| Kathy | Luther Dickinson, Allison Russell, Birds of Chicago | 4:17 | |
| Arroyo Seco | John Gorka | 4:24 | |
| Somewhere in the Middle (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 2:41 | |
| Closing Time | Pieta Brown | 3:08 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| You Made Me Feel for You | Shannon McNally | 2:57 | |
| Travellin' Shoes | Ruth Moody | 3:05 | |
| It Is You | Roseanne Reid | 2:08 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Fishin With You (Acoustic) | Carsie Blanton | 2:17 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Nice When It Rains | Greg Brown | 3:10 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Cotton And The Cane | Amy Helm | 4:10 | |
| The Damage | Rodney Crowell | 4:01 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Rescue Me | Amy Helm | 4:07 | |
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| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Come On Up To The House | Willie Nelson, Sheryl Crow, Lukas Nelson | 5:16 | |
| Desert Dove | Michaela Anne | 4:41 | |
| Waiting On You | Greg Brown | 4:31 | |
| Homemade Songs | Shannon McNally | 4:10 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| This Too Shall Light | Amy Helm | 4:20 | |
| 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 | |
| Call Me Sometime | Becky Warren | 3:24 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| Wondering How | Pieta Brown | 3:06 | |
| Last Rock n Roll Boy to Dance | Amy LaVere, Will Sexton | 5:11 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Love Don't Let Me Down (feat. Caitlin Rose) | Hayes Carll, Caitlin Rose | 3:42 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Onto You | Caitlin Canty | 3:30 | |
| No Place To Fall | Charlie Sexton, Shannon McNally | 2:43 | |
| Superlover | Birds of Chicago | 3:52 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Love In Wartime | Birds of Chicago | 5:49 | |
| Slow New York | Richard Julian | 3:06 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |
| Long Haul | Caroline Spence | 4:01 | |
