| Roman Holiday | The National | 3:34 | ||
| John Allyn Smith Sails | Okkervil River | 4:33 | ||
| Buildings In America | Richard Swift | 4:05 | ||
| No One's Sleeping | Deerhunter | 4:25 | ||
| Cold Was The Wind | Kurt Vile | 4:51 | ||
| Arms Like Boulders | The War On Drugs | 5:20 | ||
| Zappa Dream | Stephen Steinbrink | 4:08 | ||
| Hello, Laura (feat. Father John Misty) | Gambles, Father John Misty | 3:34 | ||
| Tightrope | Yeasayer | 3:18 | ||
| That’s Just the Way That I Feel | Purple Mountains | 3:23 | ||
| I'm So Tired - Session at The loft, Chicago, IL - 10/19/17 | Daniel Johnston, Wilco | 2:24 | ||
| Ami | Devendra Banhart | 3:55 | ||
| Another One Goes By | The Walkmen | 3:56 | ||
| Get The Old Band Back Together | Christian Lee Hutson | 3:08 | ||
| Just Say Goodbye | Wilco | 2:45 | ||
| Love Is The King | Jeff Tweedy | 4:46 | ||
| Not In Kansas | The National | 6:44 | ||
| Life In Vain | Built To Spill | 3:25 | ||
| Just Once in the World | Bright Eyes | 3:28 | ||
| Bright Leaves | Wilco | 4:10 | ||
| Outta The Woodwork | Courtney Barnett, Kurt Vile | 6:21 | ||
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| Having Been Is No Way To Be | Jeff Tweedy | 4:34 | ||
| I Don't Think Much About Her No More (Japanese Bonus Track) | Vampire Weekend | 2:48 | ||
| How Many Times | The Flaming Lips | 3:22 | ||
| Two Babies in Michigan | Fruit Bats | 3:46 | ||
| We're Just Friends | Wilco | 2:44 | ||
| Saint Cecilia | The Barr Brothers | 4:50 | ||
| The Songwriter | Father John Misty | 3:45 | ||
| True Love Will Find You In The End / Spirit World Rising / Funeral Home - Live at The Vic, Chicago, IL - 10/20/17 | Daniel Johnston, Wilco | 1:24 | ||
| Here For Now, For You | Fruit Bats | 2:52 | ||
| Morning Star | Cass McCombs | 3:56 | ||
| Like It's Something | Blake Mills | 3:27 | ||
| Bombs Above | Jeff Tweedy | 2:15 | ||
| Hey Rosey | The National | 4:14 | ||
| Sunday Roast | Courtney Barnett | 6:05 | ||
| Snow is Falling in Manhattan | Purple Mountains | 6:03 | ||
| You n Me Sellin' Weed | The Flaming Lips | 4:56 | ||
| God's Favorite Customer | Father John Misty | 5:21 | ||
| The Lakes of Canada 2019 | The Innocence Mission | 4:55 | ||
| All My Happiness is Gone | Purple Mountains | 4:20 | ||
| Bison on the Plains | Grandaddy | 5:10 | ||
| Sunken Treasure - 2017 Remaster | Wilco | 6:52 | ||
| A Robin or A Wren | Jeff Tweedy | 2:48 | ||
| Down at the Uptown | Hiss Golden Messenger | 3:26 | ||
| Girl Of My Dreams - Session at The loft, Chicago, IL - 10/19/17 | Daniel Johnston, Wilco | 4:31 | ||
| Darkness and Cold | Purple Mountains | 3:58 | ||
| An Empty Corner | Wilco | 3:46 | ||
| When The Roses Bloom Again | Billy Bragg, Wilco | 4:07 | ||
| Another Man's Done Gone | Billy Bragg, Wilco | 1:36 | ||
