Saskatchewan
Saskatchewan Challenge Shield, 1906–1938
Saskatchewan Challenge Shield, 1906–1938
| Date | Winners | Runners-up |
| 1906 | Wapella | Grenfell |
| 1907 | Saskatoon City | Yellow Grass |
| 1908 | Moose Jaw City | Indian Head |
| 1909 | Indian Head | Saskatoon |
| 1910 | Prince Albert | Regina Capitals |
| 1911 | Saskatoon City | Outlook |
| 1912 | Regina Capitals | Yorkton |
| 1913 | Prince Albert City | Craik |
| 1914 | Prince Albert City | Regina Capitals |
| 1915-1919 | No competition | |
| 1920 | Prince Albert City | Indian Head |
| 1921 | Regina Thistles | Kelliher |
| 1922 | Regina Post | Prince Albert City |
| 1923 | Regina Post and Prince Albert (Joint) | |
| 1924 | Moose Jaw C.P.R. | Prince Albert City |
| 1925 | Prince Albert City | Moose Jaw C.P.R. |
| 1926 | Moose Jaw C.P.R. | Cut Knife Beavers |
| 1927 | Regina Post | Saskatoon Callies |
| 1928 | Prince Albert Penitentiary | Coalfield United (Estevan) |
| 1929 | Prince Albert City | Regina Scottish |
| 1930 | Saskatoon Sons of England | Regina City |
| 1931 | Regina C.N.R. | Saskatoon Sons of England |
| 1932 | Regina City | Saskatoon Thistles |
| 1933 | Prince Albert City | Regina Capitals |
| 1934 | Regina Thistles | Prince Albert City |
| 1935 | Saskatoon Thistles | Prince Albert Flashlights |
| 1936 | Regina Nationals | Prince Albert Flashlights |
| 1937 | Saskatoon Legion | Regina Nationals |
| 1938 | Regina Nationals | Maymount Rangers |
| 1939-1946 | No competition |