| Annex FC | | | | |
June 18, 2016  4- 1  E.Flats NW #4 |
| Annex FC |
August 8, 2016 2- 0  Centennial Park A |
| Roots United |
| | Annex FC |
| Euro United | September 10, 2016 2- 4  Cherry Beach W |
June 12, 2016  0- 2  E.Flats NW #4 |
| Twente West II |
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| FC Torinos |
| | United FC |
| | September 24, 2016 1- 2  E.Flats NW #4 |
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| TSC United II |
July 23, 2016  1- 2 Cherry Beach W |
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| | United FC |
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| United FC |
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| | Victoria |
| | October 2, 2016 1- 0 Cherry Beach E |
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| Nations United |
August 8, 2016  0- 3  Glendon College |
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| | Coalport FC |
| | September 21, 2016 1- 2 Highview |
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| Coalport FC |
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| | Victoria |
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| Victoria |
August 6, 2016 3- 2  Cherry Beach W |
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| | Victoria |
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| Zeta PSI |
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| Ballers |
July 24, 2016  4- 3 Cherry Beach E |
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| | Ballers |
| | August 27, 2016 2- 4 Cherry Beach W |
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| Islington United |
| |
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| | Orisha |
| | September 24, 2016 0- 2 Cherry Beach W |
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| Orisha |
July 23, 2016 2- 1  E.Flats NW #4 |
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| | Orisha |
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| The Herbal Cowboys |
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| | FC Torinos |
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| Salty Dawgs |
July 23, 2016  3- 2  Cherry Beach W |
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| | Salty Dawgs |
| | August 27, 2016 0- 3 Cherry Beach W |
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| Bravado FC |
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| | FC Torinos |
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| FC Torinos |
August 6, 2016 4- 1  E.Flats NW #2 |
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| | FC Torinos |
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| Mimico FC |
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