| Fannin Street | Tom Waits | 5:01 | |
| Lowlands | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:29 | |
| Maureen | Vetiver | 3:32 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | |
| Can't Leave Her Behind | Stephen Malkmus, Lee Ranaldo | 1:55 | |
| Song Of All | Rian Murphy, Will Oldham | 3:59 | |
| Been So Long | Vetiver | 2:48 | |
| Cosmic Concerto (Life Is People) | Bill Fay | 7:56 | |
| Save Yourself | Sharon Van Etten | 4:59 | |
| Pushkin | Palace Brothers | 2:52 | |
| We Never Argue | Lambchop | 4:17 | |
| Leave It Behind (feat. Will Oldham) | Homesick Hank, Will Oldham | 4:19 | |
| Wildegeeses | Michael Hurley | 4:19 | |
| Temporary Loan | Edith Frost | 4:48 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Sad Peter Pan | Vic Chesnutt | 3:30 | |
| Endless, Pt. 1 | Phosphorescent | 3:36 | |
| Fall And Raise It On | Rian Murphy, Will Oldham | 3:33 | |
| Classico | Giant Sand | 2:50 | |
| Black Eye | Uncle Tupelo | 2:19 | |
| Unlock more with Songs Like X Pro |
| First There Was | Johnny Dowd, Maggie Brown | 5:02 | |
| Drift Off to Sleep | Micah P. Hinson | 4:36 | |
| Caroline | Mark Kozelek & Jimmy LaValle | 6:17 | |
| (I Was Drunk At The) Pulpit | Palace Brothers | 3:51 | |
| None but the Rain | Townes Van Zandt | 2:23 | |
| Cheers | Blake Mills | 3:32 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Valium | The Felice Brothers | 4:33 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| Just to Know What You've Been Dreaming | Will Johnson | 4:27 | |
| The Trials of Harrison Hayes | Willard Grant Conspiracy | 3:16 | |
| 10,000 Miles | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:04 | |
| Supernatural | Vic Chesnutt | 3:36 | |
| Hey Man | Howe Gelb | 2:40 | |
| There's a Rugged Road - Remastered | Judee Sill | 3:44 | |
| The Man Who Loved Beer | Lambchop | 2:49 | |
| Surrounded | Richard Buckner | 2:47 | |
| Don't Be Scared | The Handsome Family | 2:39 | |
| Angel Ballad | Hurray For The Riff Raff | 6:06 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Little Ann | The Felice Brothers | 3:23 | |
| Four in the Morning | Dan Reeder | 2:55 | |
| Georgia Lee | Tom Waits | 4:24 | |
| When I Was Drinking | Hem | 3:44 | |
| Plea for a Good Night's Rest | Devon Sproule | 3:58 | |
| Crazy On The Weekend | Sunhouse | 2:05 | |
| Patience | Will Oldham | 3:10 | |
| All These Vicious Dogs | Will Oldham | 2:23 | |
