| Back to My Old Molehill | The Flatlanders | 3:21 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Diplomacy | Chris Smither | 2:37 | |
| Officer Norris | Blaze Foley & the Beaver Valley Boys | 3:21 | |
| No Expectations | Earl Scruggs, Tom T. Hall | 3:35 | |
| Number Sixteen | The Flatlanders | 2:40 | |
| I Used To Be Somebody | June Carter Cash | 4:13 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| In My Cups | Western Centuries | 3:02 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Silverlake | Steve Young | 4:09 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| You Make It Look Easy | The Flatlanders | 3:53 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
Unlock more with Songs Like X Pro |
| Open Up | Chris Smither | 2:55 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| East of Eden | Tom Rush | 3:29 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Bloody Mary Morning | Kinky Friedman | 3:08 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Thunderbird | John Hiatt | 4:04 | |
| California Blues | Alejandro Escovedo | 3:20 | |
| The Good Life | Justin Townes Earle | 2:47 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Slim and The Devil | Willie Watson | 5:11 | |
| Johah | Ramsay Midwood | 5:11 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Hold On I | Chris Smither | 4:03 | |
| Story of You | The Flatlanders | 2:00 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Mama Hated Diesels | Commander Cody and His Lost Planet Airmen | 5:09 | |
| Letter From Heaven | Bill Morrissey | 1:54 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Hillbilly Truck Driving Man | Bill Kirchen | 3:24 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
| Waiting for a Train | Jimmie Dale Gilmore, The Flatlanders | 2:33 | |
| Troubles | Tara Nevins | 4:03 | |