| Whip-poor-will | Magnolia Electric Co., Jason Molina | 4:12 | ||
| Story of You | The Flatlanders | 2:00 | ||
| The Big Surprise | The Felice Brothers | 4:22 | ||
| Tumble in the Wind (Version 2) | Jackson C. Frank | 3:07 | ||
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | ||
| Me & Magdalena | The Monkees | 3:33 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| The Lamb Ran Away with the Crown - Remastered | Judee Sill | 3:16 | ||
| I Don't Like The Man I Am | Pete Molinari | 3:34 | ||
| Runs in the Family | The Roches | 3:29 | ||
| Bad Boy Boogie | Mark Kozelek | 5:14 | ||
| Morning Glory | Tim Buckley | 3:43 | ||
| Damn Shame | Jolie Holland | 4:50 | ||
| What Are You? | Bonnie Prince Billy, Matt Sweeney | 2:38 | ||
| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | ||
| Kathleen | Josh Ritter | 4:08 | ||
| Carey | Joni Mitchell | 3:02 | ||
| Turns Around the Bottle | Barna Howard | 2:52 | ||
| Hollywood Hopeful | Loudon Wainwright III | 2:39 | ||
| Until You Came Along | Golden Smog | 4:59 | ||
| Unlock more with Songs Like X Pro | ||||
| Relations | Jackson C. Frank | 3:47 | ||
| Rogers Park | Justin Townes Earle | 4:27 | ||
| You And Your Sister - Acoustic Version | Chris Bell | 2:56 | ||
| Frozen Notes | Warren Zevon | 1:42 | ||
| Oh Deed I Do | Donovan | 2:05 | ||
| Valley of Tears | Michael Hurley | 3:12 | ||
| Urge for Going | Joni Mitchell | 5:08 | ||
| Yellow Walls | Jackson C. Frank | 2:59 | ||
| Cheap Hotel | Ron Sexsmith | 2:18 | ||
| Red Guitar | Loudon Wainwright III | 1:48 | ||
| Helicopter | M. Ward | 3:51 | ||
| Airplane | David Rawlings | 4:44 | ||
| Virgo Clowns - 1999 Remaster | Van Morrison | 4:14 | ||
| Blue Moon | Big Star | 2:07 | ||
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | ||
| Sing a Song for You - Take 11 | Tim Buckley | 5:43 | ||
| Rufus Is A Tit Man | Loudon Wainwright III | 2:26 | ||
| It'll Take A Long Time | Sandy Denny | 5:14 | ||
| Trouble | Yusuf / Cat Stevens | 2:52 | ||
| Valley Morning | Loudon Wainwright III | 3:44 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| Everybody's Talkin' | Fred Neil | 2:44 | ||
| Biloxi | Ted Hawkins | 4:41 | ||
| Us Little Kids | The Roches | 3:10 | ||
| A Heart Needs A Home | Richard & Linda Thompson | 3:49 | ||
| Muskrat Love (Muskrat Candlelight) | Willis Alan Ramsey | 3:23 | ||
| I'll Regret It All In The Morning | Richard & Linda Thompson | 3:36 | ||
| When I Get To The Border | Richard & Linda Thompson | 3:27 | ||
