| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| This Old Town | Skydiggers | 2:40 | |
| The Whole of the Moon | The Travelin' McCourys | 4:42 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Texas Love Song | Slaid Cleaves | 3:03 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| You Don't Know How It Feels | Chatham County Line | 4:14 | |
| Iowa | Dar Williams | 4:47 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Dancin' Circles Round The Sun (Epictetus Speaks) | Rodney Crowell | 4:32 | |
| It All Depends | Bruce Robison | 3:28 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| If Not For You | The Cactus Blossoms | 2:20 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Unlock more with Songs Like X Pro |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Drift Away | Tom Rush | 3:40 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Deep Water | Amy Helm | 4:08 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Take Home Pay | Slaid Cleaves | 2:51 | |
| Tides | Gold Child | 3:40 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| If You Don't Know Me (feat. Kelly Willis) | Eric Brace, Karl Straub, Kelly Willis | 1:33 | |
| My Portion | I Draw Slow | 4:15 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Long Time Comin' | Bruce Robison | 3:31 | |
| Leaping Out | Caitlin Canty | 3:55 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Boy from Charlevoix | Kate Rhudy | 2:35 | |
| Poor Man's Son | Bruce Robison | 3:20 | |
| Slow on the Gulf | Tony Kamel | 3:47 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Oh, Atlanta | Alison Krauss | 4:43 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
