| 26 May 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v Bell Telephone Company Second XI | Toronto | Results |
| 26 May 1928 | Rawlinson Cup Division Section B | Broadview v St George's Club of Oshawa | Riverdale Park, Toronto | Results |
| 26 May 1928 | Rawlinson Cup Division Section B | Mimico v Oshawa | Mimico, Toronto | Results |
| 26 May 1928 | Rawlinson Cup Division Section B | Parkdale v St Edmund's Second XI | Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v St George's Club of Oshawa | Upper Canada College Lord's Ground, Toronto | Results |
| 02 Jun 1928 | Continental Life Cup Division Section B | Birch Cliff v Dovercourt | Birch Cliff | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section B | Broadview v St Edmund's Second XI | Riverdale Park, Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v Riverdale | Trinity University, Toronto | Results |
| 02 Jun 1928 | Continental Life Cup Division Section B | Canadian National Railway v Woodgreen Brotherhood | Varsity Lawn, Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section A | Kentish Association v St Cyprian's | Riverdale Park, Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section B | Mimico v Parkdale | Mimico, Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section B | Oshawa v Birch Cliff Second XI | Lakeview Park, Oshawa | Results |
| 02 Jun 1928 | Continental Life Cup Division Section A | Rosedale v Bell Telephone Company | Rosedale, Toronto | Results |
| 02 Jun 1928 | Continental Life Cup Division Section B | St Barnabas v St Edmund's | Riverdale Park, Toronto | Results |
| 02 Jun 1928 | Rawlinson Cup Division Section A | St Clair v St George's Club of Toronto | Earlscourt Park, Toronto | Results |
| 02 Jun 1928 | Continental Life Cup Division Section A | Toronto v Grace Church | Armour Heights, Toronto | Results |
| 02 Jun 1928 | Continental Life Cup Division Section A | West Toronto v Yorkshire Society | High Park, Toronto | Results |
| 09 Jun 1928 | Continental Life Cup Division Section A | Bell Telephone Company v West Toronto | Upper Canada College Lord's Ground, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v Parkdale | Birch Cliff | Results |
| 09 Jun 1928 | Continental Life Cup Division Section B | Dovercourt v St Barnabas | Trinity University, Toronto | Results |
| 09 Jun 1928 | Continental Life Cup Division Section A | Grace Church v Rosedale | Varsity Lawn, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section A | Kentish Association v St George's Club of Toronto | Riverdale Park, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section B | Mimico v Broadview | Mimico, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section A | Riverdale v St Clair | Riverdale Park, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section A | St Cyprian's v Canadian General Electricity Company | High Park, Toronto | Results |
| 09 Jun 1928 | Continental Life Cup Division Section B | St Edmund's v Canadian National Railway | Trinity University, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v Bell Telephone Company Second XI | Earlscourt Park, Toronto | Results |
| 09 Jun 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v Oshawa | Lakeview Park, Oshawa | Results |
| 09 Jun 1928 | Continental Life Cup Division Section B | Woodgreen Brotherhood v Birch Cliff | Riverdale Park, Toronto | Results |
| 09 Jun 1928 | Continental Life Cup Division Section A | Yorkshire Society v Toronto | Rosedale, Toronto | Results |
| 16 Jun 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v Broadview | Birch Cliff | Results |
| 16 Jun 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v St George's Club of Toronto | Toronto | Results |
| 16 Jun 1928 | Rawlinson Cup Division Section B | Mimico v Bell Telephone Company Second XI | Mimico, Toronto | Results |
| 16 Jun 1928 | Rawlinson Cup Division Section B | Oshawa v St Edmund's Second XI | Lakeview Park, Oshawa | Results |
| 16 Jun 1928 | Rawlinson Cup Division Section B | Parkdale v St George's Club of Oshawa | Trinity University, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Oshawa | Upper Canada College Lord's Ground, Toronto | Results |
| 23 Jun 1928 | Continental Life Cup Division Section B | Birch Cliff v St Edmund's | Waterworks Park, Scarborough | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section B | Broadview v Parkdale | Riverdale Park, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v St Clair | Trinity University, Toronto | Results |
