| ACT 1 | Sung By |
| Any Old Nag at All | Kid Burns (an authority on the races) and Company |
| All the Stars and Stripes Belong to Me | George Cohan (a pop-up clip-up) |
| Mademoiselle | Mademoiselle Ou La La and Father |
| (Your Lips Say No, But) Your Eyes Say Yes | Sonia (formerly the Merry Widow) and Ensemble |
| Richard Carle | George Cohan (a pop-up clip-up) |
| Rogers Brothers | George Cohan (a pop-up clip-up) and Polly (of the circus) |
| When Tetrazzini Sighs High F | Mrs. Richard Thief |
Mary Carey (music by Benjamin Hapgood Burt; lyrics by Benjamin Hapgood Burt and John B. Lovitz) | Prince Danillo (husband of the Merry Widow) and Ensemble |
When Johnny Comes Marching Home (from College) Again (music by Louis A. Hirsch) | Mademoiselle Ou La La and Ensemble |
| Woman, Lovely Woman | Sonia (formerly the Merry Widow), Mrs. Richard Thief and Lemuel Sawwood (an American business man) |
| Two Hearts Beat As One | Artie (an American college chap) and Molly Carey |
| I'm No Stingy Romeo | Prince Danillo (husband of the Merry Widow) and Directoire Ladies |
Rag Man, Music Man (music by Louis A. Hirsch) | Artie (an American college chap) and Ensemble |
| ACT 2 | Sung By |
| Phoebe Snow | Phoebe Snow, William Sawwood and Ensemble |
| Chip Along | Ensemble |
My Lady Wine (music by Carl Rehman) | Prince Danillo (husband of the Merry Widow) and Ensemble |
| Miss Hook of Holland | Polly (of the circus) |
| Fred Stone | George Cohan (a pop-up clip-up) |
| Bessie Clayton | Bessie Clayton |
| Yankee Prince Waltz | George Cohan (a pop-up clip-up) and Polly (of the circus) |
| (In) Monte Carlo Town | Colonel Bridau (a custodian of his family's honor) and Ensemble |
| Making Eyes | Mrs. Richard Thief |
| Ambassador's March | Prince Danillo (husband of the Merry Widow) and Ensemble |