| The Traveling Kind | Emmylou Harris, Rodney Crowell | 3:40 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Reckless | Rodney Crowell | 3:30 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Have You Ever Seen The Rain? | Allison Moorer | 2:43 | |
| That's All I Know About Arkansas | John Leventhal, Rosanne Cash | 3:39 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| The Love That We Need | Hayes Carll | 4:08 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Fever on the Bayou | Rodney Crowell | 3:56 | |
| Midnight Train | David Rawlings | 3:18 | |
| Elephant | Jason Isbell | 3:39 | |
| Take It Easy | Jackson Browne & David Lindley | 4:13 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Levelland | James McMurtry | 5:23 | |
| Fortunate Son | Todd Snider | 2:43 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
Unlock more with Songs Like X Pro |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Green River | Eilen Jewell | 2:57 | |
| Sam Stone | John Paul White | 4:26 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Adios to California | John Hiatt | 3:47 | |
| How To Forget | Jason Isbell | 4:04 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Golden Embers | Watchhouse | 4:45 | |
| East Houston Blues | Rodney Crowell | 3:37 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Feels Like Rain | John Hiatt | 4:51 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Honey I Been Thinking About You | Jackie Greene | 4:45 | |
| Wildflowers | Chris Hillman | 2:51 | |
| 500 Miles | Rosanne Cash | 3:04 | |
| Purple Rain | Dwight Yoakam | 4:42 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Longest Days | John Mellencamp | 3:10 | |