| Kansas | Fred Eaglesmith | 3:44 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Henry Antrim | Bap Kennedy | 3:08 | |
| I Saw the Light | The Subdudes | 2:34 | |
| Eden | Amanda Anne Platt & the Honeycutters | 5:32 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Detroit or Buffalo | Amanda Shires | 4:08 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Rough Edges | Fred Eaglesmith | 4:04 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Halleluiah | Reeltime Travellers | 5:30 | |
| Middle of Nowhere | Zoe Muth | 4:18 | |
| Gulf Coast Blues | Joe Ely | 3:45 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Ditch | Sam Baker | 1:56 | |
| Angel Flight | Darden Smith | 3:59 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Unlock more with Songs Like X Pro |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Tattooed | John Gorka | 3:41 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Up Over Yonder | Luther Dickinson, J.J. Grey | 3:19 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Sweet Dream | John Hiatt, Jerry Douglas | 4:28 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Grave Angels | Joe Henry | 5:31 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| New Again | Grayson Capps | 4:32 | |
| Bells & Clover | Kieran Kane, Rayna Gellert | 2:51 | |
| Don't Think Twice, It's All Right | Nitty Gritty Dirt Band | 4:29 | |
| All This Living | The Black Lillies | 4:29 | |
| You Got Me | William Prince | 3:33 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Ain't No Ash Will Burn | Della Mae | 4:17 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
