| Maybe | Dan Reeder | 3:43 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Run Wild | Twain, The Deslondes | 2:56 | ||
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
| Five Year Kansas Blues | F. J. McMahon | 2:46 | ||
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Back in the Goodle Days | John Hartford | 3:39 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| I’ll Be Here In the Morning | Jason Molina | 2:29 | ||
| The Game | Esther Rose | 5:04 | ||
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | ||
| Dallas | The Flatlanders | 3:01 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| I Drink Beer | Dan Reeder | 2:53 | ||
| Big Mouth USA | Jim Ford | 3:13 | ||
| Dead Flowers | Townes Van Zandt | 4:47 | ||
| Desperado | The Cactus Blossoms | 2:46 | ||
| Unlock more with Songs Like X Pro | ||||
| Sunday Mornin' Comin' Down | Kris Kristofferson | 4:30 | ||
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | ||
| A Robin or A Wren | Jeff Tweedy | 2:48 | ||
| Got a Lotta Love | The Cactus Blossoms | 3:02 | ||
| You Never Wanted Me | Jackson C. Frank | 3:07 | ||
| You'll Never Surf Again | Dan Reeder | 2:42 | ||
| Waiting Around to Die | Townes Van Zandt | 2:45 | ||
| The Fading | Joan Shelley | 3:09 | ||
| Workin’s Too Hard | Rayna Gellert | 3:36 | ||
| Rainbows and Ridges | Blaze Foley | 2:56 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Story of You | The Flatlanders | 2:00 | ||
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | ||
| Springtime Of The Year | Kacy & Clayton | 2:58 | ||
| Alabama Highway | Steve Young | 5:03 | ||
| Can't Get Away from My Love | Jackson C. Frank | 2:50 | ||
| Johnny Dear | Kassi Valazza | 5:02 | ||
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | ||
| Cosmic Doo Doo | Blaze Foley | 1:48 | ||
| Colorado Girl | Townes Van Zandt | 3:18 | ||
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | ||
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | ||
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | ||
| That's How I Got To Memphis | Tom T. Hall | 3:02 | ||
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | ||
| I Gave Up All I Had | Ted Hawkins | 2:56 | ||
| The Mountain | Levon Helm | 3:35 | ||
