| 30 May 1942 | | Maisonneuve v Wanderers | Maisonneuve Park, Montreal | Results |
| 30 May 1942 | | Verdun v Westmount | Verdun Protestant Hospital Ground, Verdun | Results |
| 30 May 1942 | | West Indian v St Paul's | St Henri, Montreal | Results |
| 06 Jun 1942 | | Maisonneuve v Verdun | Maisonneuve Park, Montreal | Results |
| 06 Jun 1942 | | St Paul's v Royal Canadian Air Force | Greenfield Park, Montreal | Results |
| 06 Jun 1942 | | Wanderers v Westmount | Royal Avenue, Montreal | Results |
| 06 Jun 1942 | | West Indian v Wanderers B | St Henri, Montreal | Results |
| 13 Jun 1942 | | Maisonneuve v Royal Canadian Air Force | Maisonneuve Park, Montreal | Results |
| 13 Jun 1942 | | Verdun v St Paul's | Verdun Protestant Hospital Ground, Verdun | Results |
| 13 Jun 1942 | | Wanderers v Wanderers B | Royal Avenue, Montreal | Results |
| 13 Jun 1942 | | Westmount v West Indian | Westmount Park, Montreal | Results |
| 20 Jun 1942 | | Maisonneuve v Wanderers B | Maisonneuve Park, Montreal | Results |
| 20 Jun 1942 | | St Paul's v Westmount | Greenfield Park, Montreal | Results |
| 20 Jun 1942 | | Wanderers v Royal Canadian Air Force | Royal Avenue, Montreal | Results |
| 20 Jun 1942 | | West Indian v Verdun | St Henri, Montreal | Results |
| 04 Jul 1942 | | Wanderers B v Verdun | Royal Avenue, Montreal | Results |
| 04 Jul 1942 | | West Indian v Wanderers | St Henri, Montreal | Results |
| 11 Jul 1942 | | Maisonneuve v West Indian | Maisonneuve Park, Montreal | Results |
| 11 Jul 1942 | | Verdun v Royal Canadian Air Force | Verdun Protestant Hospital Ground, Verdun | Results |
| 11 Jul 1942 | | Wanderers v St Paul's | Royal Avenue, Montreal | Results |
| 11 Jul 1942 | | Westmount v Wanderers B | Westmount Park, Montreal | Results |
| 18 Jul 1942 | | Verdun v Wanderers | Verdun Protestant Hospital Ground, Verdun | Results |
| 18 Jul 1942 | | Wanderers B v St Paul's | Royal Avenue, Montreal | Results |
| 18 Jul 1942 | | West Indian v Royal Canadian Air Force | St Henri, Montreal | Results |
| 18 Jul 1942 | | Westmount v Maisonneuve | Westmount Park, Montreal | Results |
| 25 Jul 1942 | | Maisonneuve v Westmount | Maisonneuve Park, Montreal | Results |
| 25 Jul 1942 | | St Paul's v Wanderers B | Greenfield Park, Montreal | Results |
| 25 Jul 1942 | | Verdun v Wanderers | Verdun Protestant Hospital Ground, Verdun | Results |
| 25 Jul 1942 | | West Indian v Royal Canadian Air Force | St Henri, Montreal | Results |
| 01 Aug 1942 | | Verdun v Maisonneuve | Verdun Protestant Hospital Ground, Verdun | Results |
| 01 Aug 1942 | | Wanderers B v West Indian | Lower Canada College, Montreal | Results |
| 01 Aug 1942 | | Westmount v Wanderers | Westmount Park, Montreal | Results |
| 08 Aug 1942 | | Maisonneuve v Royal Canadian Air Force | Maisonneuve Park, Montreal | Results |
| 08 Aug 1942 | | St Paul's v Verdun | Greenfield Park, Montreal | Results |
| 08 Aug 1942 | | Wanderers v Wanderers B | Westmount Athletic Ground, Montreal | Results |
| 08 Aug 1942 | | West Indian v Westmount | St Henri, Montreal | Results |
| 15 Aug 1942 | | Royal Canadian Air Force v Wanderers | Coeur Sortin, Angus Shops, Montreal | Results |
| 15 Aug 1942 | | Verdun v West Indian | Verdun Protestant Hospital Ground, Verdun | Results |
| 15 Aug 1942 | | Wanderers B v Maisonneuve | Royal Avenue, Montreal | Results |
| 15 Aug 1942 | | Westmount v St Paul's | Westmount Park, Montreal | Results |
| 22 Aug 1942 | | St Paul's v Royal Canadian Air Force | Greenfield Park, Montreal | Results |
| 22 Aug 1942 | | Wanderers v Maisonneuve | Lower Canada College, Montreal | Results |
| 29 Aug 1942 | | St Paul's v Wanderers | Greenfield Park, Montreal | Results |
| 29 Aug 1942 | | Verdun v Royal Canadian Air Force | Verdun Protestant Hospital Ground, Verdun | Results |
| 29 Aug 1942 | | Wanderers B v Westmount | Royal Avenue, Montreal | Results |
| 29 Aug 1942 | | West Indian v Maisonneuve | St Henri, Montreal | Results |
| 05 Sep 1942 | | Maisonneuve v St Paul's | Maisonneuve Park, Montreal | Results |
| 05 Sep 1942 | | Verdun v Wanderers B | Verdun Protestant Hospital Ground, Verdun | Results |
| 05 Sep 1942 | | Wanderers v West Indian | Royal Avenue, Montreal | Results |
| 07 Sep 1942 | | Wanderers B v Royal Canadian Air Force | Royal Avenue, Montreal | Results |
| 05 Sep 1942 | | Westmount v Royal Canadian Air Force | Westmount Park, Montreal | Results |
| 12 Sep 1942 | | St Paul's v Maisonneuve | Greenfield Park, Montreal | Results |
| 12 Sep 1942 | | Wanderers B v Royal Canadian Air Force | Royal Avenue, Montreal | Results |
| 12 Sep 1942 | | Verdun v Westmount | Verdun Protestant Hospital Ground, Verdun | Results |
| 19 Sep 1942 | | St Paul's v West Indian | Greenfield Park, Montreal | Results |
| 19 Sep 1942 | | Westmount v Royal Canadian Air Force | Westmount Park, Montreal | Results |
| 26 Sep 1942 | Play-off | West Indian v Westmount | Montreal | Results |
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