Municipal elections were held in Toronto, Ontario, Canada, on January 1, 1944. Incumbent Frederick J. Conboy defeated Controller Lewis Duncan. The election was a notable defeat for the Co-operative Commonwealth Federation (CCF, a social democratic party) as it lost all representation on city council.
Conboy had served as mayor since 1940 and was seeking his fourth term of office. He was opposed by CCFer Lewis Duncan who had also run and lost in 1939 and 1940.
The Board of Control had one open seat due to Duncan's run for mayor. Alderman William Dennison attempted to hold the seat for the CCF, but finished in distant seventh. Three other former aldermen ran for the seat Hiram E. McCallum, David Balfour, and communist Stewart Smith with Balfour winning the seat.