| Boundary County | Eilen Jewell | 3:45 | |
| Fading Fast | Iain Matthews, Elliott Murphy | 3:54 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| My Portion | I Draw Slow | 4:15 | |
| September Song | Kate Wolf | 4:07 | |
| Forgiveness Song | The Walkabouts | 7:22 | |
| Late For The Sky | Jackson Browne & David Lindley | 6:03 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Dancing In The Dark | Ruth Moody | 4:18 | |
| Buffalo Ballet | The Walkabouts | 3:27 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| She Is so Beautiful | Mike Scott | 3:56 | |
| You Took My Future | Teddy Thompson, Kelly Jones | 2:19 | |
| Celtic Sea | Bap Kennedy | 6:09 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Everybody's Hurting | Jakob Dylan | 3:40 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| Matapedia | Kate & Anna McGarrigle | 4:53 | |
| A Picture of Me Without You | Teddy Thompson | 2:28 | |
| Rock and Roll Joe | Chip Taylor, Kendel Carson, John Platania | 4:04 | |
| Unlock more with Songs Like X Pro |
| Americans in Corduroys | Jeffrey Foucault | 4:49 | |
| What Do You Want Me to Do | Mike Scott | 3:01 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Pretty Good Day | Loudon Wainwright III | 4:19 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Madame George | Bap Kennedy, Energy Orchard | 6:01 | |
| Saratoga Summer Song | Teddy Thompson | 4:03 | |
| A Satisfied Mind | Eilen Jewell | 5:04 | |
| Valentine's Day | Hem | 4:32 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| Don't Call Me Stranger | Catherine MacLellan | 3:36 | |
| Unforgiven | Tim Hardin | 3:22 | |
| Cheap Hotel | Ron Sexsmith | 2:18 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Myself at Last | Graham Nash | 5:17 | |
| I Won't Die Alone | Shelby Lynne | 2:41 | |
| Entella Hotel | Peter Case | 4:58 | |
| In My Arms | Teddy Thompson | 3:12 | |
| Valley Morning | Loudon Wainwright III | 3:44 | |
| Anthem | Perla Batalla, Julie Christensen | 6:11 | |
| Golden Ring | Jenni Muldaur, Teddy Thompson | 3:01 | |
| She's Lazy | Sinéad Lohan | 2:56 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Just Someone I Used To Know | Jenni Muldaur, Teddy Thompson | 2:18 | |
| Story Of Isaac | Suzanne Vega | 4:06 | |
| Graduation Day | Chris Isaak | 3:10 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
