| Flirted With You All My Life | Vic Chesnutt | 4:41 | ||
| I Must Be In A Good Place Now | Vetiver | 4:30 | ||
| Meadow of a Dream | The Felice Brothers | 4:00 | ||
| You All Loved Him Once | Conor Oberst | 4:26 | ||
| Hanging on to You | Jay Farrar | 2:51 | ||
| Train Under Water | Bright Eyes | 6:06 | ||
| Always Room | Shannon Lay | 2:14 | ||
| My City | Better Oblivion Community Center, Conor Oberst, Phoebe Bridgers | 4:04 | ||
| Bird on Broken Wing | The Felice Brothers | 5:14 | ||
| I Had a Real Good Mother and Father | Gillian Welch | 3:12 | ||
| Sweet Tooth | Dave Rawlings Machine | 5:20 | ||
| The Orchids | Califone | 2:55 | ||
| White Shoes (Reprise) | Conor Oberst and the Mystic Valley Band | 2:18 | ||
| New Partner | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 4:04 | ||
| Kansas City | Okkervil River | 5:46 | ||
| I Can See Your Tracks | Laura Veirs | 2:58 | ||
| The Fade | Megafaun | 2:54 | ||
| Isn’t That Enough | Joan Shelley | 3:46 | ||
| Spring Cleaning | Bright Eyes, Neva Dinova | 4:13 | ||
| You and I | Mountain Man | 2:37 | ||
| You Must Build a Fire | Crooked Fingers | 5:38 | ||
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| Barbary Coast (Later) | Conor Oberst | 4:12 | ||
| Revelator | Gillian Welch | 6:21 | ||
| Poor Girl's Blues | Jolie Holland | 5:26 | ||
| Maine Island Lovers | Okkervil River | 4:51 | ||
| Ten Women | Conor Oberst | 3:22 | ||
| Kathy With A K's Song | Son, Ambulance, Bright Eyes | 4:39 | ||
| I Don't Really Want to Talk to You | Dan Reeder | 2:38 | ||
| Concrete Heart | Great Lake Swimmers | 3:31 | ||
| My Favorite Picture of You | Guy Clark | 3:32 | ||
| Road to Ronderlin | Vetiver | 2:25 | ||
| Friends Like Those | Robert Ellis | 4:07 | ||
| The Cowshed | Fionn Regan | 3:29 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Three Chords | Dan Reeder | 0:59 | ||
| Deep Blue Sea | Grizzly Bear | 3:46 | ||
| Little Suitcase | Luluc | 3:06 | ||
| Weight of the World | Hayden | 1:41 | ||
| Too Late to Fixate | Conor Oberst | 4:01 | ||
| The Underwood Typewriter | Fionn Regan | 3:01 | ||
| Dandelion Wine | Ron Sexsmith | 3:29 | ||
| We’d Be Home | Joan Shelley | 3:06 | ||
| This God Damn House | The Low Anthem | 3:37 | ||
| Chancellor | Gord Downie | 4:25 | ||
| Song Of 27 | Richard Buckner | 4:21 | ||
| Another Time And Place | Dave Van Ronk | 4:38 | ||
| Hollywood Ending | Hayden | 2:54 | ||
| Iowa - Acoustic Revisited Version | Dar Williams, Gary Louris, Sara Watkins, Sean Watkins, Mary Chapin Carpenter, Motherlode | 4:56 | ||
| Dear Chicago | Ryan Adams | 2:12 | ||
