| 01 Jun 1918 | | Wanderers v Trinity | Wanderers Cricket Ground, Winnipeg | Results |
| 01 Jun 1918 | | White Rose v St Jude's | Carruthers Avenue B Ground, Winnipeg | Results |
| 01 Jun 1918 | | Kentish Association v Telephones | Winnipeg | Results |
| 08 Jun 1918 | | St Jude's v Telephones | Carruthers Avenue B Ground, Winnipeg | Results |
| 08 Jun 1918 | | Trinity v White Rose | Wanderers Cricket Ground, Winnipeg | Results |
| 08 Jun 1918 | | Kentish Association v Wanderers | Winnipeg | Results |
| 15 Jun 1918 | | Wanderers v St Jude's | Wanderers Cricket Ground, Winnipeg | Results |
| 15 Jun 1918 | | White Rose v Telephones | Carruthers Avenue B Ground, Winnipeg | Results |
| 15 Jun 1918 | | Kentish Association v Trinity | Winnipeg | Results |
| 22 Jun 1918 | | St Jude's v Trinity | Wanderers Cricket Ground, Winnipeg | Results |
| 22 Jun 1918 | | Telephones v Wanderers | Carruthers Avenue B Ground, Winnipeg | Results |
| 22 Jun 1918 | | Kentish Association v White Rose | Winnipeg | Results |
| 29 Jun 1918 | | Trinity v Telephones | Carruthers Avenue B Ground, Winnipeg | Results |
| 29 Jun 1918 | | Wanderers v White Rose | Wanderers Cricket Ground, Winnipeg | Results |
| 29 Jun 1918 | | Kentish Association v St Jude's | Winnipeg | Results |
| 06 Jul 1918 | | St Jude's v White Rose | Carruthers Avenue D Ground, Winnipeg | Results |
| 06 Jul 1918 | | Trinity v Wanderers | Carruthers Avenue C Ground, Winnipeg | Results |
| 06 Jul 1918 | | Kentish Association v Telephones | Winnipeg | Results |
| 13 Jul 1918 | | Telephones v St Jude's | Wanderers Cricket Ground, Winnipeg | Results |
| 13 Jul 1918 | | White Rose v Trinity | Carruthers Avenue B Ground, Winnipeg | Results |
| 13 Jul 1918 | | Kentish Association v Wanderers | Winnipeg | Results |
| 20 Jul 1918 | | St Jude's v Wanderers | Carruthers Avenue D Ground, Winnipeg | Results |
| 20 Jul 1918 | | Telephones v White Rose | Wanderers Cricket Ground, Winnipeg | Results |
| 20 Jul 1918 | | Kentish Association v Trinity | Winnipeg | Results |
| 27 Jul 1918 | | Trinity v St Jude's | Wanderers Cricket Ground, Winnipeg | Results |
| 27 Jul 1918 | | Wanderers v Telephones | Carruthers Avenue D Ground, Winnipeg | Results |
| 27 Jul 1918 | | Kentish Association v White Rose | Winnipeg | Results |
| 03 Aug 1918 | | Telephones v Trinity | Carruthers Avenue C Ground, Winnipeg | Results |
| 03 Aug 1918 | | White Rose v Wanderers | Carruthers Avenue D Ground, Winnipeg | Results |
| 03 Aug 1918 | | Kentish Association v St Jude's | Winnipeg | Results |
| 10 Aug 1918 | | Trinity v Wanderers | Carruthers Avenue B Ground, Winnipeg | Results |
| 10 Aug 1918 | | White Rose v St Jude's | Wanderers Cricket Ground, Winnipeg | Results |
| 10 Aug 1918 | | Kentish Association v Telephones | Winnipeg | Results |
| 17 Aug 1918 | | St Jude's v Telephones | Wanderers Cricket Ground, Winnipeg | Results |
| 17 Aug 1918 | | Trinity v White Rose | Carruthers Avenue C Ground, Winnipeg | Results |
| 17 Aug 1918 | | Kentish Association v Wanderers | Winnipeg | Results |
| 24 Aug 1918 | | Telephones v White Rose | Carruthers Avenue B Ground, Winnipeg | Results |
| 24 Aug 1918 | | Wanderers v St Jude's | Wanderers Cricket Ground, Winnipeg | Results |
| 24 Aug 1918 | | Kentish Association v Trinity | Winnipeg | Results |
| 31 Aug 1918 | | St Jude's v Trinity | Carruthers Avenue C Ground, Winnipeg | Results |
| 31 Aug 1918 | | Wanderers v Telephones | Wanderers Cricket Ground, Winnipeg | Results |
| 31 Aug 1918 | | Kentish Association v White Rose | Winnipeg | Results |
| 07 Sep 1918 | | Telephones v Trinity | Carruthers Avenue B Ground, Winnipeg | Results |
| 07 Sep 1918 | | Wanderers v White Rose | Winnipeg | Results |
| 07 Sep 1918 | | Kentish Association v St Jude's | Winnipeg | Results |
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