Question: who was the best chicago bears quarterback?
Answer: Sid Luckman. Seasons: 1950, 1949, 1948, 1947, 1946, 1945, 1944, 1943, 1942, 1941, 1940, 1939. Jim McMahon. Seasons: 1988, 1987, 1986, 1985, 1984, 1983, 1982. Jay Cutler. ...  Jim Harbaugh. ...  George Blanda. ...  Erik Kramer. ...  Kyle Orton. ...  Bobby Douglass.