Cab Calloway was born in a middle-class family in Rochester, New York, on Christmas Day in 1907. His parents recognized their son's musical talent and he began private voice lessons in 1922. He continued to study music and voice throughout his formal schooling. Despite his parents' and vocal teachers' disapproval of jazz, Calloway began frequenting and eventually performing in many of Baltimore's jazz clubs, where he was mentored by drummer Chick Webb and pianist Johnny Jones. After graduating from Frederick Douglass High School Calloway joined his older sister, Blanche, in a touring production of the popular black musical revue Plantation Days. Calloway attended Lincoln University in Pennsylvania, but left in 1930 without graduating.
When the tour ended in Chicago in the fall, Calloway decided to remain in Chicago with his sister, who had an established career as a jazz singer in that city. His parents had hopes of their son becoming a lawyer like his father, so Calloway enrolled in Crane College. His main interest, however, was in singing and entertaining, and he spent most of his nights at the Dreamland Ballroom, the Sunset Cafe, and the Club Berlin, performing as a drummer, singer and MC. At the Sunset Cafe he met and performed with Louis Armstrong who taught him to sing in the "scat" style.
Calloway's was one of the most popular American jazz bands of the 1930s, recording prolifically for Brunswick and the ARC dime store labels from 1930–1932, when he signed with Victor for a year. He was back on Brunswick in late 1934 through 1936, when he signed with manager Irving Mills's short-lived Variety in 1937, and stayed with Mills when the label collapsed and the sessions were continued on Vocalion through 1939, and then OKeh through 1942. After the recording ban due to the 1942-44 musicians' strike ended, he continued to record prolifically.
On June 12, 1994, Calloway suffered a stroke. He died six months later on November 18, 1994. His body was cremated and his ashes were given to his family. Upon the death of his wife Zulme "Nuffie" Calloway on October 13, 2008, his ashes were interred next to her at Ferncliffe Cemetery in Hartsdale, New York.