| Detroit City | John Doe, The Sadies | 2:55 | |
| Madame Mary | Jim Lauderdale | 4:21 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Top Shelf | Donna The Buffalo | 3:22 | |
| Jealous Love | Anders Osborne | 2:44 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Take These Chains From My Heart | John Doe, The Sadies | 2:08 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| Surrender to Love | Larry Campbell & Teresa Williams, Larry Campbell, Teresa Williams | 3:51 | |
| Undone | Yarn | 3:27 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| The Piano Has Been Drinkin' (Not Me) | Dan Hicks & His Hot Licks | 3:30 | |
| Blue Moon Junction | Jim Lauderdale | 4:24 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| High Is Not the Top | Chris Robinson Brotherhood | 3:49 | |
| One of the Fortunate Few | Delbert McClinton | 2:47 | |
| Walkin' Daddy | Greg Brown | 4:56 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Unlock more with Songs Like X Pro |
| Long Way to Texas | Yarn | 3:00 | |
| See the Elephant | James McMurtry | 4:25 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| For Keeps | Jim Lauderdale | 3:42 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Memphis In My Mind | Whitney Rose | 2:53 | |
| Diamond Joe | Cabinet | 4:07 | |
| Slow on the Gulf | Tony Kamel | 3:47 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| I'm Gone | Pieta Brown | 2:20 | |
| Carole With An E | Brennen Leigh | 3:35 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| The Opportunity to Help Somebody Through It | Jim Lauderdale | 3:07 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| The Secrets of the Pyramids | Jim Lauderdale | 3:22 | |
| Roll Um Easy | Little Feat | 2:31 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Are You Sure Hank Done It This Time | Leftover Salmon | 3:40 | |
| Starlight | Logan Ledger | 5:21 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Everything Is Broken | Tim O'Brien | 2:57 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| River's Rising | Leftover Salmon | 3:59 | |
| Can't Let Go | Lucinda Williams | 3:28 | |
| Silverlined | Donna The Buffalo | 3:08 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| I Heard That Lonesome Whistle | Tab Benoit, Louisiana's LeRoux, Jim Lauderdale | 4:24 | |
