| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| I'm Over You | The Silos | 4:58 | ||
| Sweet Georgia | Malcolm Holcombe | 3:17 | ||
| Lonely Time | Chris Smither | 3:22 | ||
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | ||
| Kansas | Fred Eaglesmith | 3:44 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | ||
| Bones | Willy Tea Taylor | 2:26 | ||
| Reckless | Rodney Crowell | 3:30 | ||
| Lincoln Town | John Hiatt | 4:03 | ||
| Great American Roadside | Otis Gibbs | 2:49 | ||
| Atomic Power | Uncle Tupelo | 1:52 | ||
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | ||
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | ||
| Pilgrim's Progress | Kris Kristofferson | 2:14 | ||
| Long Way to Texas | Yarn | 3:00 | ||
| Grave Angels | Joe Henry | 5:31 | ||
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | ||
| Rotten Alabama | Ramsay Midwood | 3:51 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| Unlock more with Songs Like X Pro | ||||
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Shillin' For The Blues | Chris Smither | 4:33 | ||
| Down in My Hometown | The Flatlanders | 2:45 | ||
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | ||
| Wingless Angels | Bow Thayer, Levon Helm | 4:06 | ||
| Sun's Work Undone | Hackensaw Boys | 3:23 | ||
| Different Kind Of Gone | Mary Gauthier | 3:41 | ||
| Crashin' & Burnin' | Fred Eaglesmith | 3:44 | ||
| Tell Me Why You Love Me | Chris Smither | 3:58 | ||
| The Whole World Round | Redbird | 2:22 | ||
| Flat Top Guitar | Ana Egge | 2:50 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| One Road More | The Flatlanders | 2:38 | ||
| Mostly Water | Bap Kennedy | 3:23 | ||
| Come On Over My House | David Rawlings | 3:42 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | ||
| One Good Year | Slaid Cleaves | 4:26 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
| Trouble Over Me | Tift Merritt | 5:08 | ||
| Danny’s Song | Tift Merritt | 2:08 | ||
| Single Girl, Married Girl | Levon Helm | 3:19 | ||
| Lola | Chris Smither | 3:27 | ||
