| Long Monday | John Prine | 3:22 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Grave Angels | Joe Henry | 5:31 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Tehachapi | Margo Cilker | 3:07 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| No Surrender | Holly Williams | 4:21 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Angeline | James McMurtry | 4:04 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Warriors Of Love | Iris DeMent | 5:39 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Took You Up - Acoustic | Courtney Marie Andrews | 3:45 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Unlock more with Songs Like X Pro |
| Hello in There | John Prine | 4:32 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Do It | Jesse Winchester | 1:27 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| East Virginia Blues | Robert Earl Keen | 3:34 | |
| The Running Kind | Zoe Muth | 3:07 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| How Can I Tell You | Molly Tuttle | 4:11 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| East of Eden | Tom Rush | 3:29 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Troubles | Tara Nevins | 4:03 | |
| We'll Be Alright | Lukas Nelson and Promise of the Real | 5:01 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| Broke Down | Slaid Cleaves | 3:10 | |
