| Somewhere in Chicago | Strand of Oaks | 3:05 | ||
| Drowning in Plain Sight | The Delines | 4:44 | ||
| Always Brings the Sunshine | Mungo Parker | 3:25 | ||
| Blood Brother | Leif Vollebekk | 4:23 | ||
| Bonny Light Horseman | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:30 | ||
| Backstabbers | Jesse Malin | 4:00 | ||
| The Whip | Jesse Marchant | 2:52 | ||
| We Used to Live Here | Fruit Bats | 2:44 | ||
| Alone but Not Alone | Great Lake Swimmers | 3:17 | ||
| I'm Not Your Lover | Leif Vollebekk | 4:09 | ||
| You've Lost Me Before | Benedict October | 2:58 | ||
| Outwit the Devil | Willy Mason | 3:04 | ||
| Guess Again | Jeff Tweedy | 3:17 | ||
| High Fidelity | NIGHT FLIGHT | 3:35 | ||
| White Fence Round House | Vetiver | 4:15 | ||
| Ursula Andress | Curse of Lono | 3:47 | ||
| Accumulates | David Gray | 4:57 | ||
| Lake Geneva | Miles Calder | 4:02 | ||
| A Sudden Place | Grant-Lee Phillips | 4:12 | ||
| Pedestals | William The Conqueror | 4:16 | ||
| Hollywood Forever | Finn Andrews | 3:29 | ||
| Unlock more with Songs Like X Pro | ||||
| What Then Cried Jo Soap | David Keenan | 4:05 | ||
| City Dog | Josh Rouse | 3:16 | ||
| Shipwreck Man | Andrew Combs | 2:21 | ||
| Fleur de Lis | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 4:23 | ||
| This, Whatever It Is, Needs Improvements | Hamish Hawk | 3:44 | ||
| The Smiling Prophet | VanWyck | 4:27 | ||
| Messing with the Settings | Craig Finn | 5:42 | ||
| Suddenly Scared (24 Storeys High) | William The Conqueror | 5:12 | ||
| Someone To Tell It To | Mick Flannery | 3:08 | ||
| Ava | The Hanging Stars | 5:15 | ||
| I Left A Light On | Teenage Fanclub | 3:34 | ||
| Three Sisters | Hothouse Flowers | 5:22 | ||
| Darkening Hour | Darlingside | 3:22 | ||
| Tired of Taking It Out On You | Wilco | 3:36 | ||
| In My Dreams | Dawn Brothers | 4:02 | ||
| Honey I Do | Josh Ritter | 3:03 | ||
| Constellation | Calexico | 3:03 | ||
| Pick Apart | Samantha Crain | 3:35 | ||
| Someone to Weep for Me | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:21 | ||
| Raglan | Grace Cummings | 3:18 | ||
| Elsie Friend | William The Conqueror | 4:26 | ||
| When The Storm Has Passed | Great Lake Swimmers | 4:39 | ||
| Blueberry Pancakes - IIUII | Fink | 5:09 | ||
| Mind Keeps Changing | William The Conqueror | 3:39 | ||
| U and Me | Frazey Ford | 4:39 | ||
| The Kids Are Having None Of It | Frazey Ford | 4:49 | ||
| Just How High | William The Conqueror | 4:48 | ||
| No Promises Broken | Dylan LeBlanc | 3:49 | ||
