| 5641 | 04/07/2018 11:45 am | Gonzalez Field (Upper Memorial) | Dedham Dedham United | 4 - 0 | Canton Chelsea | |
| 5645 | 04/14/2018 11:30 am | Memorial 11v11 Field (turf) | Canton Chelsea | 0 - 7 | Milton Blaze | |
| 5648 | 04/21/2018 10:30 am | North Field | Medway Mustangs | 13 - 2 | Canton Chelsea | |
| 5649 | 04/28/2018 10:30 am | Hersey-1 | Foxboro Warriors | 6 - 1 | Canton Chelsea | |
| 5653 | 05/05/2018 10:00 am | Memorial 11v11 Field (turf) | Canton Chelsea | 0 - 6 | Attleboro Lightning | |
| 5776 | 05/20/2018 10:00 am | Gunning (Windsor Woods) 11v11 Field | Canton Chelsea | 3 - 2 | Milton Eagles | |
| 5780 | 05/19/2018 12:00 pm | Flahive Field HS Turf | Westwood Emeralds | 1 - 2 | Canton Chelsea | |
| 5783 | 05/26/2018 12:00 pm | Gunning (Windsor Woods) 11v11 Field | Canton Chelsea | 0 - 8 | Framingham Wildcats | |
| 5784 | 06/02/2018 9:00 am | Gunning (Windsor Woods) 11v11 Field | Canton Chelsea | F - 1 | Westwood Breakers | Home team no show at game |
| 5788 | 06/09/2018 9:00 am | Ellis 11x11 "B" | Walpole Saints | 5 - 2 | Canton Chelsea | |
