| Miles to Go | Eilen Jewell | 3:16 | ||
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Kings And Queens | Loudon Wainwright III | 2:20 | ||
| If I Cant Win | The Cactus Blossoms | 3:17 | ||
| Please Let Me Go Round Again | Swamp Dogg, John Prine | 4:40 | ||
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | ||
| Temperance River Blues | Charlie Parr | 4:16 | ||
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | ||
| South Wind of Summer | The Flatlanders | 4:46 | ||
| Willin' | Little Feat | 2:54 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Sugar and Riley | Ray Bonneville | 3:34 | ||
| Don't Look for Me | Jeffrey Foucault | 3:05 | ||
| Take it Out Back | Chuck Brodsky | 3:10 | ||
| Across the Great Divide | Nanci Griffith | 3:57 | ||
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | ||
| Dear John (I Sent Your Saddle Home) | John Prine | 2:25 | ||
| Wallflower | Doug Sahm | 2:39 | ||
| Unlock more with Songs Like X Pro | ||||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Shores of Galilee | Shinyribs | 4:43 | ||
| New Delhi Freight Train | Little Feat | 3:44 | ||
| Going Back to Georgia | Nanci Griffith | 4:16 | ||
| Love Train | Paul Thorn | 6:04 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| Orphan of the Storm | Mudcrutch | 4:06 | ||
| Dixie Chicken | Little Feat | 3:59 | ||
| Tecumseh Valley | Nanci Griffith | 4:29 | ||
| Come Back to Us Barbara Lewis Hare Krisna Beauregard | John Prine | 3:20 | ||
| Stars in My Life | The Flatlanders | 3:20 | ||
| When the Nights Are Cold | Joe Ely | 2:53 | ||
| How Much I've Lied - 2002 Remaster | Gram Parsons | 2:29 | ||
| Carmelita | Warren Zevon | 3:34 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | ||
| Long Monday | John Prine | 3:22 | ||
| The Whole Night Sky | Bruce Cockburn | 3:54 | ||
| I Dream Of Highways | Hoyt Axton | 2:35 | ||
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | ||
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | ||
| Drop In A Bucket | Mary Gauthier | 4:10 | ||
| Cold & Bitter Tears | Ted Hawkins | 2:14 | ||
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | ||
| The Lovers In Your Dreams | Ray Wylie Hubbard | 4:30 | ||
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | ||
| Tobacco Road | Colvin & Earle | 2:49 | ||
| One Good Year | Slaid Cleaves | 4:26 | ||
