| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Cincinnati Motel | Neal Casal | 4:26 | |
| Wild Country | Chris Whitley | 3:08 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Five O'Clock Angel | Peter Wolf | 3:00 | |
| I Can't Stand the Rain | Lowell George | 3:21 | |
| Gypsy In My Soul | Van Morrison | 4:04 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Forever and a Day | Giant Sand | 6:26 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Lies You Forgot You Told | Peter Mulvey | 2:24 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| All My Lies | Jenifer McKitrick, Katharine Cole, Chuck Prophet, Chris von Sneidern, Tony Marsico, Dawn Richardson | 4:41 | |
| Summertime Thing | Chuck Prophet | 5:11 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| Long Way Around | Chris Whitley | 4:26 | |
| Window Grin | Kelly Joe Phelps | 3:53 | |
Unlock more with Songs Like X Pro |
| Baby Woke Up | Sonia Dada | 3:24 | |
| The Right Mistake | Robbie Robertson | 4:29 | |
| Rexanimarum | Israel Nash | 4:59 | |
| 3 Al Purdy's | Bruce Cockburn | 6:05 | |
| When I Paint My Masterpiece | Jeff Lang, Chris Whitley | 5:00 | |
| Felony Glamour | Chuck Prophet | 3:34 | |
| Why | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Tony Marsico, Katharine Cole | 4:38 | |
| Dirt Floor | Chris Whitley | 2:12 | |
| When You Give It Away | Bruce Cockburn | 4:54 | |
| Hard To Explain | Cowboy Junkies | 4:37 | |
| Rescue Me | Amy Helm | 4:07 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Dust Radio | Chris Whitley | 5:08 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| I Don't Wanna Talk About It Now | Emmylou Harris | 4:45 | |
| Great Rain | John Prine | 4:08 | |
| Questions (Jakob Dylan & Eric Clapton) | Echo In The Canyon | 3:33 | |
| Elouise | Chuck Prophet | 3:15 | |
| Ballad of a Thin Man | James Solberg | 8:34 | |
| Waiting For The Sun | The Jayhawks | 4:20 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Two Hearts | The Jayhawks | 3:22 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Trampoline | Joe Henry | 4:33 | |
| Clouds | The Jayhawks | 4:51 | |
| Once Were Brothers | Robbie Robertson | 4:24 | |
| It's Raining | Peter Wolf | 4:17 | |