| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Learn to Say No | Lydia Loveless | 4:14 | |
| Fare Thee Well, Carolina Gals | Robbie Fulks | 6:17 | |
| Angeline | James McMurtry | 4:04 | |
| Follow You Down | Alejandro Escovedo | 4:04 | |
| Picture Day | Richard Buckner | 2:07 | |
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | |
| Tall Grass in Old Virginny | Jeffrey Foucault | 3:27 | |
| Disappear | Patterson Hood | 3:19 | |
| Cheap Hotel | Ron Sexsmith | 2:18 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Devil Got Your Man | Chris Smither | 4:38 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| Crazy Man | Freakwater | 2:39 | |
| Fool King's Crown | Jay Farrar | 2:19 | |
| (Loaded @ the Wrong Door, | Richard Buckner | 3:30 | |
| Glad to See You've Got Religion | Loudon Wainwright III | 3:53 | |
| The Last Spike | Cowboy Junkies | 4:24 | |
| Handful of Stars | Peter Bruntnell | 4:29 | |
| Lawrence, KS | Josh Ritter | 4:14 | |
| Brain the Doon, Pt. 1 | Dan Reeder | 1:28 | |
Unlock more with Songs Like X Pro |
| Our Little Town | Blaze Foley | 5:11 | |
| After the Damage | Patterson Hood | 4:34 | |
| Where I Fell | Robbie Fulks | 3:14 | |
| All the Luck in the World | Neal Casal | 4:09 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| Wink | Blue Mountain | 3:17 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| Salome | Old 97's | 4:07 | |
| Magnetic Heaven | Slobberbone | 2:32 | |
| Drunk By Noon | The Handsome Family | 2:51 | |
| It's Not Supposed To Be That Way | Phosphorescent | 3:35 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| Anna Leigh | The Sadies | 3:21 | |
| Relatively Easy | Jason Isbell | 4:45 | |
| Atlanta | Centro-matic | 3:52 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| Red Guitar | Loudon Wainwright III | 1:48 | |
| Don't Fail Me Now | Ryan Adams & The Cardinals | 4:27 | |
| Figure | Richard Buckner | 2:46 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Peaceful Valley | Ryan Adams & The Cardinals | 3:42 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Old L.A. | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:03 | |
| Sweet Illusions | Ryan Adams & The Cardinals | 5:01 | |
| Midway Park | Whiskeytown | 3:23 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |