| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Lucinda's Room | Aaron Lee Tasjan | 4:38 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Blue Car | Greg Brown | 4:11 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Wink | Blue Mountain | 3:17 | |
| Who Am I To Say | Justin Townes Earle | 3:08 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| All This Living | The Black Lillies | 4:29 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Slippin' | Amanda Shires | 2:39 | |
| E.N.S.A.A.T. | Aaron Lee Tasjan | 4:19 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Unlock more with Songs Like X Pro |
| Red Dress | Israel Nash | 4:07 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Messenger | Joe Pug | 4:23 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Midnight Train | David Rawlings | 3:18 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Tall Grass in Old Virginny | Jeffrey Foucault | 3:27 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Drivin' | Robert Ellis | 2:46 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Cheap Suit | Jeffrey Foucault | 2:38 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Geronimo | Shannon McNally | 3:50 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
