| E.N.S.A.A.T. | Aaron Lee Tasjan | 4:19 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Indiana Rose | Barna Howard | 4:29 | ||
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Unforgiven | Bap Kennedy | 3:37 | ||
| Red Dress | Israel Nash | 4:07 | ||
| Out of the Running | Chatham County Line | 3:19 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Never Cry Again | John Fullbright | 4:14 | ||
| I Am the Road | The Cactus Blossoms | 2:47 | ||
| California | Jay Farrar | 4:21 | ||
| My Body Politic - Tareq Nazlawy Remix | Caitlin Cary, Shirlette Ammons | 2:48 | ||
| Pretty Please | Blue Mountain | 5:02 | ||
| Wine Lips | Lydia Loveless | 3:42 | ||
| Middle Child | Daniel Romano | 3:48 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| Say Grace | Sam Baker | 4:19 | ||
| Drive | Hayes Carll | 3:19 | ||
| I'd Rather Have You | Thad Cockrell | 4:10 | ||
| Hang Me, Oh Hang Me | The Deep Dark Woods | 4:22 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Unlock more with Songs Like X Pro | ||||
| Silver Lining | Carl Anderson | 2:30 | ||
| Whiskey Angel | The Black Lillies | 4:52 | ||
| Rosalyn | Thad Cockrell | 4:30 | ||
| Low Life Kingdom | Jay Farrar, Benjamin Gibbard | 3:20 | ||
| Calm Before the Storm | Eliza Gilkyson | 3:50 | ||
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | ||
| Color of a Lonely Heart Is Blue | Old 97's | 5:51 | ||
| I am a Child | Red Horse | 3:26 | ||
| Love and War | Horace Holloway, Caitlin Cary | 5:02 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| If In Case You Feel the Same (Part 1) | Thad Cockrell | 2:32 | ||
| Black T-Shirt | Slaid Cleaves | 3:14 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Fireworks | Caitlin Cary | 3:50 | ||
| Long Wide Open Road | Darrell Scott | 5:01 | ||
| Lakeside | Blue Mountain | 3:11 | ||
| Thrice All American | Neko Case | 3:13 | ||
| Walkin' | Phosphorescent | 3:44 | ||
| Keys to the Fair | Caitlin Cary | 2:43 | ||
| Don't Need You | Alejandro Escovedo | 5:11 | ||
| Wichita Ain't so Far Away | The Delines | 2:31 | ||
| Dixie's Land | The Mavericks, Thad Cockrell | 6:13 | ||
| The Trip | Dave Rawlings Machine | 10:55 | ||
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | ||
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | ||
| Not A Drop Of Rain | Robert Earl Keen | 4:09 | ||
| Goner w/ Souvenir | Richard Buckner | 2:41 | ||
| Stray Paper | Tift Merritt | 3:55 | ||
