[8] During this time period, the City Conference established themselves as a dominant force in track and field, taking the team title in twenty-five WIAA competitions between 1895 and 1929.
[12] Three new high schools were built in consecutive years in the 1930s as Works Progress Administration projects: Juneau (1932),[13] Pulaski (1933)[14][15] and Rufus King (1934).
[27][28] The five-member South Shore Conference was created as a result,[29] and competition lasted for ten years before its dissolution.
The four south side Milwaukee high schools in the Big Nine did not want this realignment and threatened to sue[36] the WIAA to rejoin the City Conference.
[37][38] Bay View, Hamilton, Pulaski and South Division all rejoined the City Conference in 1993.
Three more school openings rounded out the membership of the City Conference: Carmen in 2014, Golda Meir in 2017 and Audubon Tech in 2022.
The decision was made as a response to the practice of City Conference boys' basketball teams, which often traveled long distances to find competition.