| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| East of Eden | Tom Rush | 3:29 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Let's Just Be Friends for Tonight | Zoe Muth and the Lost High Rollers | 3:46 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| East Side of Town | Lucinda Williams | 4:56 | |
| Come and Join the Marines | Orkesta Mendoza, Carrie Rodriguez | 3:28 | |
| There's a Hole in the Midnight | Chip Taylor, Carrie Rodriguez | 4:17 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Obsessed With The West | Brennen Leigh, Asleep At The Wheel | 3:27 | |
| Unlock more with Songs Like X Pro |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| All My Money On You | Diana Jones | 3:09 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| Cold Day in Hell | Lucinda Williams | 5:16 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| Passport Blues | Chip Taylor, The New Ukrainians | 5:25 | |
| The Devil | Amanda Anne Platt & the Honeycutters | 5:02 | |
| Laughing River | Greg Brown | 4:19 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| A Steady Heart | Malcolm Holcombe | 2:30 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Say Little Darlin' | Chip Taylor, Carrie Rodriguez | 2:51 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Big Red Sun Blues | Lucinda Williams | 3:28 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Best Of All Possible Worlds | The Little Willies | 3:10 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
