| 1997 | Mason Jennings | 2:38 | ||
| Pale November Dew | The Dead Tongues | 3:50 | ||
| And We Bid You Goodnight | Sam Amidon | 2:43 | ||
| When That Helicopter Comes | Andrew Bird | 2:50 | ||
| Seaweed | Fruit Bats | 3:42 | ||
| Letting Us Be | Paul Curreri | 3:33 | ||
| Breathe Our Iodine | Jay Farrar, Benjamin Gibbard | 2:57 | ||
| Black Rain, Black Rain | A.A. Bondy | 3:14 | ||
| Working Poor | Horse Feathers | 3:16 | ||
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | ||
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | ||
| Rooftops | Gambles | 3:01 | ||
| Billy Button | Jake Xerxes Fussell | 4:44 | ||
| Angels, Brain Cells | Dan Reeder | 1:38 | ||
| John the Gun | Hiss Golden Messenger | 2:51 | ||
| Fade Away | The Cave Singers | 2:50 | ||
| Wintersong | Blake Mills | 4:16 | ||
| Radio King | Golden Smog | 3:09 | ||
| Wallins Creek Girls | Bonnie Prince Billy, Nathan Salsburg | 2:12 | ||
| Every Time Katie | David Wax Museum | 3:34 | ||
| O Little Light | Hiss Golden Messenger | 4:17 | ||
| Unlock more with Songs Like X Pro | ||||
| Sunshine in Chicago | Sun Kil Moon | 2:34 | ||
| When The Subway Comes Above The Ground | Leif Vollebekk | 6:51 | ||
| Southern Cross | Mason Jennings | 3:19 | ||
| To a Scrapyard Bus Stop | Charlie Parr | 4:13 | ||
| Hen of the Woods | The Cave Singers | 3:28 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| Take Me Out Of The City | Dawes | 5:11 | ||
| Further In | Greg Brown | 4:11 | ||
| California | Jay Farrar | 4:21 | ||
| On the Road | Shirlette Ammons, Hiss Golden Messenger | 3:30 | ||
| You'll Never Surf Again | Dan Reeder | 2:42 | ||
| Attics of My Life | Angel Olsen | 4:15 | ||
| Chapter & Verse (Ione’s Song) | Hiss Golden Messenger | 4:47 | ||
| My Home Is The Sea | Bonnie Prince Billy, Matt Sweeney | 5:49 | ||
| Dr. King | Mason Jennings | 3:24 | ||
| Cool Criminal | The Cave Singers | 4:19 | ||
| Bamboo | Robert Ellis | 3:32 | ||
| Filthy Water | Fruit Bats | 5:08 | ||
| Don't Ask About My Husband | Mark Kozelek, Desertshore | 2:27 | ||
| Just Leave Me Alone Today | Dan Reeder | 3:08 | ||
| Strange Country | Kacy & Clayton | 3:32 | ||
| Horizons Fade | Barna Howard | 4:07 | ||
| All Things Must Pass | Yim Yames | 5:21 | ||
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | ||
| The Roundabout | Ryley Walker | 4:41 | ||
| The Serpent Is Kind (Compared to Man) | Hiss Golden Messenger | 3:35 | ||
| Golden Tom – Silver Judas | The New Basement Tapes | 2:39 | ||
| Painted Glass | Willy Mason | 3:06 | ||
