| Unknown Legend | Caitlin Canty | 3:55 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Millionaire | Kevin Welch | 3:59 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| On the Avenue | Cliff Eberhardt, John Gorka | 2:58 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| The Land of the Bottom Line | Mark Dann, John Gorka | 3:31 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| Roses & Gloom | Carson McKee | 3:12 | |
| Cradle | Ben Ottewell | 4:46 | |
| The Early Days | Old Man Luedecke | 4:31 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Love Calling | Darden Smith | 3:44 | |
| Where Is Hell | Grantham Lynn | 3:04 | |
| Someone Singing with Me | Joe Purdy, Amber Rubarth | 4:02 | |
| Shirt | Peter Mulvey | 3:10 | |
| Always | John Gorka | 3:55 | |
| Their Waltz | Irish Mythen | 4:03 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Unlock more with Songs Like X Pro |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Texas Blues | Lucy Kaplansky | 2:49 | |
| People My Age | John Gorka | 2:16 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| No Guarantee | Lucy Kaplansky, John Gorka, Richard Meyer, Rod MacDonald | 4:10 | |
| Hard Light | David Mallett | 3:28 | |
| On and On | Dead Horses | 3:37 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Willin' | Richard Shindell | 3:15 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Stab At Matter | Bruce Cockburn | 3:44 | |
| Watch Me Go | Luke Winslow-King | 4:43 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Amelia | Corinne West, Kelly Joe Phelps | 3:53 | |
| In Chicago | Amy Speace | 3:42 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Estrella Goodbye | Birds of Chicago | 3:11 | |
| Dressed In White | Malcolm Holcombe | 3:17 | |
| Roll Away | Birds of Chicago | 2:40 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Pale Moon | Shannon McNally | 5:12 | |
| Remember Wild Horses | Birds of Chicago | 4:46 | |
