| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | ||
| Honolulu Blues | Craig Finn | 4:15 | ||
| Song About a Man | Deer Tick | 3:26 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Down Down The Deep River | Okkervil River | 6:32 | ||
| When My Time Comes | Dawes | 5:08 | ||
| Well, You Can Do It Without Me | Father John Misty | 2:43 | ||
| Slowly (Oh So Slowly) | Conor Oberst | 3:34 | ||
| Bird on Broken Wing | The Felice Brothers | 5:14 | ||
| Low Life Kingdom | Jay Farrar, Benjamin Gibbard | 3:20 | ||
| Tegucigalpa | Fruit Bats | 3:45 | ||
| Pick Up The Tempo | Phosphorescent | 3:17 | ||
| This Tornado Loves You | Neko Case | 3:19 | ||
| Portland - 2008 Remaster | The Replacements | 4:28 | ||
| The El | Rhett Miller | 3:09 | ||
| Plus Ones | Okkervil River | 3:43 | ||
| I Can See the Pines are Dancing | A.A. Bondy | 3:42 | ||
| I Gotta Get Drunk | Phosphorescent | 3:38 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| If I Wanted Someone | Dawes | 4:39 | ||
| The Late Greats | Wilco | 2:31 | ||
| Unlock more with Songs Like X Pro | ||||
| Lost Love | Golden Smog | 3:00 | ||
| I Burn Today | Frank Black | 4:05 | ||
| I'm Writing a Novel | Father John Misty | 3:35 | ||
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | ||
| City of Immigrants (with Forro in the Dark) | Steve Earle | 4:18 | ||
| Chelsea Hotel | Dan Bern | 4:56 | ||
| Let's Go Rain | Jeff Tweedy | 2:57 | ||
| O! Grace | Magnolia Electric Co., Jason Molina | 3:27 | ||
| A Little More Time | John Doe | 3:48 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Our Song | Joe Henry | 6:19 | ||
| Yuma, AZ | Damien Jurado | 2:55 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Blue Driver | Vetiver | 3:57 | ||
| Nicotine | Dead Man Winter | 3:20 | ||
| Guttersnipe | Bhi Bhiman | 6:52 | ||
| To Be Young (Is to Be Sad, Is to Be High) | Ryan Adams | 3:04 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Behind That Locked Door | Yim Yames | 4:17 | ||
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Somebody Remembers The Rose | Whiskeytown | 2:30 | ||
| California Stars | Billy Bragg, Wilco | 4:58 | ||
| Tea Bag Blues | Billy Bragg, Wilco | 3:59 | ||
| Hangover Days | Jason Collett | 4:36 | ||
| Carolina Rain | Ryan Adams | 5:23 | ||
| No Hard Feelings | The Avett Brothers | 5:14 | ||
| Ain'ta Gonna Grieve | Billy Bragg, Wilco | 4:47 | ||
