| Blue Umbrella | John Prine | 3:53 | |
| Barbara's Song | Ian Noe | 3:25 | |
| One for the One | John Hiatt | 4:18 | |
| Ashes of Love | Amazing Rhythm Aces | 3:04 | |
| She Is My Everything | John Prine | 4:25 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Borderless Love | The Flatlanders | 3:16 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| The Poet Game | Greg Brown | 5:32 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| Storm Windows | John Prine | 4:26 | |
| Somethin' Stupid | Zephaniah OHora | 3:18 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| 36 Cents | The Bacon Brothers | 4:24 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Unlock more with Songs Like X Pro |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Outfit | Drive-By Truckers | 4:06 | |
| This Love Is Real | John Prine | 3:18 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Honky Tonk Stardust Cowboy | Jonathan Edwards | 3:33 | |
| Always Lift Him Up And Never Knock Him Down | Willie Watson | 2:35 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Saillin' Around | John Prine | 3:24 | |
| Missin' You | Little Feat | 2:21 | |
| Take It Easy | Jackson Browne | 3:51 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Texas Tears | Terry Allen, The Panhandle Mystery Band | 4:11 | |
| Before I Go | John Hiatt | 3:34 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Everything's a Miracle (Live) | Greg Trooper | 5:47 | |
| All the Way with You | John Prine | 3:52 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Needle & Thread | Eilen Jewell | 3:40 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| Without Love (We're Just Wastin' Time) | Ray Wylie Hubbard | 3:48 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
