| 03 Jun 1905 | Eastern Section | St Clement's v Rosedale Juniors | Leslie Grove, Toronto | Results |
| 30 Nov 1904 | Eastern Section | St George's Club of Toronto v Deer Park | Toronto | Results |
| 30 Nov 1904 | Eastern Section | St George's Club of Toronto v Grace Church | Toronto | Results |
| 30 Nov 1904 | Eastern Section | St George's Club of Toronto v Rosedale Juniors | Toronto | Results |
| 30 Nov 1904 | Eastern Section | Deer Park v St Clement's | Deer Park, Toronto | Results |
| 30 Nov 1904 | Eastern Section | Deer Park v St George's Club of Toronto | Deer Park, Toronto | Results |
| 30 Nov 1904 | Eastern Section | Ontario Accident Insurance Company v Deer Park | Island Park, Toronto | Results |
| 30 Nov 1904 | Eastern Section | Ontario Accident Insurance Company v Grace Church | Island Park, Toronto | Results |
| 30 Nov 1904 | Eastern Section | Grace Church v Ontario Accident Insurance Company | Varsity Lawn, Toronto | Results |
| 30 Nov 1904 | Eastern Section | Grace Church v St George's Club of Toronto | Varsity Lawn, Toronto | Results |
| 13 May 1905 | Eastern Section | St Clement's v Ontario Accident Insurance Company | Leslie Grove, Toronto | Results |
| 20 May 1905 | Eastern Section | Rosedale Juniors v St George's Club of Toronto | Toronto | Results |
| 20 May 1905 | Western Section | Yorkshire Society v St Stephen's Church | Exhibition Park, Toronto | Results |
| 27 May 1905 | Western Section | Dovercourt v St Mark's | Dovercourt Park, Toronto | Results |
| 27 May 1905 | Eastern Section | Grace Church v Rosedale Juniors | Varsity Lawn, Toronto | Results |
| 03 Jun 1905 | Western Section | St Mark's v Yorkshire Society | Exhibition Park, Toronto | Results |
| 03 Jun 1905 | Eastern Section | Ontario Accident Insurance Company v St George's Club of Toronto | Island Park, Toronto | Results |
| 03 Jun 1905 | Western Section | St Stephen's Church v St Cyprian's | St Stephen's Cricket Club Ground, Toronto | Results |
| 10 Jun 1905 | Western Section | St Cyprian's v Dovercourt | St Cyprian's Cricket Club Ground, Toronto | Results |
| 10 Jun 1905 | Eastern Section | Grace Church v Deer Park | Varsity Lawn, Toronto | Results |
| 17 Jun 1905 | Western Section | St Stephen's Church v Dovercourt | Bellwoods Park, Toronto | Results |
| 17 Jun 1905 | Eastern Section | Rosedale Juniors v Deer Park | Rosedale, Toronto | Results |
| 17 Jun 1905 | Western Section | St Mark's v St Cyprian's | Exhibition Park, Toronto | Results |
| 24 Jun 1905 | Western Section | St Mark's v St Stephen's Church | Exhibition Park, Toronto | Results |
| 24 Jun 1905 | Western Section | St Cyprian's v Yorkshire Society | St Cyprian's Cricket Club Ground, Toronto | Results |
| 08 Jul 1905 | Western Section | St Mark's v Dovercourt | Exhibition Park, Toronto | Results |
| 08 Jul 1905 | Eastern Section | Ontario Accident Insurance Company v Rosedale Juniors | Island Park, Toronto | Results |
| 08 Jul 1905 | Eastern Section | St Clement's v Deer Park | Leslie Grove, Toronto | Results |
| 15 Jul 1905 | Eastern Section | Deer Park v Rosedale Juniors | Deer Park, Toronto | Results |
| 15 Jul 1905 | Eastern Section | St George's Club of Toronto v St Clement's | Exhibition Park, Toronto | Results |
| 15 Jul 1905 | Western Section | St Stephen's Church v St Mark's | St Stephen's Cricket Club Ground, Toronto | Results |
| 15 Jul 1905 | Western Section | Dovercourt v Yorkshire Society | Dovercourt Park, Toronto | Results |
| 22 Jul 1905 | Western Section | Dovercourt v St Stephen's Church | Toronto | Results |
| 22 Jul 1905 | Eastern Section | Ontario Accident Insurance Company v St George's Club of Toronto | Island Park, Toronto | Results |
| 22 Jul 1905 | Eastern Section | Rosedale Juniors v St Clement's | Rosedale, Toronto | Results |
| 29 Jul 1905 | Western Section | St Cyprian's v St Stephen's Church | St Cyprian's Cricket Club Ground, Toronto | Results |
| 02 Aug 1905 | Western Section | Yorkshire Society v St Mark's | Riverdale Park, Toronto | Results |
| 05 Aug 1905 | Eastern Section | Deer Park v Ontario Accident Insurance Company | Deer Park, Toronto | Results |
| 05 Aug 1905 | Eastern Section | St Clement's v St George's Club of Toronto | Leslie Grove, Toronto | Results |
| 05 Aug 1905 | Western Section | St Cyprian's v St Mark's | St Cyprian's Cricket Club Ground, Toronto | Results |
| 12 Aug 1905 | Eastern Section | Deer Park v Grace Church | Deer Park, Toronto | Results |
| 12 Aug 1905 | Western Section | Dovercourt v St Cyprian's | Dovercourt Park, Toronto | Results |
| 12 Aug 1905 | Eastern Section | St Clement's v Ontario Accident Insurance Company | Leslie Grove, Toronto | Results |
| 12 Aug 1905 | Western Section | Yorkshire Society v St Stephen's Church | Riverdale Park, Toronto | Results |
| 19 Aug 1905 | Western Section | Dovercourt v Yorkshire Society | Toronto | Results |
| 19 Aug 1905 | Eastern Section | Rosedale Juniors v Ontario Accident Insurance Company | Rosedale, Toronto | Results |
| 19 Aug 1905 | Eastern Section | Grace Church v St Clement's | Varsity Lawn, Toronto | Results |
| 26 Aug 1905 | Western Section | Yorkshire Society v St Cyprian's | Riverdale Park, Toronto | Results |
| 26 Aug 1905 | Eastern Section | Rosedale Juniors v Grace Church | Rosedale, Toronto | Results |
| 02 Sep 1905 | Eastern Section Play-off | Rosedale Juniors v St Clement's | Varsity Lawn, Toronto | Results |
| 16 Sep 1905 | Eastern Section | St Clement's v Grace Church | Leslie Grove, Toronto | Results |
| 27 Sep 1905 | Final | Rosedale Juniors v St Cyprian's | Bracondale, Toronto | Results |
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