| Boxcar | Shovels & Rope | 4:41 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Ruby and Carlos | James McMurtry | 6:24 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Sadder Day | Western Centuries | 4:30 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Oh Julia | John Moreland | 3:47 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Unlock more with Songs Like X Pro |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| Dying of the Pines | The Gourds | 4:36 | |
| Cleveland County Blues | John Moreland | 3:52 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| Slippin' | Amanda Shires | 2:39 | |
| Farewell, God Bless You, Goodbye | Del Barber | 3:20 | |
| Canola Fields | James McMurtry | 4:49 | |
| Hard Is the Fall | Jay Farrar | 2:29 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| Gone | John Hiatt | 2:57 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Like You Used To | Watchhouse | 4:37 | |
| Just Us Kids | James McMurtry | 5:08 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Heat Lightning Rumbles in the Distance | Patterson Hood | 4:17 | |
| Slate | Uncle Tupelo | 3:24 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| The One I'm Still Thinking About | Darrell Scott | 3:52 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Gulf Road | James McMurtry | 4:31 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Inn Town | Whiskeytown | 5:51 | |
| A Showman's Life | Buddy Miller | 4:44 | |
| Growing Trade | Levon Helm | 4:22 | |
