| Band | Song |
| Chicago | Beginnings |
| Chicago | Questions 67 and 68 |
| Leonid and Friends | Does Anybody Really Know What Time It is? (cover: Chicago) |
| Neal Morse | Feeling Stronger Every Day (cover: Chicago) |
| Styx | Fooling Yourself (The Angry Young Man) |
| Cheap Trick | Surrender |
| Ministry | I’m Falling (alt mix) |
| OK Go | You’re So Damn Hot |
| Wilco | I Got You (At the End of the World) |
| Smashing Pumpkins | Once Upon a Time |
| Plain White Ts | Hey There Delilah |
| Disturbed | Darkness |
| Patti Smith | Beneath the Summer Cross |
| String Theory | Birthday |
| Earth Wind and Fire | September |
| Ides of March | Vehicle |
| Survivor | Eye of the Tiger |
| Ezra Furman and the Harpoons | The Faceless Boy |
| The Fruit Bats | Blessed Breeze |
| Material Issue | Valerie Loves Me |
| Fiery Furnaces | I’m in No Mood |
| Elanor Friedberger | Stare at the Sun |
| Fall Out Boy | Thnks Fr Th Mmrs |
| Liz Phair | Turning Japanese (cover: The Vapors) |
| Chi-Lites | Have You Seen Her |
| Staple Singers | I’ll Take You There |
| Spoon | Chicago at Night |
| Sufjan Stevens | Chicago |
| Paper Lace | The Night Chicago Died |
| Djo (Joe Keery) | End of the Beginning (Back in Chicago) |
| Chicago | To Be Free |
| Chicago | More Than Ever |
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