| Black Eye | Uncle Tupelo | 2:19 | ||
| Magic Trick | M. Ward | 1:42 | ||
| Right Moves | Josh Ritter | 3:44 | ||
| I'm Writing a Novel | Father John Misty | 3:35 | ||
| Breathless | Nick Cave & The Bad Seeds | 3:13 | ||
| Our Town | Iris DeMent | 5:00 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Life Worth Livin' | Uncle Tupelo | 3:32 | ||
| Not Even Stevie Nicks… | Calexico | 2:43 | ||
| Shakedown on 9th Street | Ryan Adams | 2:52 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| He's a Dick | Golden Smog | 2:48 | ||
| I'm a Man You Don't Meet Every Day | The Pogues | 2:55 | ||
| Little Things in Life | Green On Red | 3:41 | ||
| Cape Canaveral | Conor Oberst | 4:04 | ||
| Graceland | Justin Townes Earle | 3:14 | ||
| The Boy With the Arab Strap | Belle and Sebastian | 5:14 | ||
| Our Song | Joe Henry | 6:19 | ||
| Mr. Rabbit | Paul Westerberg | 2:25 | ||
| A Girl In Port | Okkervil River | 6:36 | ||
| The Fourteenth of February | Billy Bragg | 3:26 | ||
| Unlock more with Songs Like X Pro | ||||
| Too Many Birds | Bill Callahan | 5:27 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| So Much Wine | The Handsome Family | 3:48 | ||
| Desperados Under the Eaves | Warren Zevon | 4:47 | ||
| Why Do You Do This to Yourself | Evan Dando | 1:58 | ||
| Piazza, New York Catcher | Belle and Sebastian | 3:03 | ||
| Me & Jiggs | Josh Ritter | 3:04 | ||
| Lookin' Up In Heaven | Paul Westerberg | 3:12 | ||
| One of These Days | Neil Young | 4:57 | ||
| Tiger Lily | Luna | 4:47 | ||
| There Is Power in a Union | Billy Bragg | 2:48 | ||
| Rudy with a Flashlight | Evan Dando | 2:37 | ||
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | ||
| Vincent Van Gogh | Jonathan Richman | 3:03 | ||
| Bisbee Blue | Calexico | 2:48 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Four Winds | Bright Eyes | 4:16 | ||
| Stuck Inside of Mobile with the Memphis Blues Again | Cat Power | 6:53 | ||
| Anna Leigh | The Sadies | 3:21 | ||
| King Tide and the Sunny Day Flood | Billy Bragg | 2:59 | ||
| The Weight - Remastered 2000 | The Band | 4:34 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Fisherman's Blues (by Mike Scott/Steve Wickham) [Waking Ned] | Shaun Davey, The Waterboys | 4:14 | ||
| One Of These Things First | Nick Drake | 4:49 | ||
| Cause | Rodríguez | 5:30 | ||
| (The Angels Wanna Wear My) Red Shoes | Elvis Costello | 2:47 | ||
| Haunted | Shane MacGowan & The Popes | 4:11 | ||
