| Millionaire | Kevin Welch | 3:59 | ||
| Errol's Song | Adam Carroll | 4:36 | ||
| Texas Moon | Vincent Neil Emerson | 3:25 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Rhythm of the Train | Nick Dittmeier, The Sawdusters | 3:10 | ||
| The Bullfighter | Luke Bell | 3:23 | ||
| Easy Road | Yarn | 3:01 | ||
| Smoky Mountain Taxi | Adam Carroll | 3:49 | ||
| Bad News Knockin' | Roger Alan Wade | 1:57 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| Moondog | Joseph Huber | 3:22 | ||
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Ain't Waitin' | Justin Townes Earle | 2:16 | ||
| Six Pack of Beer and a Pack of Cigarettes | Erik Koskinen | 3:59 | ||
| My Baby Make Me Gravy | Dale Watson | 2:45 | ||
| (If You Need The) 442 | Shinyribs | 3:19 | ||
| Die When I'm High (Halfway to Heaven) | Particle Kid, Micah Nelson, Willie Nelson | 3:32 | ||
| Great American Roadside | Otis Gibbs | 2:49 | ||
| Country Love | The Gourds | 2:43 | ||
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | ||
| Unlock more with Songs Like X Pro | ||||
| Forgotten Coast | James McMurtry | 3:34 | ||
| Red Eyes | John R. Miller | 3:27 | ||
| Fightin' Man | Jeremy Pinnell | 3:37 | ||
| When I Paint My Masterpiece | Charlie Robison | 4:45 | ||
| $13 Beers | Chicago Farmer | 3:17 | ||
| When The Wheels Touch Down | Wrinkle Neck Mules | 4:11 | ||
| A Pretty Good Guy | Chris Knight | 2:27 | ||
| All Blue | Luke Bell | 3:21 | ||
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | ||
| Border Palace | Terry Allen | 1:48 | ||
| L.A. County | Lyle Lovett | 3:19 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| Your Sister | Gurf Morlix | 2:37 | ||
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | ||
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Live Forever | Billy Joe Shaver | 2:49 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Irene | Ian Noe | 3:53 | ||
| Bloody Mary Morning | Vincent Neil Emerson | 2:49 | ||
| January in Louisiana | Fifth On The Floor | 3:20 | ||
| California Country Boy | Cracker | 3:13 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
| Leaving Louisiana In The Broad Daylight | Shovels & Rope | 3:33 | ||
| Skip A Rope | Logan Ledger | 3:47 | ||
| An Old Greyhound | Hoyt Axton | 2:54 | ||
| Buck Naked | Terry Allen | 3:14 | ||
| Amtrak Crescent | Scott Miller | 4:41 | ||
