| 1 | ![Overture / Prologue by Chaplin Orchestra, Bryan Perri]() | Overture / Prologue | Chaplin Orchestra, Bryan Perri | E Minor | 9A | 138 |
| 2 | ![Look at All the People by Christiane Noll, Zachary Unger]() | Look at All the People | Christiane Noll, Zachary Unger | D Major | 10B | 64 |
| 3 | ![Whatcha Gonna Do? by Christiane Noll, Zachary Unger, Rob McClure]() | Whatcha Gonna Do? | Christiane Noll, Zachary Unger, Rob McClure | B♭ Major | 6B | 138 |
| 4 | ![If I Left London by Rob McClure, Wayne Wilcox]() | If I Left London | Rob McClure, Wayne Wilcox | B♭ Major | 6B | 131 |
| 5 | ![Sennett Song by Rob McClure, Michael McCormick]() | Sennett Song | Rob McClure, Michael McCormick | G Minor | 6A | 79 |
| 6 | ![Look at All the People (Reprise) / Tramp Discovery by Rob McClure, Christiane Noll, Zachary Unger]() | Look at All the People (Reprise) / Tramp Discovery | Rob McClure, Christiane Noll, Zachary Unger | D Major | 10B | 150 |
| 7 | ![Tramp Shuffle - Pt. 1 by Rob McClure, Michael McCormick, Ethan Khusidman]() | Tramp Shuffle - Pt. 1 | Rob McClure, Michael McCormick, Ethan Khusidman | C Minor | 5A | 141 |
| 8 | ![Tramp Shuffle - Pt. 2 by Rob McClure, Michael McCormick, Ethan Khusidman, Chaplin Ensemble]() | Tramp Shuffle - Pt. 2 | Rob McClure, Michael McCormick, Ethan Khusidman, Chaplin Ensemble | B♭ Major | 6B | 158 |
| 9 | ![Life Can Be Like the Movies by Rob McClure, Wayne Wilcox, Ethan Khusidman]() | Life Can Be Like the Movies | Rob McClure, Wayne Wilcox, Ethan Khusidman | D Major | 10B | 136 |
| 10 | ![The Look-A-Like Contest by Rob McClure, Christiane Noll, Wayne Wilcox, Jim Borstelmann, Chaplin Ensemble]() | The Look-A-Like Contest | Rob McClure, Christiane Noll, Wayne Wilcox, Jim Borstelmann, Chaplin Ensemble | F Minor | 4A | 110 |
| 11 | ![Just Another Day in Hollywood by Rob McClure, Jim Borstelmann, Jenn Colella, Chaplin Ensemble]() | Just Another Day in Hollywood | Rob McClure, Jim Borstelmann, Jenn Colella, Chaplin Ensemble | G Major | 9B | 136 |
| 12 | ![The Life That You Wished For by Rob McClure]() | The Life That You Wished For | Rob McClure | E Major | 12B | 80 |
| 13 | ![All Falls Down by Jenn Colella, Lisa Gajda]() | All Falls Down | Jenn Colella, Lisa Gajda | E Minor | 9A | 121 |
| 14 | ![Man of All Countries by Jenn Colella, Michael McCormick, Lisa Gajda]() | Man of All Countries | Jenn Colella, Michael McCormick, Lisa Gajda | G Major | 9B | 78 |
| 15 | ![What Only Love Can See by Rob McClure, Erin Mackey]() | What Only Love Can See | Rob McClure, Erin Mackey | D♭ Minor | 12A | 97 |
| 16 | ![The Exile by Jenn Colella, Chaplin Ensemble]() | The Exile | Jenn Colella, Chaplin Ensemble | B♭ Major | 6B | 77 |
| 17 | ![Where Are All the People? by Rob McClure]() | Where Are All the People? | Rob McClure | F Minor | 4A | 78 |
| 18 | ![What Only Love Can See (Reprise) by Rob McClure, Erin Mackey]() | What Only Love Can See (Reprise) | Rob McClure, Erin Mackey | A Minor | 8A | 131 |
| 19 | ![This Man by Christiane Noll, Erin Mackey, Wayne Wilcox, Jim Borstelmann, Jenn Colella, Michael McCormick, Chaplin Ensemble]() | This Man | Christiane Noll, Erin Mackey, Wayne Wilcox, Jim Borstelmann, Jenn Colella, Michael McCormick, Chaplin Ensemble | F Major | 7B | 81 |
| 20 | ![Finale / Tramp Reprise by Christiane Noll, Erin Mackey, Wayne Wilcox, Jim Borstelmann, Jenn Colella, Michael McCormick, Zachary Unger, Ethan Khusidman, Chaplin Ensemble]() | Finale / Tramp Reprise | Christiane Noll, Erin Mackey, Wayne Wilcox, Jim Borstelmann, Jenn Colella, Michael McCormick, Zachary Unger, Ethan Khusidman, Chaplin Ensemble | B♭ Major | 6B | 145 |