He moved to Chicago in 1927, where he wrote for the Chicago Herald-Examiner until 1932, then the Chicago Daily News, where his column "The Barbershop" ran for 38 years. Carmichael became sports editor of the Daily News in 1943. He also served as editor for the Who"s Who in the Major Leagues from 1938 to 1954.
He retired in 1972 and was awarded the J.G. Taylor Spink Award in 1974.