Charles Bailey may refer to:Charles Bailey (medium) (1870–1947), Australian apport medium Charles G. Bailey, faculty manager of WMUL, Marshall University Charles Justin Bailey (1859–1946), American soldier Charles P. Bailey (pilot) (1918–2001), one of the Tuskegee Airmen's most decorated combat fighter pilots Charles P. Bailey (surgeon) (1910–1993), American pioneer in heart surgery Charles R. Bailey, American Army chaplain Charles W. Bailey II (1929–2012), American journalist, newspaper editor and novelist Charlie Bailey, American football coach Charlie Bailey (footballer), English footballer