| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Alimony Bill | Owen Ladner | 3:16 | |
| Safe Side | James McMurtry | 4:09 | |
| One Red Rose | Iris DeMent | 3:07 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Back Against the Wall | Son Volt | 3:27 | |
| if i lost you | steve moore thirst | 3:06 | |
| Always On The Ride | Richmond Fontaine | 3:36 | |
| Oh! Susanna (Live) | Stephen Foster, Chris Walden, Joe Henry, Cincinnati Pops Orchestra, John Morris Russell | 3:50 | |
| Light Enough to Travel | The Be Good Tanyas | 4:58 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Guilty As a Saint | Chuck Prophet | 3:52 | |
| What It Means | Drive-By Truckers | 6:25 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Unlock more with Songs Like X Pro |
| Stars | Joe Henry | 5:13 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Orphan Girl - Alternate Version | Gillian Welch | 3:29 | |
| That's How I Got to Memphis | Karl Blau | 4:03 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Before I Go | John Hiatt | 3:34 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Something Has To Change | Rodney Crowell | 4:01 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Colfax Avenue | The Delines | 3:30 | |
| River Floor | Joe Henry | 4:34 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
| Karen Dalton | Joe Henry | 6:13 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| She Loves Me | James McMurtry | 3:01 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Monkey | Joe Henry | 4:01 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |
| Asking For Flowers | Kathleen Edwards | 5:02 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
