| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| 65 Falcon | Rod Picott | 3:27 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Stacked on Me | Tony Landry | 2:21 | |
| Eden | Amanda Anne Platt & the Honeycutters | 5:32 | |
| Steal Your Love | Carrie Rodriguez | 4:16 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Not That Simple | The Honeycutters | 3:24 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Wreck You | Lori McKenna | 3:18 | |
| The Handbook | The Honeycutters | 3:04 | |
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| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Walk With Me | Ray Bonneville | 2:51 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Brooklyn | Carrie Rodriguez | 3:07 | |
| Barmaid's Blues | The Honeycutters | 6:49 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| Come and Join the Marines | Orkesta Mendoza, Carrie Rodriguez | 3:28 | |
| East of Eden | Tom Rush | 3:29 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Pick Me Up On Your Way Down | Steve Forbert | 2:37 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Now It's Now Again | The Flatlanders | 3:33 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| American Flowers | Birds of Chicago | 6:10 | |