| Amie | Pure Prairie League | 4:19 | ||
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | ||
| Tangled up in Blue | Bob Dylan | 5:41 | ||
| Leaving Louisiana In The Broad Daylight | Shovels & Rope | 3:33 | ||
| Dixie Chicken | Little Feat | 3:59 | ||
| Glory of True Love | John Prine | 4:12 | ||
| Wild Horses | Old & In The Way | 4:38 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| Indianapolis | The Bottle Rockets | 3:32 | ||
| Pan Bowl - Bonus Track | Sturgill Simpson | 3:02 | ||
| Six O'Clock News | John Prine | 2:51 | ||
| Silver and Gold | Trampled by Turtles | 2:47 | ||
| Land of the Navajo | Old & In The Way | 7:21 | ||
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Lawyers, Guns and Money | Warren Zevon | 3:30 | ||
| Last Train | Arlo Guthrie | 3:06 | ||
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | ||
| What It Takes | Fred Eaglesmith | 3:57 | ||
| Fishin' Blues | Taj Mahal | 3:04 | ||
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| Glendale Train | New Riders of the Purple Sage | 3:01 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | ||
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | ||
| Stars on the Water | Rodney Crowell | 3:44 | ||
| Please Let Me Go Round Again | Swamp Dogg, John Prine | 4:40 | ||
| Into the Mystic - Live | Jason Isbell and the 400 Unit | 4:24 | ||
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Panama Red | New Riders of the Purple Sage | 2:46 | ||
| Walkin’ Back to Georgia | Jim Croce | 2:51 | ||
| Walk On Boy | Billy Strings, Don Julin | 3:41 | ||
| Self Destructive Zones | Drive-By Truckers | 4:12 | ||
| Saskatchewan in 1881 | Colter Wall | 2:51 | ||
| Long White Line | Sturgill Simpson | 4:01 | ||
| Something About What Happens When We Talk. | Lucinda Williams | 3:50 | ||
| Box #10 | Jim Croce | 2:27 | ||
| East Kentucky Home | The Steeldrivers | 2:39 | ||
| Luckiest Man | The Wood Brothers | 3:53 | ||
| Red Daisy | Billy Strings | 2:40 | ||
| Ramblin' Fever | Merle Haggard | 3:11 | ||
| Church St. Blues | Norman Blake | 2:55 | ||
| The Road Goes On Forever | Joe Ely | 4:33 | ||
| Amtrak Crescent | Scott Miller | 4:41 | ||
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | ||
| Broke Down | Slaid Cleaves | 3:10 | ||
| Can't Let Go | Lucinda Williams | 3:28 | ||
| Poncho & Lefty | Townes Van Zandt | 3:40 | ||
