| Term 1 | |||
| Round 1 – Friday, February 22nd, 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Schofields |
| Hills Centenary | Ironbark Ridge | versus | Quakers Hill East |
| Hills Centenary | Riverbank | versus | Parklea |
| Jonas Bradley | John Palmer | versus | Rouse Hill |
| Round 2 – Friday, March 1st, 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Quakers Hill East |
| Caddies Creek Reserve | Schofields | versus | Rouse Hill |
| Caddies Creek Reserve | Ironbark Ridge | versus | Parklea |
| Jonas Bradley | John Palmer | versus | Riverbank |
| Round 3 – Friday, March 8th, 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Riverbank |
| Caddies Creek Reserve | Schofields | versus | Parklea |
| Caddies Creek Reserve | Ironbark Ridge | versus | Rouse Hill |
| Jonas Bradley | John Palmer | versus | Quakers Hill East |
| Round 4 – Friday, March 15th, 2019 | |||
| Newbury Oval | |||
| Caddies Creek Reserve | |||
| Caddies Creek Reserve | |||
| Jonas Bradley | |||
| Round 5 – Friday, March 22nd, 2019 | |||
| Newbury Oval | |||
| Caddies Creek Reserve | |||
| Caddies Creek Reserve | |||
| Jonas Bradley | |||
| Round 6 – March 29th 2019 | |||
| Newbury Oval | |||
| Caddies Creek Reserve | |||
| Caddies Creek Reserve | |||
| Jonas Bradley | |||
| Term 3/4 | |||
| Round 7 – Friday, September 13th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Parklea |
| Hills Centenary | Rouse Hill | versus | Riverbank |
| Hills Centenary | Quakers Hill East | versus | Schofields |
| Jonas Bradley | John Palmer | versus | Ironbark Ridge |
| Round 8 – Friday, September 20th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Ironbark Ridge |
| Hills Centenary | Rouse Hill | versus | Quakers Hill East |
| Hills Centenary | Riverbank | versus | Schofields |
| Jonas Bradley | John Palmer | versus | Parklea |
| Round 9 – Friday, October 18th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Rouse Hill |
| Hills Centenary | Ironbark Ridge | versus | Riverbank |
| Hills Centenary | Quakers Hill East | versus | Parklea |
| Jonas Bradley | John Palmer | versus | Schofields |
| Round 10 – Friday, October 25th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | John Palmer |
| Hills Centenary | Rouse Hill | versus | Parklea |
| Hills Centenary | Ironbark Ridge | versus | Schofields |
| Jonas Bradley | Riverbank | versus | Quakers Hill East |
| Round 11 – Friday, November 1st 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Schofields |
| Hills Centenary | Ironbark Ridge | versus | Quakers Hill East |
| Hills Centenary | Riverbank | versus | Parklea |
| Jonas Bradley | John Palmer | versus | Rouse Hill |
| Round 12 – Friday, November 8th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Quakers Hill East |
| Hills Centenary | Schofields | versus | Rouse Hill |
| Hills Centenary | Ironbark Ridge | versus | Parklea |
| Jonas Bradley | John Palmer | versus | Riverbank |
| Round 13 – Friday, November 15th 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Riverbank |
| Hills Centenary | Schofields | versus | Parklea |
| Hills Centenary | Ironbark Ridge | versus | Rouse Hill |
| Jonas Bradley | John Palmer | versus | Quakers Hill East |
| Round 14 – Friday, November 22nd 2019 | |||
| Newbury Oval | Kellyville Ridge | versus | Parklea |
| Hills Centenary | Rouse Hill | versus | Riverbank |
| Hills Centenary | Quakers Hill East | versus | Schofields |
| Jonas Bradley | John Palmer | versus | Ironbark Ridge |