| 23 Jun 1928 | Continental Life Cup Division Section B | Dovercourt v Woodgreen Brotherhood | Trinity University, Toronto | Results |
| 23 Jun 1928 | Continental Life Cup Division Section A | Grace Church v Yorkshire Society | Varsity Lawn, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section A | Riverdale v Kentish Association | Riverdale Park, Toronto | Results |
| 23 Jun 1928 | Continental Life Cup Division Section A | Rosedale v West Toronto | Rosedale, Toronto | Results |
| 23 Jun 1928 | Continental Life Cup Division Section B | St Barnabas v Canadian National Railway | Riverdale Park, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section A | St Cyprian's v St George's Club of Toronto | High Park, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v Mimico | Earlscourt Park, Toronto | Results |
| 23 Jun 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v Birch Cliff Second XI | Lakeview Park, Oshawa | Results |
| 23 Jun 1928 | Continental Life Cup Division Section A | Toronto v Bell Telephone Company | Armour Heights, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Parkdale | Upper Canada College Lord's Ground, Toronto | Results |
| 30 Jun 1928 | Continental Life Cup Division Section B | Birch Cliff v Canadian National Railway | Birch Cliff | Results |
| 30 Jun 1928 | Continental Life Cup Division Section B | Dovercourt v St Edmund's | Trinity University, Toronto | Results |
| 30 Jun 1928 | Continental Life Cup Division Section A | Grace Church v Bell Telephone Company | Varsity Lawn, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section A | Kentish Association v St Clair | Riverdale Park, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section B | Mimico v St George's Club of Oshawa | Mimico, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section B | Oshawa v Broadview | Lakeview Park, Oshawa | Results |
| 30 Jun 1928 | Continental Life Cup Division Section A | Rosedale v Yorkshire Society | Rosedale, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section A | St Cyprian's v Riverdale | High Park, Toronto | Results |
| 30 Jun 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v Birch Cliff Second XI | Earlscourt Park, Toronto | Results |
| 30 Jun 1928 | Continental Life Cup Division Section A | Toronto v West Toronto | Armour Heights, Toronto | Results |
| 30 Jun 1928 | Continental Life Cup Division Section B | Woodgreen Brotherhood v St Barnabas | Riverdale Park, Toronto | Results |
| 07 Jul 1928 | Continental Life Cup Division Section A | Bell Telephone Company v Yorkshire Society | Upper Canada College Lord's Ground, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v Mimico | Birch Cliff | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section B | Broadview v Bell Telephone Company Second XI | Riverdale Park, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v Kentish Association | Trinity University, Toronto | Results |
| 07 Jul 1928 | Continental Life Cup Division Section B | Canadian National Railway v Dovercourt | Varsity Lawn, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section B | Parkdale v Oshawa | Trinity University, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section A | Riverdale v St George's Club of Toronto | Riverdale Park, Toronto | Results |
| 07 Jul 1928 | Continental Life Cup Division Section A | Rosedale v Toronto | Rosedale, Toronto | Results |
| 07 Jul 1928 | Continental Life Cup Division Section B | St Barnabas v Birch Cliff | Riverdale Park, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section A | St Clair v St Cyprian's | Earlscourt Park, Toronto | Results |
| 07 Jul 1928 | Continental Life Cup Division Section B | St Edmund's v Woodgreen Brotherhood | Bishop Strachan School, Toronto | Results |
| 07 Jul 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v St Edmund's Second XI | Lakeview Park, Oshawa | Results |
| 07 Jul 1928 | Continental Life Cup Division Section A | West Toronto v Grace Church | High Park, Toronto | Results |
| 14 Jul 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Birch Cliff Second XI | Upper Canada College Lord's Ground, Toronto | Results |
| 14 Jul 1928 | Rawlinson Cup Division Section B | Broadview v St George's Club of Oshawa | Riverdale Park, Toronto | Results |
