| 18 May 1929 | | Canadian Pacific Railway Recreation XI v Verdun | Coeur Sortin, Angus Shops, Montreal | Results |
| 18 May 1929 | | Montreal Amateur Athletic Association v Lachine | Amateur Athletic Association Ground, Montreal | Results |
| 18 May 1929 | | Vickers v McGill University | Vickers Ground, Montreal | Results |
| 18 May 1929 | | Westward v West Indian | Royal Avenue, Montreal | Results |
| 25 May 1929 | | Canadian Pacific Railway Recreation XI v West Indian | Coeur Sortin, Angus Shops, Montreal | Results |
| 25 May 1929 | | Lachine v McGill University | Lower Lachine Road, Lachine | Results |
| 25 May 1929 | | Montreal Amateur Athletic Association v Westward | Amateur Athletic Association Ground, Montreal | Results |
| 25 May 1929 | | Vickers v Verdun | Vickers Ground, Montreal | Results |
| 01 Jun 1929 | | McGill University v West Indian | McGill University Ground, Montreal | Results |
| 01 Jun 1929 | | Vickers v Lachine | Vickers Ground, Montreal | Results |
| 01 Jun 1929 | | Westward v Canadian Pacific Railway Recreation XI | Royal Avenue, Montreal | Results |
| 08 Jun 1929 | | Canadian Pacific Railway Recreation XI v McGill University | Coeur Sortin, Angus Shops, Montreal | Results |
| 08 Jun 1929 | | Vickers v Montreal Amateur Athletic Association | Vickers Ground, Montreal | Results |
| 08 Jun 1929 | | West Indian v Lachine | Ville St Laurent | Results |
| 08 Jun 1929 | | Westward v Verdun | Royal Avenue, Montreal | Results |
| 22 Jun 1929 | | Canadian Pacific Railway Recreation XI v Vickers | Montreal | Results |
| 22 Jun 1929 | | McGill University v Verdun | McGill University Ground, Montreal | Results |
| 29 Jun 1929 | | Montreal Amateur Athletic Association v Canadian Pacific Railway Recreation XI | Amateur Athletic Association Ground, Montreal | Results |
| 29 Jun 1929 | | Verdun v Lachine | Verdun Protestant Hospital Ground, Verdun | Results |
| 29 Jun 1929 | | Vickers v West Indian | Vickers Ground, Montreal | Results |
| 29 Jun 1929 | | Westward v McGill University | Royal Avenue, Montreal | Results |
| 06 Jul 1929 | | Lachine v Canadian Pacific Railway Recreation XI | Lower Lachine Road, Lachine | Results |
| 06 Jul 1929 | | Montreal Amateur Athletic Association v McGill University | Amateur Athletic Association Ground, Montreal | Results |
| 06 Jul 1929 | | West Indian v Verdun | Ville St Laurent | Results |
| 06 Jul 1929 | | Westward v Vickers | Royal Avenue, Montreal | Results |
| 13 Jul 1929 | | Canadian Pacific Railway Recreation XI v Verdun | Coeur Sortin, Angus Shops, Montreal | Results |
| 13 Jul 1929 | | Lachine v Montreal Amateur Athletic Association | Lower Lachine Road, Lachine | Results |
| 13 Jul 1929 | | West Indian v Westward | Ville St Laurent | Results |
| 20 Jul 1929 | | McGill University v Lachine | McGill University Ground, Montreal | Results |
| 20 Jul 1929 | | Verdun v Vickers | Verdun Protestant Hospital Ground, Verdun | Results |
| 20 Jul 1929 | | West Indian v Canadian Pacific Railway Recreation XI | Ville St Laurent | Results |
| 20 Jul 1929 | | Westward v Montreal Amateur Athletic Association | Royal Avenue, Montreal | Results |
| 27 Jul 1929 | | Canadian Pacific Railway Recreation XI v Westward | Coeur Sortin, Angus Shops, Montreal | Results |
| 27 Jul 1929 | | Lachine v Vickers | Lower Lachine Road, Lachine | Results |
| 27 Jul 1929 | | Montreal Amateur Athletic Association v Verdun | Amateur Athletic Association Ground, Montreal | Results |
| 27 Jul 1929 | | West Indian v McGill University | Ville St Laurent | Results |
| 03 Aug 1929 | | McGill University v Canadian Pacific Railway Recreation XI | McGill University Ground, Montreal | Results |
| 03 Aug 1929 | | Montreal Amateur Athletic Association v Vickers | Amateur Athletic Association Ground, Montreal | Results |
| 03 Aug 1929 | | Westward v Verdun | Royal Avenue, Montreal | Results |
| 10 Aug 1929 | | Montreal Amateur Athletic Association v Verdun | Amateur Athletic Association Ground, Montreal | Results |
| 17 Aug 1929 | | Canadian Pacific Railway Recreation XI v Vickers | Coeur Sortin, Angus Shops, Montreal | Results |
| 17 Aug 1929 | | Westward v Lachine | Royal Avenue, Montreal | Results |
| 24 Aug 1929 | | Lachine v Verdun | Lower Lachine Road, Lachine | Results |
| 24 Aug 1929 | | McGill University v Westward | McGill University Ground, Montreal | Results |
| 24 Aug 1929 | | Montreal Amateur Athletic Association v Canadian Pacific Railway Recreation XI | Amateur Athletic Association Ground, Montreal | Results |
| 24 Aug 1929 | | West Indian v Vickers | Ville St Laurent | Results |
| 31 Aug 1929 | | Canadian Pacific Railway Recreation XI v Lachine | Coeur Sortin, Angus Shops, Montreal | Results |
| 31 Aug 1929 | | McGill University v Montreal Amateur Athletic Association | McGill University Ground, Montreal | Results |
| 31 Aug 1929 | | Verdun v West Indian | not known | Results |
| 31 Aug 1929 | | Vickers v Westward | Vickers Ground, Montreal | Results |
| 07 Sep 1929 | | Lachine v Westward | Lower Lachine Road, Lachine | Results |
| 07 Sep 1929 | | Montreal Amateur Athletic Association v West Indian | Amateur Athletic Association Ground, Montreal | Results |
| 07 Sep 1929 | | Vickers v McGill University | Vickers Ground, Montreal | Results |
| 21 Sep 1929 | | Lachine v West Indian | Lower Lachine Road, Lachine | Results |
| 21 Sep 1929 | | McGill University v Verdun | McGill University Ground, Montreal | Results |
| 28 Sep 1929 | | Montreal Amateur Athletic Association v West Indian | Amateur Athletic Association Ground, Montreal | Results |
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