| Why Can't We Get This Right? | David Olney, Anana Kaye | 3:49 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Ghost Train | Marc Cohn, The Blind Boys Of Alabama | 4:58 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Willow Tree | Diana Jones | 2:53 | |
| These Boots Are Made for Walkin' | David Olney | 2:36 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| My Own Eyes | Mavis Staples | 7:18 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Growin' Pain | Peter Wolf | 3:12 | |
| Thank You Note | David Olney, Anana Kaye | 4:26 | |
| Please Return to Jesus | Bap Kennedy | 4:11 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Hobo's Lullaby | Billy Bragg, Joe Henry | 3:57 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Do Your Best for Rock 'n Roll | Linda Thompson | 4:45 | |
| Unlock more with Songs Like X Pro |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| The Lost Gospel | Madrugada | 3:53 | |
| Wall | David Olney | 4:35 | |
| Solitary Singer | Eliza Gilkyson | 3:15 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Light Of The Burning Sun | John Hiatt, Jerry Douglas | 4:38 | |
| Desperadoes Waiting for a Train | Nanci Griffith | 4:18 | |
| On Elvis Presley's Birthday | Elliott Murphy | 3:28 | |
| It's How You Hold Me | Dayna Kurtz | 4:23 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| Take a Drive With Me | Jeff Talmadge | 4:01 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| Big Love | Little Village | 6:25 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Jerusalem Tomorrow | David Olney | 5:37 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Nobody Knew His Name | John Hiatt | 4:25 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| The Traitor | Martha Wainwright | 4:44 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Sisters Of Mercy | Beth Orton | 4:40 | |
| Wildflowers | Chris Hillman | 2:51 | |
