| Chip of a Star | Chatham County Line | 4:30 | |
| Life Is Bad | Shelby Lynne | 3:18 | |
| Border Radio | Kelly Willis, Bruce Robison | 2:50 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Medicine Hat | Son Volt | 4:13 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Deportee | Los Texmaniacs, Lyle Lovett | 3:54 | |
| Sugar Babe | Jesse Colin Young | 3:41 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| East of Gary | Darrell Scott | 4:33 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| Some Things You Don't Want to Know | Peter Wolf | 2:31 | |
| Always | John Gorka | 3:55 | |
| The Good Life | Justin Townes Earle | 2:47 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Same Kind of Crazy | Delbert McClinton | 4:04 | |
| Unlock more with Songs Like X Pro |
| Oh Soul | Mary Gauthier | 5:26 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| I'm a Little Mixed Up | Eilen Jewell | 3:01 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Long Tall Texan - Live | Lyle Lovett | 3:20 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Brothers | Mary Gauthier | 2:50 | |
| I Am the Light of This World | Jorma Kaukonen | 3:48 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Down into Mexico | Delbert McClinton | 4:35 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Girls From Texas (feat. Lyle Lovett) | Pat Green, Lyle Lovett | 3:21 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Reckless | Rodney Crowell | 3:30 | |
| How Bad's the Coffee | John Hiatt & The Goners | 3:56 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Understand You | Lyle Lovett | 3:43 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Cup Of Sorrow | Amos Lee | 3:51 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Pale Moon | Shannon McNally | 5:12 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
