| Maiden Voyage | Caroline Herring | 3:41 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Take A Break | Catherine MacLellan | 2:46 | |
| Street Tracker | Pieta Brown, Mark Knopfler | 3:40 | |
| The Ransom | Madison Violet | 3:37 | |
| My Country | Joe Purdy | 6:32 | |
| Down The Mountain | Robinella | 3:09 | |
| Overcome | Amy LaVere, Will Sexton | 3:06 | |
| Last Call | Amelia Curran | 3:30 | |
| The Last Bus | Zoe Muth | 5:59 | |
| Wind and Rain | Dawn Landes | 3:26 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Far Fetched Idea | Mel Parsons | 2:53 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Silver | The Secret Sisters | 3:53 | |
| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Blackbird on Fire | Amelia Curran | 2:46 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Unlock more with Songs Like X Pro |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Shirt | Peter Mulvey | 3:10 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Let the Wind Blow | Dar Williams | 3:34 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Mad World, Outlive Me | Amelia Curran | 4:26 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Charlie | Peter Mulvey | 3:09 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Come As You Are | Madison Violet | 3:58 | |
| Sea Goddess Lane | Patrice Coleman | 3:34 | |
| Whiskey Poet | Corinne West, Kelly Joe Phelps | 4:41 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| Lorraine's Song (Bonus Track) | Theresa Andersson | 4:30 | |
| Julia | Amelia Curran | 3:43 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Kiss Me In The Dark | Po' Girl | 2:56 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Dig Me A Hole | Po' Girl | 4:25 | |
| It's Alright Ma, I'm Only Bleeding | The Duhks | 5:49 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Your Cheatin Heart | Sarah Harmer, Jason Euringer | 2:32 | |
