| The Asp and the Albatross | Freakwater | 3:10 | ||
| Cook That Dinner, Dora | Loudon Wainwright III | 2:04 | ||
| Little Stream of Whiskey | Old Man Luedecke | 2:46 | ||
| Silo | Scud Mountain Boys | 3:45 | ||
| Being Around | The Lemonheads | 1:48 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| That's Not the Issue - 2017 Remaster | Wilco | 3:20 | ||
| Pecan Pie | Golden Smog | 2:53 | ||
| Magnolia Tree | Truckstop Honeymoon | 3:47 | ||
| New York Banker | Todd Snider | 4:26 | ||
| Mega Bottle Ride | Joe Strummer, The Mescaleros | 3:32 | ||
| Victoria | Old 97's | 3:51 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Cold Hard World - Live at The Vic, Chicago, IL - 10/20/17 | Daniel Johnston, Wilco | 4:11 | ||
| Mama Don't Cry | I Draw Slow | 4:09 | ||
| Lifetime underground | William Elliott Whitmore | 3:19 | ||
| Alabama Shamrock | Hackensaw Boys | 5:05 | ||
| Wedding Day in Funeralville | Conor Oberst and the Mystic Valley Band | 2:09 | ||
| Grave Angels | Joe Henry | 5:31 | ||
| When Walter Went Crazy | Drive-By Truckers | 3:48 | ||
| Jimmy Carter | Blue Mountain | 2:24 | ||
| Unlock more with Songs Like X Pro | ||||
| Until You Came Along | Golden Smog | 4:59 | ||
| Lift My Jug (Song For Hub Cale) | William Elliott Whitmore | 3:45 | ||
| The Water Wars | Richmond Fontaine | 3:21 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| All of Your Might | Jay Farrar | 3:48 | ||
| Gravity of the Situation | Vic Chesnutt | 4:09 | ||
| Dublin Blues | Guy Clark | 4:29 | ||
| OMGCD | The Low Anthem | 1:53 | ||
| Our Song | Joe Henry | 6:19 | ||
| Automation Song | Phil Ochs | 2:10 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| No Separation | Spirit Family Reunion | 3:28 | ||
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | ||
| If Your Poison Gets You | Frank Black | 2:56 | ||
| Reuben | The Be Good Tanyas | 4:23 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| Did You Hear John Hurt? | Jack White | 3:24 | ||
| Pick Up The Tempo | Phosphorescent | 3:17 | ||
| Atom in My Heart | Frank Black | 2:41 | ||
| That's What I Want to Hear | Phil Ochs | 3:09 | ||
| My Flying Saucer | Billy Bragg, Wilco | 1:44 | ||
| Drank Like A River | Whiskeytown | 2:57 | ||
| What Are You Fighting For | Phil Ochs | 2:47 | ||
| The End | Ryan Adams & The Cardinals | 3:42 | ||
| Ain'ta Gonna Grieve | Billy Bragg, Wilco | 4:47 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Cold & Bitter Tears | Ted Hawkins | 2:14 | ||
