| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Mystifies Me | Son Volt | 4:12 | |
| When It Breaks | Possessed by Paul James | 4:31 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Northern Town | Fruition | 4:06 | |
| (What's So Funny 'Bout) Peace, Love, and Understanding | Shovels & Rope, Lucius | 3:52 | |
| Take Your Time | Jeffrey Foucault | 3:54 | |
| America's Open Roads | Cicada Rhythm | 2:45 | |
| Someone Singing with Me | Joe Purdy, Amber Rubarth | 4:02 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Devil May Care | Son Volt | 2:58 | |
| The Glory of Love | Parker Millsap, Sarah Jarosz | 3:14 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Never A Forced Smile | Daniel Romano | 4:04 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Unlock more with Songs Like X Pro |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| California | Jay Farrar | 4:21 | |
| Broken | John Craigie | 2:54 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Hard On You | Daniel Romano | 3:27 | |
| Wasteland | Dead Man Winter | 4:42 | |
| St. Vincent De Paul's | Gold Star | 3:31 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Highland Grace | Hiss Golden Messenger | 5:58 | |
| Just a Heart | Hurray For The Riff Raff | 3:34 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| I Got You (At the End of the Century) | Chatham County Line | 2:44 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
| Oh Roberta | Slaid Cleaves | 3:17 | |
| In Tall Buildings | John Hartford | 3:26 | |
