| Fool's Errand | Peter Mulvey | 3:49 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Mercy | Po' Girl | 4:56 | |
| Open Up | Chris Smither | 2:55 | |
| Angeline | James McMurtry | 4:04 | |
| Gone | John Hiatt | 2:57 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Ricochet | Pieta Brown | 2:49 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Adios to California | John Hiatt | 3:47 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Unlock more with Songs Like X Pro |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Changes In My Mind | John Hiatt, Jerry Douglas | 3:34 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Goin' by Feel | Ray Bonneville | 3:51 | |
| Life is Fine | Tom Rush | 3:39 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Shirt | Peter Mulvey | 3:10 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Forgive Me Annabelle | Rodney Crowell | 4:10 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Mennonite Girl | John Gorka | 3:40 | |
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| River Of Love | T Bone Burnett | 3:31 | |
| American Flowers | Birds of Chicago | 6:10 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Green-Eyed Girl | Ted Hawkins | 3:27 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
