| All Schools |
| |
| Field Hockey |
| 9.09.2019 – Kennebunk 3, South Portland 1 |
| 9.10.2019 – Marshwood 1, Kennebunk 0 |
| 9.12.2019 – Kennebunk 3, Portland/Deering 2 |
| 9.18.2019 – Biddeford 1, Kennebunk 0 |
| 9.20.2019 – Sanford 3, Kennebunk 2 |
| 9.24.2019 – Kennebunk 2, Cheverus 1 |
| 9.26.2019 – Scarborough 3, Kennebunk 1 |
| 9.28.2019 – Massabesic 4, Kennebunk 0 |
| 9.30.2019 – Kennebunk 4, Bonny Eagle 0 |
| 10.04.2019 – Kennebunk 1, Westbrook 1 |
| 10.07.2019 – Windham 3, Kennebunk 0 |
| 10.10.2019 – Thornton Academy 2, Kennebunk 1 |
04:00 PM 10.16.2019 – Noble at Kennebunk |
| |
| Football |
| 9.06.2019 – Kennebunk 48, Cheverus 13 |
| 9.13.2019 – Kennebunk 70, Westbrook/Waynflete 30 |
| 9.20.2019 – Bonny Eagle 42, Kennebunk 21 |
| 9.27.2019 – Kennebunk 41, Portland 9 |
| 10.04.2019 – Kennebunk 36, Massabesic 22 |
| 10.12.2019 – Kennebunk 38, Noble 0 |
06:00 PM 10.18.2019 – Kennebunk at Marshwood |
06:00 PM 10.25.2019 – Kennebunk at Biddeford |
| |
| Soccer - Boys |
| 9.07.2019 – Kennebunk 5, Noble 1 |
| 9.13.2019 – Kennebunk 3, Deering 0 |
| 9.17.2019 – Kennebunk 2, Falmouth 2 |
| 9.19.2019 – Kennebunk 4, Bonny Eagle 2 |
| 9.21.2019 – Kennebunk 2, Cheverus 1 |
| 9.24.2019 – Kennebunk 3, Windham 1 |
| 9.28.2019 – Kennebunk 7, Biddeford 0 |
| 10.01.2019 – Kennebunk 1, Thornton Academy 1 |
| 10.03.2019 – Kennebunk 2, Westbrook 1 |
| 10.07.2019 – Scarborough 4, Kennebunk 3 |
| 10.11.2019 – Kennebunk 2, South Portland 0 |
| 10.15.2019 – Portland 5, Kennebunk 0 |
06:00 PM 10.18.2019 – Kennebunk at Sanford |
06:00 PM 10.22.2019 – Massabesic at Kennebunk |
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| Soccer - Girls |
| 9.07.2019 – Noble 2, Kennebunk 0 |
| 9.12.2019 – Kennebunk 2, Deering 0 |
| 9.17.2019 – Kennebunk 1, Falmouth 1 |
| 9.19.2019 – Kennebunk 2, Bonny Eagle 1 |
| 9.21.2019 – Cheverus 3, Kennebunk 0 |
| 9.24.2019 – Windham 6, Kennebunk 0 |
| 9.28.2019 – Kennebunk 2, Biddeford 1 |
| 10.01.2019 – Kennebunk 4, Thornton Academy 1 |
| 10.03.2019 – Kennebunk 4, Westbrook 0 |
| 10.10.2019 – Kennebunk 5, South Portland 4 |
| 10.15.2019 – Portland 1, Kennebunk 0 |
06:00 PM 10.18.2019 – Sanford at Kennebunk |
06:00 PM 10.22.2019 – Kennebunk at Massabesic |
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