| Wide River to Cross | Buddy Miller | 3:03 | ||
| Mountain Girl | Blue Mountain | 4:05 | ||
| Wrong Way to Run | Willy Tea Taylor | 2:34 | ||
| Gone | John Hiatt | 2:57 | ||
| 18 Wheels | Fred Eaglesmith | 5:01 | ||
| Lady On the Water | Blitzen Trapper | 2:26 | ||
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | ||
| Leaving Time | Patterson Hood | 3:31 | ||
| Won't Be the Last Time | Justin Townes Earle | 3:11 | ||
| Wild One | Nikki Lane | 3:30 | ||
| The Running Kind | Zoe Muth | 3:07 | ||
| Long Wide Open Road | Darrell Scott | 5:01 | ||
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| Westbound Train | Robert Ellis | 4:07 | ||
| It Hurts Me | Buddy Miller, Jim Lauderdale | 3:08 | ||
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | ||
| Bring It With You When You Come | Willie Watson | 2:46 | ||
| What's Goin' Wrong | Justin Townes Earle | 3:25 | ||
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | ||
| Sad Baptist Rain | John Moreland | 3:25 | ||
| Boomtown | Greg Brown | 3:19 | ||
| Unlock more with Songs Like X Pro | ||||
| Shadow of the Moon | The Flatlanders | 2:52 | ||
| Dancing On My Own | Willie Watson | 5:30 | ||
| Whiskey Bottle | Uncle Tupelo | 4:46 | ||
| What Do We Do Now | John Hiatt | 2:58 | ||
| Pilgrim's Progress | Kris Kristofferson | 2:14 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Lost in a Song | Willy Tea Taylor | 3:14 | ||
| Cozmina | Otis Gibbs | 4:18 | ||
| For Anything Less | Blaze Foley | 4:10 | ||
| The Devil Is All Around | Shovels & Rope | 4:02 | ||
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | ||
| Kansas | Fred Eaglesmith | 3:44 | ||
| The Way It Dimmed | Amanda Shires | 2:11 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Spanish Pipedream | The Avett Brothers | 3:04 | ||
| Call It What You Will | Joe Pug | 2:56 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| White Gardenias | Justin Townes Earle | 2:38 | ||
| Friends Like Those | Robert Ellis | 4:07 | ||
| Fourth Of July | Dave Alvin | 4:35 | ||
| Card Shark | The New Basement Tapes | 2:35 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| Blue Wing | Dave Alvin | 3:43 | ||
| Hard Way To Fall | Ryan Adams & The Cardinals | 4:04 | ||
