| Rachel's Song | James McMurtry | 4:39 | ||
| Radio King | Golden Smog | 3:09 | ||
| Dead Mans Will | Calexico, Iron & Wine | 3:13 | ||
| To Be the One | Ryan Adams | 3:00 | ||
| Goin' to Acapulco | Jim James, Calexico | 4:58 | ||
| Angels May | Dan Reeder | 1:59 | ||
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | ||
| Turns Around the Bottle | Barna Howard | 2:52 | ||
| Oh Sister | Andrew Bird | 4:49 | ||
| Killed Myself When I Was Young | A.A. Bondy | 3:50 | ||
| Maggie I've Been Searching for Our Son | Craig Finn | 4:02 | ||
| The Serpent Is Kind (Compared to Man) | Hiss Golden Messenger | 3:35 | ||
| Anodyne | Uncle Tupelo | 4:50 | ||
| Kansas City | Okkervil River | 5:46 | ||
| Perfume | Old 97's | 3:04 | ||
| The Trip | Dave Rawlings Machine | 10:55 | ||
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | ||
| Kids In The Street | Justin Townes Earle | 3:53 | ||
| Sky Blue Sky | Jeff Tweedy | 3:13 | ||
| Fear of Falling | Golden Smog | 3:31 | ||
| Chickamauga | Uncle Tupelo | 3:42 | ||
| Unlock more with Songs Like X Pro | ||||
| Don't You Fall | The Be Good Tanyas | 3:38 | ||
| No Lord Is Free | Hiss Golden Messenger | 5:04 | ||
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | ||
| Laminated Cat | Jeff Tweedy | 3:49 | ||
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | ||
| Looking For A Place To Land | Justin Townes Earle | 3:28 | ||
| Warfare | Uncle Tupelo | 3:38 | ||
| The Longest Day | Megafaun | 3:51 | ||
| New Drink for the Old Drunk | Crooked Fingers | 3:52 | ||
| How Good You Are | Joe Pug | 4:19 | ||
| I Can See the Pines are Dancing | A.A. Bondy | 3:42 | ||
| Red Right Hand | Giant Sand | 4:40 | ||
| Rescue Blues | Craig Finn | 4:15 | ||
| Gun | Uncle Tupelo | 3:40 | ||
| Letter in Icelandic from the Ninette San | John K. Samson | 3:59 | ||
| A Chance Counsel | Richard Buckner | 4:50 | ||
| No Rolling Back | Jay Farrar | 3:13 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Unsophisticated Heart | Joe Pug | 3:06 | ||
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | ||
| Sunset to Dawn | The Sadies | 2:52 | ||
| South of the South | David Dondero | 5:11 | ||
| Salome | Old 97's | 4:07 | ||
| Looking For A Way Out | Uncle Tupelo | 3:40 | ||
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | ||
| Hampton Inn Room 306 | Pete Droge | 3:27 | ||
| Strawberry Wine | Ryan Adams | 7:58 | ||
| Journey Through The Past | James Mercer | 3:47 | ||
