| ACT 1 | Sung By |
|---|
| My Hero | Nadina Popoff (Col. Popoff's daughter) |
| Sympathy | Nadina Popoff (Col. Popoff's daughter) and Lieutenant Bumerli ("The Chocolate Soldier") |
| Seek the Spy | Captain Massakroff (member of the Bulgarian Army), Nadina Popoff (Col. Popoff's daughter), Mascha (Aurelia's cousin), Aurelia Popoff (Nadina's mother), Lieutenant Bumerli ("The Chocolate Soldier") and Bulgarian Soldiers |
| ACT 2 | Sung By |
|---|
| Thank the Lord the War Is Over | Ensemble |
| Never Was There Such a Lover | Nadina Popoff (Col. Popoff's daughter) and Major Alexius Spiridoff (member of the Bulgarian Army, betrothed to Nadina) |
| The Chocolate Soldier | Nadina Popoff (Col. Popoff's daughter) and Lieutenant Bumerli ("The Chocolate Soldier") |
| Tale of the Coat | Nadina Popoff (Col. Popoff's daughter), Mascha (Aurelia's cousin), Aurelia Popoff (Nadina's mother), Lieutenant Bumerli ("The Chocolate Soldier"), Major Alexius Spiridoff (member of the Bulgarian Army, betrothed to Nadina) and Col. Kasimer Popoff (member of the Bulgarian Army) |
| That Would Be Lovely | Nadina Popoff (Col. Popoff's daughter) and Lieutenant Bumerli ("The Chocolate Soldier") |
| ACT 3 | Sung By |
|---|
| Sweetheart | Ensemble |
| Falling in Love | Mascha (Aurelia's cousin) and Major Alexius Spiridoff (member of the Bulgarian Army, betrothed to Nadina) |
| The Letter Song | Nadina Popoff (Col. Popoff's daughter) |
| The Letter | Nadina Popoff (Col. Popoff's daughter) and Lieutenant Bumerli ("The Chocolate Soldier") |
