| 14 May 1927 | | Canadian Legion v Verdun B | Lower Canada College, Montreal | Results |
| 14 May 1927 | | McGill University B v Westward B | McGill University Ground, Montreal | Results |
| 14 May 1927 | | Lachine B v Montreal Amateur Athletic Association B | Montreal | Results |
| 14 May 1927 | | Sun Life Insurance Company of Montreal v Vickers | Montreal | Results |
| 21 May 1927 | | McGill University B v Sun Life Insurance Company of Montreal | McGill University Ground, Montreal | Results |
| 21 May 1927 | | Verdun B v Vickers | Verdun Protestant Hospital Ground, Verdun | Results |
| 21 May 1927 | | Canadian Legion v Montreal Amateur Athletic Association B | Montreal | Results |
| 21 May 1927 | | Lachine B v Westward B | Montreal | Results |
| 28 May 1927 | | McGill University B v Verdun B | McGill University Ground, Montreal | Results |
| 28 May 1927 | | Sun Life Insurance Company of Montreal v Westward B | Montreal | Results |
| 28 May 1927 | | Vickers v Montreal Amateur Athletic Association B | Vickers Ground, Montreal | Results |
| 28 May 1927 | | Lachine B v Canadian Legion | Montreal | Results |
| 04 Jun 1927 | | Canadian Legion v McGill University B | Verdun Protestant Hospital Ground, Verdun | Results |
| 18 Jun 1927 | | Vickers v McGill University B | Vickers Ground, Montreal | Results |
| 02 Jul 1927 | | McGill University B v Montreal Amateur Athletic Association B | McGill University Ground, Montreal | Results |
| 02 Jul 1927 | | Canadian Legion v Westward B | Montreal | Results |
| 09 Jul 1927 | | McGill University B v Westward B | McGill University Ground, Montreal | Results |
| 09 Jul 1927 | | Verdun B v Canadian Legion | Verdun Protestant Hospital Ground, Verdun | Results |
| 30 Jul 1927 | | Westward B v Verdun B | Royal Avenue, Montreal | Results |
| 06 Aug 1927 | | Sun Life Insurance Company of Montreal v McGill University B | Lower Canada College, Montreal | Results |
| 20 Aug 1927 | | Lachine B v McGill University B | Lower Lachine Road, Lachine | Results |
| 30 Nov 1926 | | Canadian Legion v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Canadian Legion v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Canadian Legion v Vickers | Montreal | Results |
| 30 Nov 1926 | | Lachine B v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Lachine B v Verdun B | Montreal | Results |
| 30 Nov 1926 | | Lachine B v Vickers | Montreal | Results |
| 30 Nov 1926 | | McGill University B v Canadian Legion | Montreal | Results |
| 30 Nov 1926 | | McGill University B v Lachine B | Montreal | Results |
| 30 Nov 1926 | | McGill University B v Vickers | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Canadian Legion | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v McGill University B | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Verdun B | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Vickers | Montreal | Results |
| 30 Nov 1926 | | Montreal Amateur Athletic Association B v Westward B | Montreal | Results |
| 30 Nov 1926 | | Sun Life Insurance Company of Montreal v Canadian Legion | Montreal | Results |
| 30 Nov 1926 | | Sun Life Insurance Company of Montreal v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Sun Life Insurance Company of Montreal v Montreal Amateur Athletic Association B | Montreal | Results |
| 30 Nov 1926 | | Sun Life Insurance Company of Montreal v Verdun B | Montreal | Results |
| 30 Nov 1926 | | Verdun B v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Verdun B v McGill University B | Montreal | Results |
| 30 Nov 1926 | | Verdun B v Montreal Amateur Athletic Association B | Montreal | Results |
| 30 Nov 1926 | | Verdun B v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Verdun B v Westward B | Montreal | Results |
| 30 Nov 1926 | | Vickers v Canadian Legion | Montreal | Results |
| 30 Nov 1926 | | Vickers v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Vickers v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Vickers v Verdun B | Montreal | Results |
| 30 Nov 1926 | | Vickers v Westward B | Montreal | Results |
| 30 Nov 1926 | | Westward B v Canadian Legion | Montreal | Results |
| 30 Nov 1926 | | Westward B v Lachine B | Montreal | Results |
| 30 Nov 1926 | | Westward B v Montreal Amateur Athletic Association B | Montreal | Results |
| 30 Nov 1926 | | Westward B v Sun Life Insurance Company of Montreal | Montreal | Results |
| 30 Nov 1926 | | Westward B v Vickers | Montreal | Results |
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