| 14 Jul 1928 | Rawlinson Cup Division Section B | Oshawa v Mimico | Lakeview Park, Oshawa | Results |
| 14 Jul 1928 | Rawlinson Cup Division Section B | Parkdale v St Edmund's Second XI | Trinity University, Toronto | Results |
| 21 Jul 1928 | Continental Life Cup Division Section A | Bell Telephone Company v Rosedale | Upper Canada College Lord's Ground, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v Oshawa | Birch Cliff | Results |
| 21 Jul 1928 | Continental Life Cup Division Section B | Dovercourt v Birch Cliff | Trinity University, Toronto | Results |
| 21 Jul 1928 | Continental Life Cup Division Section A | Grace Church v Toronto | Varsity Lawn, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section B | Mimico v Parkdale | Mimico, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section A | Riverdale v Canadian General Electricity Company | Riverdale Park, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section A | St Cyprian's v Kentish Association | High Park, Toronto | Results |
| 21 Jul 1928 | Continental Life Cup Division Section B | St Edmund's v St Barnabas | Bishop Strachan School, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v Broadview | Earlscourt Park, Toronto | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v Bell Telephone Company Second XI | Lakeview Park, Oshawa | Results |
| 21 Jul 1928 | Rawlinson Cup Division Section A | St George's Club of Toronto v St Clair | Riverdale Park, Toronto | Results |
| 21 Jul 1928 | Continental Life Cup Division Section B | Woodgreen Brotherhood v Canadian National Railway | Riverdale Park, Toronto | Results |
| 21 Jul 1928 | Continental Life Cup Division Section A | Yorkshire Society v West Toronto | Rosedale, Toronto | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v St Edmund's Second XI | Trinity University, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section B | Birch Cliff v Woodgreen Brotherhood | Birch Cliff | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section B | Broadview v Mimico | Riverdale Park, Toronto | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v St Cyprian's | Trinity University, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section B | Canadian National Railway v St Edmund's | Varsity Lawn, Toronto | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section A | Kentish Association v St George's Club of Toronto | Riverdale Park, Toronto | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section B | Oshawa v St George's Club of Oshawa | Lakeview Park, Oshawa | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section B | Parkdale v Birch Cliff Second XI | Trinity University, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section A | Rosedale v Grace Church | Rosedale, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section B | St Barnabas v Dovercourt | Riverdale Park, Toronto | Results |
| 28 Jul 1928 | Rawlinson Cup Division Section A | St Clair v Riverdale | Earlscourt Park, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section A | Toronto v Yorkshire Society | Armour Heights, Toronto | Results |
| 28 Jul 1928 | Continental Life Cup Division Section A | West Toronto v Bell Telephone Company | High Park, Toronto | Results |
| 04 Aug 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Mimico | Upper Canada College Lord's Ground, Toronto | Results |
| 04 Aug 1928 | Rawlinson Cup Division Section B | Broadview v Birch Cliff Second XI | Riverdale Park, Toronto | Results |
| 04 Aug 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v Oshawa | Earlscourt Park, Toronto | Results |
| 04 Aug 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v Parkdale | Lakeview Park, Oshawa | Results |
| 06 Aug 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Oshawa | Trinity University, Toronto | Results |
| 11 Aug 1928 | Continental Life Cup Division Section A | Bell Telephone Company v Toronto | Upper Canada College Lord's Ground, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v St George's Club of Oshawa | Birch Cliff | Results |
| 11 Aug 1928 | Continental Life Cup Division Section B | Canadian National Railway v St Barnabas | Varsity Lawn, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section B | Mimico v St Edmund's Second XI | Mimico, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section B | Parkdale v Broadview | Trinity University, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section A | Riverdale v Kentish Association | Riverdale Park, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section A | St Clair v Canadian General Electricity Company | Earlscourt Park, Toronto | Results |
