volt | 4:19 | ||
