| Cosmic Cowboy | Michael Martin Murphey, Willie Nelson, Jerry Jeff Walker, Lyle Lovett, Bruce Robison, Django Walker, Gary P. Nunn, Bob Livingston | 4:16 | ||
| You And Tequila | Matraca Berg | 4:07 | ||
| I'll Come Knockin' | Lyle Lovett | 3:24 | ||
| Arroyo Seco | John Gorka | 4:24 | ||
| Let the Mystery Be | 10,000 Maniacs | 3:08 | ||
| This Kind of Happy | Iris DeMent | 3:44 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | ||
| My Baby Don't Tolerate | Wynton Marsalis Septet, Lyle Lovett, Wynton Marsalis | 3:46 | ||
| Levelland | James McMurtry | 5:23 | ||
| Different Kind Of Gone | Mary Gauthier | 3:41 | ||
| Early Morning Rain | Gordon Lightfoot | 3:18 | ||
| If I Needed You | Lyle Lovett | 3:46 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| A Perfect World | Kate Campbell | 3:17 | ||
| Not Forgotten You | Kelly Willis | 3:35 | ||
| What Would You Say to Me | Mary Chapin Carpenter | 3:43 | ||
| Where I'm From | Shelby Lynne | 3:50 | ||
| Dusty Old Man | Tift Merritt | 3:47 | ||
| The Road To Ensenada | Lyle Lovett | 4:15 | ||
| Drunken Lady of the Morning | Michael Martin Murphey, Lyle Lovett | 4:58 | ||
| Unlock more with Songs Like X Pro | ||||
| The Gypsy Life | John Gorka | 4:26 | ||
| After the Storm | The Flatlanders | 3:52 | ||
| Flyswatter / Ice Water Blues (Monte Trenckmann's Blues) | Lyle Lovett | 3:44 | ||
| Wasteland of the Free | Iris DeMent | 5:15 | ||
| Walkin' Daddy | Greg Brown | 4:56 | ||
| Humble & Kind | Lori McKenna | 4:03 | ||
| Lookin' for Me Somewhere | Bodeans | 3:01 | ||
| I Take My Chances | Mary Chapin Carpenter | 3:45 | ||
| Think About You | Eliza Gilkyson | 3:23 | ||
| Walkin' Home | Iris DeMent | 5:41 | ||
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | ||
| Fireflies | Lori McKenna | 4:17 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | ||
| Rescue Me | Amy Helm | 4:07 | ||
| I Know | John Gorka | 2:35 | ||
| A Smell Of Coffee | Greg Brown | 3:53 | ||
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | ||
| Half A Million Miles | The Kennedys | 3:45 | ||
| Ain't It Something | Lyle Lovett | 2:14 | ||
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | ||
| No Place To Fall | The Little Willies | 4:00 | ||
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | ||
| Seminole Wind | James Taylor | 4:48 | ||
| Drop In A Bucket | Mary Gauthier | 4:10 | ||
| You've Got a Friend in Me - Duet | Randy Newman, Lyle Lovett | 2:42 | ||
| The Mountain | Levon Helm | 3:35 | ||
| Memphis | Cry Cry Cry | 4:55 | ||
