As New Glarus football program prepares to join the Southwest Wisconsin Activities League (SWAL) Conference for the 2026 football season, the move marks the latest step in a long and evolving conference history that stretches back nearly 100 years. From its early days as a founding member of the State Line League, through decades of cooperative football with Monticello and shifts driven by enrollment, realignment and competitive balance, New Glarus football has adapted repeatedly to the changing landscape of Wisconsin high school athletics. This timeline provides a snapshot of how the program’s conference affiliations have evolved over time and what led to the upcoming transition to the SWAL.