| Farewell Blues | Luke Winslow-King | 4:01 | |
| Hobo's Lullaby | Billy Bragg, Joe Henry | 3:57 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Grave Angels | Joe Henry | 5:31 | |
| Paint Me a Cowboy | Kendel Carson | 4:25 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Heal Me | Greta Gaines | 3:00 | |
| The Walking Wounded | Rosanne Cash | 5:04 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| My Sweetheart | VanWyck | 3:13 | |
| Fading Fast | Iain Matthews, Elliott Murphy | 3:54 | |
| Don't Call Me Stranger | Catherine MacLellan | 3:36 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Thinkin' on You | Rachel Baiman | 4:19 | |
| My Country | Joe Purdy | 6:32 | |
| Wondering How | Pieta Brown | 3:06 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| I'll Be Yours | The Americans | 5:47 | |
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| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Ballad of the Absent Mare | Perla Batalla | 6:16 | |
| Can't Find My Way Home - Bonus Track | Rosie Flores | 4:12 | |
| Winter Winds Blow | Mickey Newbury | 5:05 | |
| September Song | Kate Wolf | 4:07 | |
| Til It’s Gone | Luther Dickinson, Birds of Chicago | 5:07 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Cry for a Sparrow | The Lost Brothers | 2:41 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Indian Ocean | Frazey Ford | 6:08 | |
| Needle and the Damage Done | Kandle, Kendel Carson | 2:53 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Weather | Shelby Lynne | 4:42 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Hide Your Tears | John Hiatt | 3:15 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| We Never Win | Nathaniel Rateliff | 2:35 | |
| Geronimo | Shannon McNally | 3:50 | |
| Milk And Honey | Ondara, Madison Cunningham | 2:54 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |