| Tell Me | Bun E. Carlos, Alejandro Escovedo | 4:26 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| Sugaree | Graham Parker | 3:43 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Barely Losing | Richmond Fontaine | 2:47 | |
| Heartache | Lowell George | 2:28 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Cheap Hotel | Ron Sexsmith | 2:18 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Song for Katrina | Steve Forbert | 3:33 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Who Said That | Lichael Dayberry | 3:44 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Vigilante Man | Hindu Love Gods | 2:55 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Pecan Pie | Golden Smog | 2:53 | |
| Unlock more with Songs Like X Pro |
| Let's Take Some Drugs and Drive Around | The Silos, Walter Salas-Humara | 4:17 | |
| Slate | Uncle Tupelo | 3:24 | |
| Don't Need You | Alejandro Escovedo | 5:11 | |
| Off And Running | James McMurtry | 3:54 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| I Was Drunk | Bobby Bare, Alejandro Escovedo | 4:25 | |
| Lean on Your Peers | Blackie & The Rodeo Kings | 3:56 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| Grave Angels | Joe Henry | 5:31 | |
| Good Luck Charm | The Mastersons | 3:33 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Vinyl Records | Todd Snider | 2:29 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Cruel Lips | Graham Parker | 4:03 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| Trampoline | Joe Henry | 4:33 | |
| Long Way Back Again | Peter Wolf | 3:43 | |
| Maestro | Planet Norris | 1:21 | |
| Anchor | Alejandro Escovedo | 3:30 | |
| Matter Of Time | Elvis Costello, Los Lobos | 2:54 | |
| Here She Comes Again | Chris Hillman | 2:31 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Ohio Air Show Plane Crash | Joe Henry | 6:29 | |
| Charlie James | Peter Case | 3:06 | |
