| Old Songs Never Die | Rachel Baiman | 2:34 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Three Thousand Miles | Corin Raymond | 4:17 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Long May You Run | Sarah Jane Scouten, The Paperboys | 3:57 | |
| Change My Tune | Forest Sun | 2:49 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Prayer For The Blind | Cristina Vane | 2:15 | |
| Ain't a Day Goes By | Melissa Carper | 3:32 | |
| When You Change Your Mind | AJ Lee & Blue Summit | 3:36 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Hot Night | Carsie Blanton | 2:37 | |
| You Got Me | William Prince | 3:33 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Up on the Divide | Mighty Poplar, Andrew Marlin, Noam Pikelny, Chris Eldridge, Alex Hargreaves, Greg Garrison | 3:20 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
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| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Joke’s On Me | Rachel Baiman | 2:46 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Ain't No Sin | Carsie Blanton | 3:08 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Our Lady of the Tall Trees | Cahalen Morrison & Eli West | 3:43 | |
| Bird in a Tree | The Brother Brothers | 2:29 | |
| Crooked Tree | Molly Tuttle, Molly Tuttle & Golden Highway | 3:52 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| Winnemucca | Eilen Jewell | 4:17 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Queen Anne's Lace (Featuring Sean Hayes) | Forest Sun | 3:38 | |
| All of My Love | Senora May | 1:51 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Clean Slate | Chatham Rabbits | 3:18 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Turn Off The News (Build A Garden) - Acoustic | Lukas Nelson and Promise of the Real | 3:01 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
| Listen To The Radio | Billy Strings, Molly Tuttle | 4:00 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |