For much of its existence, the paper also operated the small Chicago Times Syndicate, which distributed comic strips and columns.

The paper was edited by Richard J. Finnegan, who had been with the Journal, and based on the tabloid model of New York Daily News.

[3] Thomason died in 1944, and Marshall Field III purchased the paper in 1947.

[4][1][5] The company operated the small Chicago Times Syndicate from c. 1935 until the 1948 merger with the Chicago Sun;[6] strips distributed by the syndicate included George Lichty's Grin and Bear It and Russell Stamm's Invisible Scarlet O'Neil.

The syndicate also distributed a weekly column written by Carl Sandburg during World War II.