| All When We Were Young | The Felice Brothers | 3:25 | ||
| I'll Sing It | Tweedy, Jeff Tweedy | 4:01 | ||
| Sunshine Skyway | GospelbeacH | 3:06 | ||
| In A Ditch | Scud Mountain Boys | 2:42 | ||
| Jimmy Carter | Blue Mountain | 2:24 | ||
| After the Damage | Patterson Hood | 4:34 | ||
| Postcards | The Sadies | 2:41 | ||
| She Loves Me | James McMurtry | 3:01 | ||
| These Days | Paul Westerberg | 4:06 | ||
| Champaign, Illinois | Old 97's | 3:25 | ||
| Call It What You Will | Joe Pug | 2:56 | ||
| San Francisco | Jay Farrar, Benjamin Gibbard | 3:58 | ||
| In Our Time | Deer Tick, Vanessa Carlton | 4:18 | ||
| Burning Pictures | Justin Townes Earle | 2:48 | ||
| New Moon | Tweedy, Jeff Tweedy | 3:39 | ||
| Whispering Circles | The Sadies | 3:12 | ||
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | ||
| Baby Learns to Crawl | Paul Westerberg | 2:46 | ||
| That's How Every Empire Falls | John Prine | 5:34 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| All That Matters | Todd Snider | 3:22 | ||
| Unlock more with Songs Like X Pro | ||||
| I Dreamed I Saw St. Augustine | John Doe | 3:13 | ||
| Anna Leigh | The Sadies | 3:21 | ||
| Backstreet Girl | Golden Smog | 3:54 | ||
| Let's Ride | Blue Mountain | 3:44 | ||
| Got You Down | Paul Westerberg | 3:10 | ||
| No Rolling Back | Jay Farrar | 3:13 | ||
| You'd A' Thought (Leonard Cohen Must Die) | James McMurtry | 5:15 | ||
| Westward Ho | Richmond Fontaine | 2:33 | ||
| Keys | Golden Smog | 3:28 | ||
| Grandaddy's Mouth | Dexateens | 3:30 | ||
| Caroline | The Silos | 2:55 | ||
| Far from Home | Neil Young | 3:45 | ||
| Back | Slobberbone | 2:48 | ||
| Six Year Drought | James McMurtry | 5:14 | ||
| Lakeside | Blue Mountain | 3:11 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Portland - 2008 Remaster | The Replacements | 4:28 | ||
| As Above, So Below | The Sadies | 2:20 | ||
| Maria | Justin Townes Earle | 2:35 | ||
| In the New Sunshine | Freedy Johnston | 2:45 | ||
| Sweet Virginia | Everest | 4:36 | ||
| Bird on Broken Wing | The Felice Brothers | 5:14 | ||
| Pecan Pie | Golden Smog | 2:53 | ||
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | ||
| Through The Rads | Hayden | 1:19 | ||
| Sister Lost Soul | Alejandro Escovedo | 4:16 | ||
| Baby Boomer | Monsters Of Folk | 2:53 | ||
| Cure For This | Golden Smog | 3:42 | ||
