| The Calla Lily Song | The Brother Brothers | 3:59 | |
| Margo | Haroula Rose | 3:40 | |
| Black Hole | Jonah Tolchin | 4:02 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Hush | Jackson+Sellers | 2:35 | |
| So Much Wine | The Handsome Family | 3:48 | |
| Tell Me That It Isn't True | The Cactus Blossoms | 3:35 | |
| Talent for Love | Torgeir Waldemar, Charlotte Qvale | 4:31 | |
| Superlover | Luther Dickinson, Allison Russell, Birds of Chicago | 3:53 | |
| Galacticana - Acoustic | Strand of Oaks | 3:59 | |
| Hills of Mexico | Jake Xerxes Fussell | 5:51 | |
| I Know A Jeweller | Marlon Williams | 2:36 | |
| Silverfish | The Felice Brothers | 3:20 | |
| Sammi's Song | Tré Burt | 1:59 | |
| Little Earl | The Delines | 4:16 | |
| Dark Enough to See the Stars | Mary Gauthier | 4:02 | |
| These Are The Good Old Days | Courtney Marie Andrews | 2:35 | |
| Rodeo Queen | Escondido | 3:01 | |
| All the Good | The Sadies | 3:39 | |
| Heart of My Own - The Garden Version | Basia Bulat | 3:52 | |
| Curs in the Weeds - Reprise | Horse Feathers | 4:00 | |
| Unlock more with Songs Like X Pro |
| Star of Orion | Joshua James | 3:40 | |
| Horses at Night | Strand of Oaks | 4:13 | |
| Dancing On My Own | Willie Watson | 5:30 | |
| Detroit or Buffalo | Jonathan Wilson, Hannah Cohen | 4:25 | |
| Alone but Not Alone | Great Lake Swimmers | 3:17 | |
| Of Love | Alela Diane | 4:59 | |
| Mother Road - El Tiradito Edit | Dean Owens | 4:15 | |
| Dogs Run On | Maya De Vitry | 3:36 | |
| The Motions | Daniel Romano, The Outfit | 4:33 | |
| Devil in the Deep | Abigail Lapell | 3:02 | |
| LIFE ON EARTH | Hurray For The Riff Raff | 5:46 | |
| Waiting For A Star To Fall | The Brother Brothers | 2:42 | |
| Went to See the Gypsy | The Cactus Blossoms | 3:12 | |
| Somewhere in Chicago | Strand of Oaks | 3:05 | |
| Illinois | Anna Tivel | 3:33 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Hangin' Loose | The Deep Dark Woods | 2:42 | |
| Days of the Years | The Felice Brothers | 3:58 | |
| Never Tear Us Apart | Dylan LeBlanc | 3:50 | |
| Fair Annie | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:00 | |
| Let Your Love Rain Down On Me | Curse of Lono | 4:26 | |
| The Fading | Joan Shelley | 3:09 | |
| The Sun Never Shines | The Deep Dark Woods | 8:35 | |
| Traveling After Dark | Aaron Lee Tasjan | 3:49 | |
| Mary's Gone | The Deep Dark Woods | 5:07 | |
| Big City Lights | The Deep Dark Woods | 2:47 | |
| The Ballad of Frank Dupree | The Deep Dark Woods | 7:28 | |
| Never Prove False | The Deep Dark Woods | 4:04 | |
