| 30 Nov 1937 | | Verdun v Mount Royal B | Verdun Protestant Hospital Ground, Verdun | Results |
| 28 May 1938 | | Lachine v Verdun | Lower Lachine Road, Lachine | Results |
| 28 May 1938 | | McGill University B v Wanderers B | McGill University Ground, Montreal | Results |
| 28 May 1938 | | Mount Royal B v St Paul's | Mountain Street, Montreal | Results |
| 28 May 1938 | | Westmount B v Model City | Westmount Park, Montreal | Results |
| 04 Jun 1938 | | Lachine v McGill University B | Lower Lachine Road, Lachine | Results |
| 04 Jun 1938 | | Model City v Westmount B | Model City, Montreal | Results |
| 04 Jun 1938 | | St Paul's v Wanderers B | Greenfield Park, Montreal | Results |
| 04 Jun 1938 | | Verdun v Mount Royal B | Verdun Protestant Hospital Ground, Verdun | Results |
| 11 Jun 1938 | | McGill University B v Mount Royal B | McGill University Ground, Montreal | Results |
| 11 Jun 1938 | | Model City v Verdun | Model City, Montreal | Results |
| 11 Jun 1938 | | St Paul's v Lachine | Greenfield Park, Montreal | Results |
| 11 Jun 1938 | | Westmount B v Wanderers B | Westmount Athletic Ground, Montreal | Results |
| 18 Jun 1938 | | Lachine v Wanderers B | Lower Lachine Road, Lachine | Results |
| 18 Jun 1938 | | Model City v McGill University B | Model City, Montreal | Results |
| 18 Jun 1938 | | Mount Royal B v Westmount B | Mountain Street, Montreal | Results |
| 18 Jun 1938 | | Verdun v St Paul's | Verdun Protestant Hospital Ground, Verdun | Results |
| 09 Jul 1938 | | McGill University B v Lachine | McGill University Ground, Montreal | Results |
| 09 Jul 1938 | | Mount Royal B v Model City | Royal Avenue, Montreal | Results |
| 09 Jul 1938 | | St Paul's v Westmount B | not known | Results |
| 09 Jul 1938 | | Verdun v Wanderers B | not known | Results |
| 16 Jul 1938 | | Lachine v St Paul's | Lower Lachine Road, Lachine | Results |
| 16 Jul 1938 | | Model City v Wanderers B | Model City, Montreal | Results |
| 16 Jul 1938 | | Mount Royal B v McGill University B | Mountain Street, Montreal | Results |
| 16 Jul 1938 | | Westmount B v Verdun | Westmount Park, Montreal | Results |
| 23 Jul 1938 | | Lachine v Westmount B | Lower Lachine Road, Lachine | Results |
| 23 Jul 1938 | | St Paul's v Mount Royal B | Greenfield Park, Montreal | Results |
| 23 Jul 1938 | | Verdun v Model City | Verdun Protestant Hospital Ground, Verdun | Results |
| 23 Jul 1938 | | Wanderers B v McGill University B | Royal Avenue, Montreal | Results |
| 30 Jul 1938 | | Lachine v Model City | Lower Lachine Road, Lachine | Results |
| 30 Jul 1938 | | McGill University B v Westmount B | McGill University Ground, Montreal | Results |
| 30 Jul 1938 | | Mount Royal B v Wanderers B | Mountain Street, Montreal | Results |
| 30 Jul 1938 | | St Paul's v Verdun | Greenfield Park, Montreal | Results |
| 06 Aug 1938 | | Lachine v Verdun | not known | Results |
| 06 Aug 1938 | | McGill University B v Model City | McGill University Ground, Montreal | Results |
| 06 Aug 1938 | | Wanderers B v St Paul's | Lower Canada College, Montreal | Results |
| 06 Aug 1938 | | Westmount B v Mount Royal B | Westmount Athletic Ground, Montreal | Results |
| 20 Aug 1938 | | Model City v St Paul's | Model City, Montreal | Results |
| 20 Aug 1938 | | Mount Royal B v Lachine | Mountain Street, Montreal | Results |
| 20 Aug 1938 | | Verdun v McGill University B | Verdun Protestant Hospital Ground, Verdun | Results |
| 20 Aug 1938 | | Wanderers B v Westmount B | Lower Canada College, Montreal | Results |
| 27 Aug 1938 | | McGill University B v Verdun | McGill University Ground, Montreal | Results |
| 27 Aug 1938 | | Mount Royal B v Model City | Mountain Street, Montreal | Results |
| 27 Aug 1938 | | Wanderers B v Lachine | Lower Canada College, Montreal | Results |
| 27 Aug 1938 | | Westmount B v St Paul's | Westmount Athletic Ground, Montreal | Results |
| 03 Sep 1938 | | McGill University B v St Paul's | McGill University Ground, Montreal | Results |
| 03 Sep 1938 | | Model City v Lachine | Model City, Montreal | Results |
| 03 Sep 1938 | | Verdun v Westmount B | Verdun Protestant Hospital Ground, Verdun | Results |
| 03 Sep 1938 | | Wanderers B v Mount Royal B | Lower Canada College, Montreal | Results |
| 10 Sep 1938 | | Lachine v Mount Royal B | Lower Lachine Road, Lachine | Results |
| 10 Sep 1938 | | St Paul's v Model City | Greenfield Park, Montreal | Results |
| 10 Sep 1938 | | Wanderers B v Verdun | Lower Canada College, Montreal | Results |
| 10 Sep 1938 | | Westmount B v McGill University B | Westmount Athletic Ground, Montreal | Results |
| 17 Sep 1938 | | Lachine v Westmount B | Lower Lachine Road, Lachine | Results |
| 17 Sep 1938 | | St Paul's v McGill University B | Greenfield Park, Montreal | Results |
| 17 Sep 1938 | | Wanderers B v Model City | Lower Canada College, Montreal | Results |
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