| Perfect Timing | Drive-By Truckers | 2:57 | ||
| Go Down, Appalachia | Pony Bradshaw | 3:10 | ||
| The Wild | Gabe Lee | 4:23 | ||
| I Want | Thomas Csorba | 1:57 | ||
| Last Minute Man | The Band Of Heathens | 3:57 | ||
| O' Lover | BJ Barham | 3:57 | ||
| More Than Just a Dream | Michigan Rattlers | 3:51 | ||
| Don't Cry | Sam Burchfield | 3:21 | ||
| Thrift Store Suitcase | The Mulligan Brothers | 4:07 | ||
| Even the River Runs out of This Town | Will Hoge | 3:19 | ||
| Tuscaloosa | Caleb Caudle | 3:48 | ||
| Principles of Salt | The Way Down Wanderers | 3:10 | ||
| The Flood in Color | Joe Pug | 2:37 | ||
| Love and Misery | Leon Majcen | 4:10 | ||
| Tennessee | The Mallett Brothers Band | 3:41 | ||
| Like a Kid | Michigan Rattlers | 4:15 | ||
| Gone | Phil Cook | 3:46 | ||
| Die Midwestern | Arlo McKinley | 4:09 | ||
| Dirty Ol' demons | Town Meeting | 2:35 | ||
| Oh Susanna | The Mulligan Brothers | 4:36 | ||
| Knowing How It Ends | Forest Sun | 2:53 | ||
| Unlock more with Songs Like X Pro | ||||
| Never Been to Spain (Live in Chicago on March 12, 2020) | Michigan Rattlers | 4:08 | ||
| They Don't Make 'em... | Andrew Duhon | 3:48 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| Truck Stop Shower | Smooth Hound Smith | 3:10 | ||
| Crooked Kind of Free | Thomas Csorba | 4:05 | ||
| Letter to a Lonely Girl | Boy Named Banjo | 3:20 | ||
| Illinois Sky | Michigan Rattlers | 2:56 | ||
| Rounder | Watchhouse | 3:46 | ||
| When My Fever Breaks | John Moreland | 3:41 | ||
| Leaving This City | Thomas Csorba | 3:32 | ||
| Wherever You Go | Dee White | 3:20 | ||
| Off This Mountaintop | Ian Noe | 3:32 | ||
| If It Takes Me to You | Boy Named Banjo | 4:05 | ||
| Two Broken Hearts | The Wild Feathers | 3:17 | ||
| The Screaming Song | Justin Wells | 3:32 | ||
| North Georgia Rounder | Pony Bradshaw | 4:48 | ||
| Imogene | Gabe Lee | 2:54 | ||
| Undone | Yarn | 3:27 | ||
| Lonely All the Time | Watchhouse | 3:07 | ||
| Best $25 I Ever Spent | Jeff Crosby | 3:58 | ||
| Someone Else's City | The Damn Quails | 2:32 | ||
| Carolina Calling | Mipso | 3:41 | ||
| Simple Life I Ride | Yarn | 3:34 | ||
| Time or Tears | Laney Lou and the Bird Dogs | 3:37 | ||
| Sensible Shoes | The Mulligan Brothers | 5:26 | ||
| You Belong Right Here | Dave Simonett | 4:10 | ||
| Road to Nowhere | BJ Barham | 4:16 | ||
| Lighthouse in Little Lorraine | Adam Baldwin | 6:07 | ||
