| VENUE | TEAM | TEAM | |
| Round 1 Friday, May 3rd, 2019 | |||
| Paterson Reserve | Schofields | versus | John Palmer |
| Paterson Reserve | Rouse Hill | versus | Riverbank |
| Hills Centenary | Ironbark Ridge | versus | Quakers Hill East |
| Hills Centenary | Kellyville Ridge | versus | Oakville |
| Caddies Creek Reserve | Parklea | versus | Kenthurst |
| Round 2 Friday, May 10th, 2019 | |||
| Paterson Reserve | Kellyville Ridge | versus | Quakers Hill East |
| Paterson Reserve | John Palmer | versus | Oakville |
| Hills Centenary | Ironbark Ridge | versus | Parklea |
| Hills Centenary | Rouse Hill | versus | Schofields |
| Caddies Creek Reserve | Riverbank | versus | Kenthurst |
| Round 3 Friday, May 17th, 2019 | |||
| Paterson Reserve | Ironbark Ridge | versus | John Palmer |
| Paterson Reserve | Quakers Hill East | versus | Schofields |
| Hills Centenary | Riverbank | versus | Oakville |
| Hills Centenary | Parklea | versus | Kellyville Ridge |
| Caddies Creek Reserve | Rouse Hill | versus | Kenthurst |
| Round 4 Friday, May 31st, 2019 | |||
| Paterson Reserve | Riverbank | versus | John Palmer |
| Paterson Reserve | Oakville | versus | Quakers Hill East |
| Hills Centenary | Kellyville Ridge | versus | Schofields |
| Hills Centenary | Parklea | versus | Rouse Hill |
| Caddies Creek Reserve | Ironbark Ridge | versus | Kenthurst |
| Round 5 Friday, June 7th, 2019 | |||
| Paterson Reserve | John Palmer | versus | Parklea |
| Paterson Reserve | Riverbank | versus | Kellyville Ridge |
| Hills Centenary |
Rouse Hill | versus | Ironbark Ridge |
| Hills Centenary |
Schofields | versus | Oakville |
| Caddies Creek Reserve | Quakers Hill East | versus | Kenthurst |
| Round 6 Friday, June 14th, 2019 | |||
| Paterson Reserve | Parklea | versus | Quakers Hill East |
| Paterson Reserve | Kellyville Ridge | versus | John Palmer |
| Hills Centenary | Ironbark Ridge | versus | Riverbank |
| Hills Centenary | Oakville | versus | Rouse Hil |
| Caddies Creek Reserve | Schofields | versus | Kenthurst |
| Round 7 Friday, June 21st, 2019 | |||
| Paterson Reserve | Rouse Hill | versus | John Palmer |
| Paterson Reserve | Quakers Hill East | versus | Riverbank |
| Hills Centenary | Ironbark Ridge | versus | Oakville |
| Hills Centenary | Schofields | versus | Parklea |
| Caddies Creek Reserve | Kellyville Ridge | versus | Kenthurst |
| Round 8 Friday, June 28th, 2019 | |||
| Paterson Reserve | John Palmer | versus | Quakers Hill East |
| Paterson Reserve | Parklea | versus | Riverbank |
| Hills Centenary | Kellyville Ridge | versus | Rouse Hill |
| Hills Centenary | Schofields | versus | Ironbark Ridge |
| Caddies Creek Reserve | Oakville | versus | Kenthurst |
| Round 9 Friday, July 26th, 2019 | |||
| Paterson Reserve | Kellyville Ridge | versus | Ironbark Ridge |
| Paterson Reserve | Parklea | versus | Oakville |
| Hills Centenary | Riverbank | versus | Schofields |
| Hills Centenary | Quakers Hill East | versus | Rouse Hill |
| Caddies Creek Reserve | John Palmer | versus | Kenthurst |
| Round 10 Friday, August 2nd, 2019 | |||
| Paterson Reserve | Kellyville Ridge | versus | Oakville |
| Paterson Reserve | Schofields | versus | John Palmer |
| Hills Centenary | Ironbark Ridge | versus | Quakers Hill East |
| Hills Centenary | Rouse Hill | versus | Riverbank |
| Caddies Creek Reserve | Parklea | versus | Kenthurst |
| Round 11 Friday, August 9th, 2019 | |||
| Paterson Reserve | Parklea | versus | Quakers Hill East |
| Paterson Reserve | Kellyville Ridge | versus | John Palmer |
| Hills Centenary | Ironbark Ridge | versus | Riverbank |
| Hills Centenary | Rouse Hill | versus | Oakville |
| Caddies Creek Reserve | Schofields | versus | Kenthurst |
| Round 12 Friday, August 16th, 2019 | |||
| Paterson Reserve | Kellyville Ridge | versus | Quakers Hill East |
| Paterson Reserve | John Palmer | versus | Oakville |
| Hills Centenary | Ironbark Ridge | versus | Parklea |
| Hills Centenary | Rouse Hill | versus | Schofields |
| Caddies Creek Reserve | Riverbank | versus | Kenthurst |
| Round 13 Friday, August 23rd, 2019 | |||
| Paterson Reserve | Riverbank |
versus | John Palmer |
| Paterson Reserve | Oakville | versus | Quakers Hill East |
| Hills Centenary | Kellyville Ridge |
versus | Schofields |
| Hills Centenary | Parklea |
versus | Rouse Hill |
| Caddies Creek Reserve | Ironbark Ridge |
versus | Kenthurst |
| Round 14 Friday, August 30th, 2019 | |||
| Paterson Reserve | Ironbark Ridge | versus | John Palmer |
| Paterson Reserve | Parklea | versus | Kellyville Ridge |
| Hills Centenary | Riverbank | versus | Oakville |
| Hills Centenary | Quakers Hill East | versus | Schofields |
| Caddies Creek Reserve | Rouse Hill | versus | Kenthurst |