 This was the last hurrah of the City League, which folded after the war and league play was re-organized under the auspices of the ODHA.Many famous players have graduated from, or played in the league, including Punch Broadbent, King Clancy, Bill Cowley, Syd Howe, Aurel Joliat, Frank McGee, Ken Reardon and Milt Schmidt.1890–91 – 1892–93 Ottawa HC
1895–96 Aberdeens
1906–07 Ottawa Cliffsides
1907–08 Ottawa Seconds
1917–18 Imperial Munitions
1918–19 St. Brigids
1919–20 Munitions
1920–21 Gunners
1921–22 Montagnards
1922–23 St. Patricks College
1923–24 Montagnards
1924–25 LaSalle College
1925–26 Gunners
1926–27 New Edinburgh
1927–28 Montagnards
1928–29 Shamrocks
1929–30 Shamrocks
1930–31 Rideaus
1931–32 Shamrocks
1932–33 Rideaus
1933–34 New Edinburgh
1934–35 Canadiens
1935–36 Brockville Magedomas
1936–37 Hull Volants
1937–38 Cornwall Flyers
1938–39 Hull Volants
1939–40 Hull Volants
1940–41 Hull Volants
1941–42 RCAF Flyers
1942–43 RCAF Flyers
1943–44 Hull Volants
1944–45 Hull Volants

1927–28 Gunners
1928–29 Shamrocks
1929–30 Rideaus
1930–31 Primrose
1931–32 Primrose
1932–33 Shamrocks
1933–34 Shamrocks
1934–35 Rideaus
1935–36 Univ.