| Small Plane | Bill Callahan | 3:56 | ||
| Ball & Chain | Martha Wainwright | 3:17 | ||
| Summer Song | James Yorkston | 4:26 | ||
| Beautiful Dreamer (feat. Martha Wainwright) | Linda Thompson, Martha Wainwright | 2:21 | ||
| It Keeps Going | Courtney Marie Andrews | 4:20 | ||
| We Were Wasted | The Leisure Society | 2:55 | ||
| Of Raymond | Lambchop | 3:02 | ||
| Season After Season | Frazey Ford | 3:58 | ||
| C'est La Vie No.2 | Phosphorescent | 3:25 | ||
| Joan Jett of Arc | Clem Snide | 3:54 | ||
| Heart Like a Wheel | Emmylou Harris, Anna McGarrigle, Krystle Warren, Martha Wainwright, Lily Lanken | 3:47 | ||
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | ||
| Would You? | Holly Throsby | 3:12 | ||
| Hey, That's No Way to Say Goodbye | The Lemonheads | 3:04 | ||
| Flicker - Remastered | Kathryn Williams | 3:29 | ||
| Seasons Change | Nadia Reid | 4:15 | ||
| The Lakes of Canada 2019 | The Innocence Mission | 4:55 | ||
| Showering In Public | Annika Norlin | 4:17 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| When The Day Is Short | Martha Wainwright | 3:46 | ||
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | ||
| Unlock more with Songs Like X Pro | ||||
| Heaven Help The Child | Bill Callahan | 5:07 | ||
| New Partner | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 4:04 | ||
| Jesus Was a Cross Maker | Judee Sill | 3:29 | ||
| Because I Could Not Stop For Death | Susan McKeown | 3:50 | ||
| Our Lady Of The Shooting Stars | Mary Gauthier | 3:29 | ||
| El Cóndor Pasa | The Wainwright Sisters | 3:52 | ||
| Whispering Light (Undressed) | Jesca Hoop, Willy Mason | 4:04 | ||
| You Are My Sister | Antony and the Johnsons, ANOHNI | 3:59 | ||
| Antonia Jane | Lightning Dust | 3:05 | ||
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | ||
| Prayer for the Dying | Lisa Hannigan | 4:34 | ||
| Peggy-O | The National | 5:35 | ||
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | ||
| How Does It Feel | Roy Harper | 6:27 | ||
| All The Pretty Horses | Laura Gibson | 3:36 | ||
| Bullet Proof | This Is The Kit | 4:10 | ||
| Berkeley Girl | Harper Simon | 3:38 | ||
| Ring Them Bells | Sufjan Stevens | 6:20 | ||
| My Blue Wave | Lambchop | 7:52 | ||
| Compassion | Lucinda Williams | 2:57 | ||
| Motel Blues | Loudon Wainwright III | 2:47 | ||
| Lonely Still | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:46 | ||
| I Envy The Wind | Lucinda Williams | 3:13 | ||
| Dry Land | Joan Armatrading | 4:21 | ||
| Tonight Will Be Fine | Teddy Thompson | 3:36 | ||
| Somebody 2 Love | Valerie June | 3:46 | ||
| Fruits Of My Labor | Lucinda Williams | 4:48 | ||
| When The Night Comes | Dan Auerbach | 4:11 | ||
