| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Canola Fields | James McMurtry | 4:49 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Always | John Gorka | 3:55 | |
| Midnight Special | Willie Watson | 4:38 | |
| Change Is Gonna Come | Shinyribs | 2:51 | |
| I'm Gone | Pieta Brown | 2:20 | |
| Standin' On The Porch | Cordovas | 2:42 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Rosalie | Chris Smither | 4:22 | |
| Dancing on the Wing | The Felice Brothers | 4:28 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| It Takes a Lot to Laugh, It Takes a Train to Cry | Chris Smither | 4:26 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Dallas | The Flatlanders | 3:01 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Tired of Everything | Yarn | 3:31 | |
| Unlock more with Songs Like X Pro |
| Hey Hey Hey | Chris Smither | 4:39 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Tonight I Think I'm Gonna Go Downtown | Jimmie Dale Gilmore | 2:54 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Seems So Real | Chris Smither | 4:26 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Sugar and Riley | Ray Bonneville | 3:34 | |
| Smile | The Bottle Rockets | 2:25 | |
| Superlover | Luther Dickinson, Allison Russell, Birds of Chicago | 3:53 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Crocodile Man | Chris Smither | 3:33 | |
