| 1858 | July 21 - Chancellor John Olcott is born in Buffalo, New York |
| 1888 | Appears in the stage production The Old Homestead as part of a vocal quartet |
| 1889 | Appears in the Lillian Russell Opera Company's production of Pepita in the leading role |
| 1890 | Moves to London, England where he takes voice lessons and appears in various opera productions |
| 1894 | After returning to the United States, Olcott is hired by Augustus Pitou as the Irish tenor in various shows |
| 1896 | Minstrel of Clare opens on Broadway featuring a score written by Olcott |
| 1897 | Sweet Inniscarra opens on Broadway featuring his hit songs KATE O'DONAHUE, OLD FASHIONED MOTHER and SWEET INNISCARRA |
| 1899 | MY WILD IRISH ROSE reaches #1 on the pop charts twice with separate recordings by Albert Campbell and George J. Gaskin |
| 1899 | A Romance of Athlone opens on Broadway featuring Olcott's song MY WILD IRISH ROSE |
| 1901 | Garrett O'Magh opens on Broadway featuring a score by Olcott |
| 1902 | The Haydn Quartet's cover recording of the 1899 #1 hit MY WILD IRISH ROSE reaches #2 on the pop charts |
| 1902 | Old Limerick Town opens on Broadway with a score by Olcott |
| 1911 | MOTHER MACHREE is a #1 hit on the Billboard pop charts twice with separate recordings by John McCormack and Will Oakland |
| 1911 | I LOVE THE NAME MARY reaches #1 on the pop charts with a recording by Will Oakland |
| 1913 | Chauncey Olcott's recording of MOTHER MACHREE reaches #7 on the pop charts |
| 1913 | WHEN IRISH EYES ARE SMILING reaches #1 on the pop charts with a recording by Chauncey Olcott |
| 1914 | Charter member of the American Society of Composers, Authors and Publishers (ASCAP) |
| 1915 | The Taylor Trio's cover recording of the 1911 #1 hit song MOTHER MACHREE reaches #5 on the pop charts |
| 1917 | John McCormack's cover recording of the 1913 #1 hit song WHEN IRISH EYES ARE SMILING reaches #4 on the pop charts |
| 1925 | After appearing for the last time in the stage production The Rivals, Chauncey enters into retirement in Monte Carlo. |
| 1932 | March 18 - Chauncey Olcott dies in Monte Carlo |
| 1937 | Jan Garber's cover recording of the 1899 #1 hit song MY WILD IRISH ROSE reaches the top twenty on the pop charts |