| 07 Sep 1940 | | Wanderers B v Maisonneuve B | Lower Canada College, Montreal | Results |
| 25 May 1940 | | Fry Cadbury v Wanderers B | Westmount Athletic Ground, Montreal | Results |
| 25 May 1940 | | Maisonneuve B v West Indian B | Maisonneuve Park, Montreal | Results |
| 25 May 1940 | | St Paul's v Lachine | Greenfield Park, Montreal | Results |
| 25 May 1940 | | Wanderers C v Mount Royal B | Lower Canada College, Montreal | Results |
| 01 Jun 1940 | | Maisonneuve B v Mount Royal B | Maisonneuve Park, Montreal | Results |
| 01 Jun 1940 | | St Paul's v Lachine | Greenfield Park, Montreal | Results |
| 01 Jun 1940 | | West Indian B v Wanderers B | St Henri, Montreal | Results |
| 08 Jun 1940 | | Fry Cadbury v Wanderers B | Montreal | Results |
| 08 Jun 1940 | | Lachine v Maisonneuve B | Lower Lachine Road, Lachine | Results |
| 08 Jun 1940 | | St Paul's v Wanderers C | Greenfield Park, Montreal | Results |
| 08 Jun 1940 | | West Indian B v Mount Royal B | St Henri, Montreal | Results |
| 15 Jun 1940 | | Lachine v Wanderers C | Lower Lachine Road, Lachine | Results |
| 15 Jun 1940 | | Maisonneuve B v Fry Cadbury | Maisonneuve Park, Montreal | Results |
| 15 Jun 1940 | | West Indian B v Mount Royal B | St Henri, Montreal | Results |
| 22 Jun 1940 | | Fry Cadbury v West Indian B | Model City, Montreal | Results |
| 22 Jun 1940 | | Mount Royal B v Wanderers B | Royal Avenue, Montreal | Results |
| 22 Jun 1940 | | St Paul's v Maisonneuve B | Greenfield Park, Montreal | Results |
| 22 Jun 1940 | | Wanderers C v Lachine | Royal Avenue, Montreal | Results |
| 06 Jul 1940 | | Mount Royal B v Lachine | Mountain Street, Montreal | Results |
| 06 Jul 1940 | | St Paul's v Fry Cadbury | Greenfield Park, Montreal | Results |
| 21 Sep 1940 | | Wanderers B v Wanderers C | Lower Canada College, Montreal | Results |
| 13 Jul 1940 | | Lachine v Mount Royal B | Lower Lachine Road, Lachine | Results |
| 13 Jul 1940 | | Maisonneuve B v Wanderers B | Maisonneuve Park, Montreal | Results |
| 13 Jul 1940 | | Wanderers C v Fry Cadbury | Lower Canada College, Montreal | Results |
| 27 Jul 1940 | | Fry Cadbury v St Paul's | Model City, Montreal | Results |
| 27 Jul 1940 | | Wanderers B v Mount Royal B | Lower Canada College, Montreal | Results |
| 03 Aug 1940 | | Mount Royal B v Fry Cadbury | Mountain Street, Montreal | Results |
| 03 Aug 1940 | | Wanderers C v Maisonneuve B | Lower Canada College, Montreal | Results |
| 10 Aug 1940 | | Fry Cadbury v Lachine | Model City, Montreal | Results |
| 10 Aug 1940 | | Maisonneuve B v Wanderers C | Maisonneuve Park, Montreal | Results |
| 10 Aug 1940 | | St Paul's v Mount Royal B | Greenfield Park, Montreal | Results |
| 17 Aug 1940 | | Lachine v Wanderers B | Lower Lachine Road, Lachine | Results |
| 17 Aug 1940 | | Maisonneuve B v St Paul's | Maisonneuve Park, Montreal | Results |
| 17 Aug 1940 | | Mount Royal B v Fry Cadbury | Model City, Montreal | Results |
| 24 Aug 1940 | | Lachine v Fry Cadbury | Lower Lachine Road, Lachine | Results |
| 24 Aug 1940 | | Mount Royal B v Maisonneuve B | Mountain Street, Montreal | Results |
| 24 Aug 1940 | | Wanderers B v St Paul's | Lower Canada College, Montreal | Results |
| 31 Aug 1940 | | Maisonneuve B v Lachine | Maisonneuve Park, Montreal | Results |
| 31 Aug 1940 | | St Paul's v Wanderers B | Montreal | Results |
| 31 Aug 1940 | | Wanderers C v Mount Royal B | Royal Avenue, Montreal | Results |
| 28 Sep 1940 | | Wanderers B v Wanderers C | Royal Avenue, Montreal | Results |
| 14 Sep 1940 | | Maisonneuve B v Fry Cadbury | Montreal | Results |
| 07 Sep 1940 | | Wanderers C v Fry Cadbury | Montreal | Results |
| 14 Sep 1940 | | Wanderers B v Lachine | Royal Avenue, Montreal | Results |
| 07 Sep 1940 | | Mount Royal B v St Paul's | Mountain Street, Montreal | Results |
| 14 Sep 1940 | | Wanderers C v St Paul's | Lower Canada College, Montreal | Results |
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