| Marlene | Jackson C. Frank | 4:57 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| Heavenly Track | Kaia Kater | 3:00 | |
| Love is a Force | Kira Skov, Bill Callahan, Stine Grøn | 3:54 | |
| If You've Gotta Go, Go Now - Bonus Track | J. Tillman | 3:45 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Quasheba, Quasheba | Our Native Daughters, Rhiannon Giddens, Leyla McCalla, Allison Russell | 4:42 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Heading Home | Pieta Brown | 3:43 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Exit | Joe Pug | 2:57 | |
| Getting' Away with Your Gal (feat. Bill Callahan) | The Echocentrics, Adrian Quesada, Bill Callahan | 2:04 | |
| Wrong Way Round | Rachel Baiman | 3:53 | |
| I Got My Shadows | The Delines | 2:39 | |
| Deep Is The Way (feat. Bill Callahan) | Gena Rose Bruce, Bill Callahan | 4:40 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Jesus, Etc. | Norah Jones | 3:43 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Unlock more with Songs Like X Pro |
| Rooftop Garden (feat. George Xylouris) | Bill Callahan, Bonnie Prince Billy, George Xylouris | 6:20 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
| Beast For Thee | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 5:24 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Tougher Than the Rest | Camera Obscura | 3:44 | |
| You Should Have Wrote a Book | Dan Reeder | 2:51 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Caught It from the Rye | Tré Burt | 3:04 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Wait for Me (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:32 | |
| Fourth Time Around | Yo La Tengo | 5:07 | |
| Hello Love | The Be Good Tanyas | 4:22 | |
| True | Caitlin Canty | 3:46 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Strange Country | Kacy & Clayton | 3:32 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Forty Years in the Wilderness | Jerry David DeCicca, Bill Callahan | 4:04 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| School Days | Loudon Wainwright III | 3:05 | |
| Rubin and Cherise | Bonnie Prince Billy | 5:46 | |
