Bob Chester (March 20, 1908 – October 29, 1966) was an American jazz and pop music bandleader and tenor saxophonist. He was born in Detroit, Michigan, United States. Chester's stepfather ran General Motors's Fisher Body Works. He began his career as a sideman under Irving Aaronson, Ben Bernie, and Ben Pollack. He formed his own group in Detroit in the mid-1930s, with a Glenn Miller-influenced sound. This band was unsuccessful in local engagements and quickly dissolved. He then put together a new band on the East Coast under the direction of Tommy Dorsey and with arrangements by David Rose. This ensemble fared much better, recording for Bluebird Records.