| Two Angels | The Jayhawks | 4:09 | |
| Brokedown Palace | Adrienne Young | 5:22 | |
| Dark Angel (with Rodney Crowell) | Gretchen Peters | 3:43 | |
| Good Luck Heart | Greg Trooper | 3:13 | |
| Elvis, Hank & Me | Bap Kennedy | 2:52 | |
| Do It | Jesse Winchester | 1:27 | |
| Angeline | James McMurtry | 4:04 | |
| Not Lonely | Eliza Gilkyson | 4:13 | |
| Working on the Highway | Blitzen Trapper | 3:05 | |
| Across The River | Alejandro Escovedo | 5:20 | |
| Cruel Lips | Graham Parker | 4:03 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Nothin' But You | Greg Trooper | 3:51 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Willin' | Richard Shindell | 3:15 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
Unlock more with Songs Like X Pro |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Sugaree | Graham Parker | 3:43 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| On the Ropes | The Honeycutters | 3:15 | |
| Don't Need You | Alejandro Escovedo | 5:11 | |
| It's Not Me It's You | Bap Kennedy | 3:21 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Land of No Forgiveness (Live) | Greg Trooper | 2:44 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Atlantic City | Dawn Landes, The Kentuckians | 3:44 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| I Blinked Once | Steve Forbert | 4:48 | |
| Dust of Daylight | Son Volt | 3:06 | |
| If Wishing Made It So | The Subdudes | 3:14 | |
| Something To Me | Tift Merritt | 4:09 | |
| Factory Girl - Album Version (Baseball Park Sessions) | Whiskeytown | 4:50 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Afraid | Ted Hawkins | 4:36 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |