| One and Only | Ruth Moody | 4:54 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| The Blue Distance | Mary Chapin Carpenter | 5:04 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| The Brightest Day | Caitlin Canty | 2:58 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Map of My Heart | Mary Chapin Carpenter | 2:57 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| He Told Her the City Was Killing Him | The Delines | 4:11 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Stone Cold World | Caroline Herring | 3:28 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Winsome Smile | Chris Smither | 3:34 | |
| The Trumpet Vine | Kate Wolf | 4:29 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Angel Flight | Darden Smith | 3:59 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
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| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| The Gypsy Life | John Gorka | 4:26 | |
| You Took My Future | Teddy Thompson, Kelly Jones | 2:19 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Cold Missouri Waters | Richard Shindell | 5:55 | |
| Wondering How | Pieta Brown | 3:06 | |
| Say Grace | Sam Baker | 4:19 | |
| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Long Wide Open Road | Darrell Scott | 5:01 | |
| How To Forget | Jason Isbell | 4:04 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Here in California | Kate Wolf | 5:30 | |
| One Good Year | Slaid Cleaves | 4:54 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Oh Roberta | Slaid Cleaves | 3:17 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Kathy | Po' Girl | 4:17 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
