| There From Here | Phosphorescent | 5:20 | ||
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | ||
| Be Good To Yourself | Erika Wennerstrom, Heartless Bastards | 4:46 | ||
| One Monkey | Gillian Welch | 5:38 | ||
| A Petal Here, a Petal There | Dead Horses | 3:26 | ||
| After Curfew | Joe Pug | 3:02 | ||
| Clip Your Wings | The Dead Tongues | 3:13 | ||
| Town Is Too Long | Osbaldo Herzhty | 2:24 | ||
| Many a Friend Too Kind | Matt Watts | 4:06 | ||
| The Chorus In The Underground | Great Lake Swimmers | 3:21 | ||
| Little Ann | The Felice Brothers | 3:23 | ||
| Canyoneers | Jake Xerxes Fussell | 4:33 | ||
| Iago | Songs of Boda | 5:39 | ||
| These Rocks | Phosphorescent | 4:26 | ||
| Black Rain, Black Rain | A.A. Bondy | 3:14 | ||
| O Little Light | Hiss Golden Messenger | 4:17 | ||
| Departure | Quiet Hollers | 6:00 | ||
| Little Movies | Aaron Lee Tasjan | 3:34 | ||
| Maybe We'll All Get Along Someday | Joe Purdy | 4:07 | ||
| The Bridge | Joan Shelley, Bonnie Prince Billy | 2:09 | ||
| If You've Gotta Go, Go Now - Bonus Track | J. Tillman | 3:45 | ||
| Unlock more with Songs Like X Pro | ||||
| The Roundabout | Ryley Walker | 4:41 | ||
| New York Times | Simone Felice | 4:06 | ||
| Legs to the Moon | Jeffrey Martin | 3:30 | ||
| Children of Privilege | Joe Purdy | 4:34 | ||
| I Remember This Place Being Bigger | Dead Man Winter | 3:37 | ||
| God in Chicago | Craig Finn | 4:45 | ||
| Ground Don't Want Me | Josh Ritter | 4:18 | ||
| Unwed Fathers (feat. Liz Isenberg) | Deer Tick, Liz Isenberg | 3:39 | ||
| Kids In The Street | Justin Townes Earle | 3:53 | ||
| Lindsey Button | David Rawlings | 5:03 | ||
| Peggy-O | The National | 5:35 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| Smith Hill 2018 | Deer Tick | 3:21 | ||
| Caught It from the Rye | Tré Burt | 3:04 | ||
| Thomas County Law | Iron & Wine | 3:24 | ||
| Looking For A Place To Land | Justin Townes Earle | 3:28 | ||
| Be Honest | Craig Finn | 4:49 | ||
| Dusty Lungs | Sera Cahoone | 2:48 | ||
| Young at Heart | Dan Reeder | 1:48 | ||
| Southern United States | Leif Vollebekk | 4:07 | ||
| Road Song | Quiet Hollers | 1:41 | ||
| Paul and Jon | Daniel Romano | 3:03 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Listening To The Wind That Blows | Billy Bragg, Wilco | 5:03 | ||
| Cheap Summer Dress | Tyler Ramsey | 4:46 | ||
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | ||
| 18th Of December | The Deep Dark Woods | 3:49 | ||
| Child of the Valley | The Wooden Sky | 3:41 | ||
