| I Hope I Don't Fall in Love with You | 10,000 Maniacs | 3:39 | |
| Where Will You Be | Sara Watkins | 3:41 | |
| The Garden | Ruth Moody | 4:40 | |
| Mercy | Po' Girl | 4:56 | |
| The Point of Arrival | Carrie Newcomer | 4:04 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Solitary Man | Tracy Grammer | 3:26 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Old Church Hymns & Nursery Rhymes | Beth Nielsen Chapman | 4:23 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Little Birdie (feat. Sarah Jarosz) | Traditional, Silkroad Ensemble, Yo-Yo Ma, Sarah Jarosz | 2:48 | |
| Tanglewood Tree | Dave Carter, Tracy Grammer | 3:42 | |
| Hard to Change | Meg Hutchinson | 3:22 | |
| Margaret Randolph Waltz | Tatiana Hargreaves, Danny Knicely, Emma Beaton, Sarah Jarosz, Mark Schatz | 2:39 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Killing the Blues | Chris Smither | 5:49 | |
| No Wicked Grin | John Hiatt | 3:55 | |
| Seven Shades of Blue | Beth Nielsen Chapman | 4:25 | |
| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| Tugboats | The Brother Brothers | 3:47 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
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| Every Little Bit of It | Carrie Newcomer | 4:26 | |
| Where Did You Go | Taylor Barton, Sarah Jarosz | 2:59 | |
| Seven Angels | Hem | 2:25 | |
| Darlin' | Madison Violet | 4:37 | |
| Lightning In A Jar | Molly Tuttle | 3:12 | |
| If It Be Your Will - Reprise | Jennifer Warnes | 3:08 | |
| Many Moons Ago (feat. Sarah Jarosz) | Danny Burns, Sarah Jarosz | 5:12 | |
| We Could Pretend | Ruth Moody | 4:35 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Secret - Acoustic | Angel Snow | 3:10 | |
| Prairie Girl Gone | Po' Girl | 6:21 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| St. Mary's Of Regret | Susan Werner | 4:09 | |
| At the Purchaser's Option | Rhiannon Giddens | 4:16 | |
| He Came To Meet Me | Hem | 4:25 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Sylvia Hotel | Cheryl Wheeler | 3:20 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| You're in My Love | Sinéad Lohan | 3:52 | |
| 1,000 Things | Sarah Jarosz | 3:27 | |
| Little Song | Sarah Jarosz | 2:48 | |
| Sit Here And Love Me | Caroline Spence | 3:25 | |
| Gone Too Soon | Sarah Jarosz | 3:34 | |
| The Kid | Cry Cry Cry | 5:39 | |
| Hometown | Sarah Jarosz | 3:00 | |
| American Flowers | Birds of Chicago | 6:10 | |
| Johnny | Sarah Jarosz | 3:59 | |
| Alright Alright | Birds of Chicago | 4:02 | |