Originally founded in 1935 as chapter #14 of the SFL, the club attracted members including founder Walter Dennis, Paul McDermott, Jack Darrow, and others. Three of the members, Darrow, Otto Binder, and William Dillenback, planned to visit New York that summer to meet members of the New York chapter and Charles D. Hornig planned the meeting to take place at the offices of Wonder Stories, but the Chicago delegates arrived a day late and missed the meeting, instead visiting with Hornig, Mort Weissinger, and Julius Schwartz.
The CSFL published the clubzine The Fourteen Leaflet from November 1935 through Spring 1937. By the time the final issue was published, many club members had left Chicago and the club went dormant until it was refounded in the early 1960s.
Active in the early 1960s, the Chicago branch of the league held monthly meetings on the first Saturday night of each month (except in months when a convention took place) at the home of Mrs. Richard Hickey at 2020 North Mohawk Street.
At Chicon III in 1962, they sponsored an exhibition of the art of Richard M. Powers on the Saturday of the convention. The league compiled the exhibit separately from the con and paid rent on the room themselves, asking con-attendees for voluntary donations to offset the cost.
