| Sorry You're Sick | Ana Egge | 3:22 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| Open Roads | Jade Brodie | 3:07 | |
| Town to Town | Belle Plaine, Blake Berglund | 3:15 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Where is the Heart of My Country | Caitlin Canty | 5:13 | |
| Railroad Man | The Stray Birds | 3:44 | |
| Where Can I Go | The Gage Brothers | 3:07 | |
| Hurt a Little | Ana Egge | 2:44 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Thinkin' on You | Rachel Baiman | 4:19 | |
| Saskatchewan | Belle Plaine, Blake Berglund | 4:12 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Old Oldsmobile | Jamie Lin Wilson | 5:13 | |
| Crazy Lady Blues | Ana Egge | 4:52 | |
| Shake Sugaree | Too Sad for the Public, Ana Egge | 2:31 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
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| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Countryside | Charlie Marie | 3:08 | |
| Door Won't Close | Ana Egge | 3:59 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Lullaby | Dori Freeman | 3:25 | |
| Somebody’s Daughter | Lilly Hiatt | 3:18 | |
| Carolina Ghost | Caleb Caudle | 3:46 | |
| Dreamer | Ana Egge | 2:41 | |
| When You're Gone | Amanda Shires | 3:06 | |
| Where the Cars Go By Fast (feat. Lillie Mae) | Jim Lauderdale, Lillie Mae | 3:04 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| My Blinded Heart | Watchhouse | 4:47 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| God Is A Working Man | Jason Isbell, Southern Family | 3:20 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Motorcycle | Ana Egge | 3:01 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Hey Now (pt2) | Too Sad for the Public, Ana Egge | 3:48 | |
| Adelaide | The Stray Birds | 3:44 | |
| Hell of a Woman | Emily Nenni | 3:59 | |
| Earthly Justice | Western Centuries | 4:03 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Long Haul | Caroline Spence | 4:01 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
