| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | ||
| Burning Down the Prairie | Ian Noe | 3:01 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Unsung Heroes | Town Mountain | 4:36 | ||
| Red Roses | Jeremy Pinnell | 3:24 | ||
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | ||
| Old Letters | Dylan Smucker | 4:36 | ||
| Nothin’ New | The Pink Stones | 2:36 | ||
| It's a Long Way to Wheelwright | Nicholas Jamerson | 4:47 | ||
| Let's All Help the Cowboys (Sing the Blues) | Colter Wall | 3:04 | ||
| Six Volts | Fred Eaglesmith | 2:23 | ||
| Army Green | The Droptines | 3:56 | ||
| Appetite | Danno Simpson | 4:37 | ||
| Out Of Babylon | Benjamin Tod | 3:45 | ||
| Pullin Weeds | Josh Morningstar, Jaida Dreyer | 3:21 | ||
| Eveline | Gabe Lee | 3:50 | ||