| 11 Aug 1928 | Continental Life Cup Division Section B | St Edmund's v Birch Cliff | Bishop Strachan School, Toronto | Results |
| 11 Aug 1928 | Rawlinson Cup Division Section A | St George's Club of Toronto v St Cyprian's | Riverdale Park, Toronto | Results |
| 11 Aug 1928 | Continental Life Cup Division Section A | West Toronto v Rosedale | High Park, Toronto | Results |
| 11 Aug 1928 | Continental Life Cup Division Section B | Woodgreen Brotherhood v Dovercourt | Riverdale Park, Toronto | Results |
| 11 Aug 1928 | Continental Life Cup Division Section A | Yorkshire Society v Grace Church | Rosedale, Toronto | Results |
| 18 Aug 1928 | Continental Life Cup Division Section A | Bell Telephone Company v Grace Church | Upper Canada College Lord's Ground, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section B | Birch Cliff Second XI v St Edmund's Second XI | Birch Cliff | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section B | Broadview v Oshawa | Riverdale Park, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section A | Canadian General Electricity Company v St George's Club of Toronto | Trinity University, Toronto | Results |
| 18 Aug 1928 | Continental Life Cup Division Section B | Canadian National Railway v Birch Cliff | Varsity Lawn, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section B | Parkdale v Bell Telephone Company Second XI | Trinity University, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section A | Riverdale v St Cyprian's | Riverdale Park, Toronto | Results |
| 18 Aug 1928 | Continental Life Cup Division Section A | Rosedale v Yorkshire Society | Rosedale, Toronto | Results |
| 18 Aug 1928 | Continental Life Cup Division Section B | St Barnabas v Woodgreen Brotherhood | Riverdale Park, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section A | St Clair v Kentish Association | Earlscourt Park, Toronto | Results |
| 18 Aug 1928 | Continental Life Cup Division Section B | St Edmund's v Dovercourt | Bishop Strachan School, Toronto | Results |
| 18 Aug 1928 | Rawlinson Cup Division Section B | St George's Club of Oshawa v Mimico | Lakeview Park, Oshawa | Results |
| 18 Aug 1928 | Continental Life Cup Division Section A | West Toronto v Toronto | High Park, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section B | Bell Telephone Company Second XI v Broadview | Upper Canada College Lord's Ground, Toronto | Results |
| 25 Aug 1928 | Continental Life Cup Division Section B | Birch Cliff v St Barnabas | Birch Cliff | Results |
| 25 Aug 1928 | Continental Life Cup Division Section B | Dovercourt v Canadian National Railway | Trinity University, Toronto | Results |
| 25 Aug 1928 | Continental Life Cup Division Section A | Grace Church v West Toronto | Varsity Lawn, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section A | Kentish Association v Canadian General Electricity Company | Riverdale Park, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section B | Mimico v Birch Cliff Second XI | Mimico, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section B | Oshawa v Parkdale | Lakeview Park, Oshawa | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section A | Riverdale v St George's Club of Toronto | Riverdale Park, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section A | St Cyprian's v St Clair | High Park, Toronto | Results |
| 25 Aug 1928 | Rawlinson Cup Division Section B | St Edmund's Second XI v St George's Club of Oshawa | Earlscourt Park, Toronto | Results |
| 25 Aug 1928 | Continental Life Cup Division Section A | Toronto v Rosedale | Armour Heights, Toronto | Results |
| 25 Aug 1928 | Continental Life Cup Division Section B | Woodgreen Brotherhood v St Edmund's | Riverdale Park, Toronto | Results |
| 25 Aug 1928 | Continental Life Cup Division Section A | Yorkshire Society v Bell Telephone Company | Rosedale, Toronto | Results |
| 01 Sep 1928 | Rawlinson Cup Division Final | St Cyprian's v Mimico | Toronto | Results |
| 01 Sep 1928 | Continental Life Cup Division Final | Toronto v Dovercourt | Toronto | Results |
| 08 Sep 1928 | Daily Star Trophy | Toronto v St Cyprian's | Armour Heights, Toronto | Results |
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