| The Charging Sky | Jenny Lewis, The Watson Twins | 2:58 | ||
| Magpie to the Morning | Neko Case | 2:56 | ||
| Dixie Flyer | Randy Newman | 3:20 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| Look at What the Light Did Now | Little Wings | 3:14 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| City of Immigrants (with Forro in the Dark) | Steve Earle | 4:18 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Still | Great Lake Swimmers | 2:51 | ||
| The Eagle And The Hawk | Bonnie Prince Billy | 1:46 | ||
| Lakes Of Canada | Karen Peris, Don Peris, The Innocence Mission | 4:33 | ||
| Katie Dear | The Felice Brothers | 3:58 | ||
| The Big Guns | Jenny Lewis, The Watson Twins | 2:34 | ||
| Until You Came Along | Golden Smog | 4:59 | ||
| Our Song | Joe Henry | 6:19 | ||
| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| All The Morning Birds | Jolie Holland | 4:23 | ||
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | ||
| Irene Wilde | Alejandro Escovedo | 2:51 | ||
| Unlock more with Songs Like X Pro | ||||
| Detroit or Buffalo | Barbara Keith | 4:31 | ||
| Sweet Louise | Pete Molinari | 4:04 | ||
| Blue Ridge Mountain | Hurray For The Riff Raff | 2:33 | ||
| Rubin and Cherise | Bonnie Prince Billy | 5:46 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Damn Sam (I Love a Woman That Rains) | Ryan Adams | 2:08 | ||
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | ||
| I Ain't Got No Home | Billy Bragg | 3:33 | ||
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | ||
| The Well | Smog | 7:00 | ||
| Grave Angels | Joe Henry | 5:31 | ||
| The Beast in Me | Nick Lowe | 2:28 | ||
| Carey | Joni Mitchell | 3:02 | ||
| Both Sides Now | Dave Van Ronk | 5:14 | ||
| To Sing for You | Donovan | 2:42 | ||
| Summer Teeth | Wilco | 3:20 | ||
| Little Ann | The Felice Brothers | 3:23 | ||
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | ||
| January Song | Billy Bragg | 2:19 | ||
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | ||
| Deep Red Bells | Neko Case | 4:03 | ||
| Another Time And Place | Dave Van Ronk | 4:38 | ||
| Airline To Heaven | Billy Bragg, Wilco | 4:50 | ||
| Don't You Marry | Billy Bragg, Wilco | 3:14 | ||
| Time Of No Reply - Orchestrated Version | Nick Drake | 2:46 | ||
| Jacksonville Skyline | Whiskeytown | 3:00 | ||
| Hesitating Beauty | Billy Bragg, Wilco | 3:05 | ||
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | ||
