| The Littlest Birds | The Be Good Tanyas | 4:09 | |
| Bruised Orange (Chain of Sorrow) | John Prine | 5:21 | |
| Yes, Maria, Yes | David Wax Museum | 3:42 | |
| Come A Long Way | Loudon Wainwright III | 2:46 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Heaven, Sittin' Down | Phosphorescent | 4:26 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| John Saw That Number | Neko Case | 4:05 | |
| Things | Paul Westerberg | 3:22 | |
| Pick up the Change - 2017 Remaster | Wilco | 2:55 | |
| Paperwings | Damien Jurado | 2:53 | |
| Still | Great Lake Swimmers | 2:51 | |
| Time Spent In Los Angeles | Dawes | 4:28 | |
| Tegucigalpa | Fruit Bats | 3:45 | |
| Dawned On Me | Jeff Tweedy | 2:52 | |
| Station To Station | Jay Farrar | 2:39 | |
| Blue Driver | Vetiver | 3:57 | |
| In Our Time | Deer Tick, Vanessa Carlton | 4:18 | |
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | |
| Outtasite (Outta Mind) - 2017 Remaster | Wilco | 2:34 | |
| Unlock more with Songs Like X Pro |
| Soul Singer in a Session Band | Bright Eyes | 4:14 | |
| Still Be Around | Uncle Tupelo | 2:44 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
| He's a Dick | Golden Smog | 2:48 | |
| Wall of Death | Richard & Linda Thompson | 3:42 | |
| Fake Fur Coat | Tweedy, Jeff Tweedy | 2:23 | |
| The Needle Has Landed | Neko Case | 3:45 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| To Be Young (Is to Be Sad, Is to Be High) | Ryan Adams | 3:04 | |
| Whole Love | Wilco | 3:49 | |
| Lakes of Pontchartrain | The Be Good Tanyas | 4:39 | |
| Lost Coastlines | Okkervil River | 5:31 | |
| Wasteland | Dead Man Winter | 4:42 | |
| Absentminded Melody | Joel Plaskett | 1:39 | |
| Someday Soon - 2017 Remaster | Wilco | 2:32 | |
| OMGCD | The Low Anthem | 1:53 | |
| Listening To The Wind That Blows | Billy Bragg, Wilco | 5:03 | |
| English Girls Approximately | Ryan Adams | 5:40 | |
| Chancellor | Gord Downie | 4:25 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Sit & Listen To The Rain | Whiskeytown | 4:05 | |
| My Thirty Thousand | Billy Bragg, Wilco | 2:36 | |
| Strawberry Wine | Ryan Adams | 7:58 | |
| Midway Park | Whiskeytown | 3:23 | |
| Christ For President | Billy Bragg, Wilco | 2:42 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Ought To Be Satisfied Now | Billy Bragg, Wilco | 3:30 | |
| Born For Me | Paul Westerberg | 4:01 | |
