| People of the Bay (for the Wawenock) | Reverend Rooster | 4:22 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Opening Statement | Hard Working Americans | 5:18 | |
| Never Again | The Sadies | 2:36 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Shed a Tear (For the Lonesome) | Green On Red | 3:06 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Loco Girl | Chris Whitley | 3:11 | |
| Elouise | Chuck Prophet | 3:15 | |
| Let's Take Some Drugs and Drive Around | The Silos, Walter Salas-Humara | 4:17 | |
| Hanging on to You | Jay Farrar | 2:51 | |
| Jailbird | Jim White | 5:44 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Only One and Only | Gillian Welch | 5:33 | |
| Let's Ride | Blue Mountain | 3:44 | |
| Anna Leigh | The Sadies | 3:21 | |
| Sweet Virginia | Everest | 4:36 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Unlock more with Songs Like X Pro |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Living with the Law | Chris Whitley | 3:41 | |
| All My Lies | Jenifer McKitrick, Katharine Cole, Chuck Prophet, Chris von Sneidern, Tony Marsico, Dawn Richardson | 4:41 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| It's Only Money, Tyrone | Marah | 3:26 | |
| Jaco (I'll Take MIne) | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Stephanie Lee, Chris von Sneidern, Katharine Cole, Tony Marsico | 4:07 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Coming Out in Code | Chuck Prophet | 3:07 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Wild Country | Chris Whitley | 3:08 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| The Water Wars | Richmond Fontaine | 3:21 | |
| Summertime Thing | Chuck Prophet | 5:11 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Everything Is Your Fault | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:14 | |
| Off And Running | James McMurtry | 3:54 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| The Maker | Willie Nelson | 5:08 | |
| King's Highway | Joe Henry | 3:47 | |
| I'm Alright | Loudon Wainwright III | 2:23 | |
| Inn Town | Whiskeytown | 5:51 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Entella Hotel | Peter Case | 4:58 | |
