| Where Is Maria | Greg Brown | 5:21 | ||
| If I Need You | Karl Blau | 3:54 | ||
| Beautiful Scars | Blackie & The Rodeo Kings, City and Colour | 4:55 | ||
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | ||
| Down to the Well | Kevin Gordon | 4:10 | ||
| Two Little Feet | Greg Brown | 4:50 | ||
| Midnight Train | David Rawlings | 3:18 | ||
| The Bottom of the World | Bottom of the World | 4:30 | ||
| Sugar and Riley | Ray Bonneville | 3:34 | ||
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | ||
| Adios Maria | The Cactus Blossoms | 4:09 | ||
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Who Carried You | Malcolm Holcombe | 3:27 | ||
| After the Storm | The Flatlanders | 3:52 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Two Cans of Paint | Robert Ellis | 4:37 | ||
| Always | John Gorka | 3:55 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| Unlock more with Songs Like X Pro | ||||
| Series of Closin' Doors | Gurf Morlix | 4:33 | ||
| I Don't Know That Guy | Greg Brown | 4:49 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Shy Star | Ray Bonneville | 4:04 | ||
| Beauty Way | Eliza Gilkyson | 3:02 | ||
| Spring Wind | Greg Brown | 4:34 | ||
| Out of the Running | Chatham County Line | 3:19 | ||
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | ||
| You & Me | Luke Winslow-King | 3:33 | ||
| Goin' by Feel | Ray Bonneville | 3:51 | ||
| East Side Blues | Frankie Lee | 5:30 | ||
| Unforgiven | Bap Kennedy | 3:37 | ||
| Canned Goods | Greg Brown | 4:07 | ||
| The Whole Night Sky | Bruce Cockburn | 3:54 | ||
| Westbound Train | Robert Ellis | 4:07 | ||
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | ||
| Lost (For As Long As I Live) | Daniel Romano | 3:06 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Moonshine | Luther Dickinson | 4:40 | ||
| Thunderbird | John Hiatt | 4:04 | ||
| A Hold On Me | Diana Jones | 4:20 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Ring Them Bells | Sarah Jarosz | 3:30 | ||
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | ||
| Letter From Heaven | Bill Morrissey | 1:54 | ||
| Long As I Can See The Light | Ted Hawkins | 3:13 | ||
| The River Knows Your Name | John Hiatt | 4:25 | ||
