| Never Be Fooled Again | Zoe Muth | 7:51 | ||
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | ||
| Stitch In Time | Pharis & Jason Romero | 3:51 | ||
| All the Way Around | Kris Delmhorst | 3:53 | ||
| The Raven's Sun | Catherine MacLellan | 3:18 | ||
| On a Sea of Fleur de Lis | Richard Shindell | 4:47 | ||
| Gone and Back | Anna Lynch | 3:16 | ||
| Dublin Boys | Antje Duvekot | 3:27 | ||
| Loneliest Songs | The Honey Dewdrops | 4:47 | ||
| Long Way Home | David Francey | 2:43 | ||
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | ||
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | ||
| After the Storm | The Flatlanders | 3:52 | ||
| On and On | Dead Horses | 3:37 | ||
| Don't You Fall | The Be Good Tanyas | 3:38 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| When You Walk In | John Gorka | 3:21 | ||
| Homeward Bound | Red Molly | 3:25 | ||
| A Perfect World | Kate Campbell | 3:17 | ||
| The Glory of Love | Parker Millsap, Sarah Jarosz | 3:14 | ||
| A Song for Leonard Cohen | Amanda Shires | 3:53 | ||
| Unlock more with Songs Like X Pro | ||||
| Flat Top Guitar | Ana Egge | 2:50 | ||
| Lake Harriet | Carrie Rodriguez | 3:11 | ||
| Midnight on the Water | Caroline Herring | 4:04 | ||
| Angel from Montgomery | Bonnie Raitt | 4:11 | ||
| Darkness, Darkness | Richard Shindell | 3:55 | ||
| Boil It Down | Paddy Mills | 3:13 | ||
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | ||
| Moonlight of Your Room | Joe Pug | 2:07 | ||
| Scavenger | Lucy Kaplansky | 4:02 | ||
| Z | Carrie Rodriguez | 4:28 | ||
| Pale Fire | Amanda Shires | 3:16 | ||
| Fall into the Night | Tom Rush | 3:55 | ||
| Black Haired Boy | Shannon McNally | 3:13 | ||
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | ||
| Down in the Water | Mipso | 2:47 | ||
| Next Best Western | Richard Shindell | 4:17 | ||
| When You Walk On | Eliza Gilkyson | 3:19 | ||
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | ||
| The Gift | Lucy Kaplansky | 3:43 | ||
| The Brightest Day | Caitlin Canty | 2:58 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | ||
| I Was A Bird | Mary Chapin Carpenter | 3:26 | ||
| The West Was Burning | Martha Scanlan | 4:59 | ||
| Northern Girl | Cheryl Wheeler | 3:46 | ||
| Comin’ Undone | Sarah Jarosz | 3:01 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | ||
