| Down in My Hometown | The Flatlanders | 2:45 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| My Baby Don't Tolerate | Wynton Marsalis Septet, Lyle Lovett, Wynton Marsalis | 3:46 | |
| Good Noise | John Gorka | 3:05 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | |
| River Song | Tom Rush | 3:56 | |
| Make It All So Real | Steve Forbert | 5:55 | |
| Things That I Lean On | Wynonna, Jason Isbell | 3:40 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Take Me Down | Kelly Willis | 3:45 | |
| Helpless | k.d. lang | 4:17 | |
| Long Way Home (feat. Lyle Lovett) (feat. Lyle Lovett) | Kat Edmonson, Lyle Lovett | 3:02 | |
| Now It's Now Again | The Flatlanders | 3:33 | |
| Wicked | Lee Ann Womack | 4:07 | |
| Broken Bottle | Alejandro Escovedo | 3:52 | |
| Unlock more with Songs Like X Pro |
| The Dutchman | Steve Goodman | 4:19 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Emma-Jean - Remastered | Amazing Rhythm Aces | 2:52 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| The End Is Not in Sight (The Cowboy Tune) - Remastered | Amazing Rhythm Aces | 3:50 | |
| Leaving Winslow | Jackson Browne | 3:52 | |
| Always | John Gorka | 3:55 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Brand New Heartache - 2006 Remaster | Gram Parsons | 2:26 | |
| Up In Indiana | Lyle Lovett | 4:35 | |
| Detroit or Buffalo | Amanda Shires | 4:08 | |
| Silence | John Gorka | 3:14 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Restless - Remastered | Alison Krauss & Union Station | 2:51 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
| These Days | Gregg Allman | 3:57 | |
| Wild Horses | Leon Russell | 3:37 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
