Head to Head
| Australia Northern NSW Premier League | 2024/05/29 10:00 | Maitland FC v Charlestown Azzurri | D | 2-2 |
| Australia FFA Cup Qualifying | 2024/05/07 08:51 | Maitland FC v Charlestown Azzurri | W | 0-2 |
| Australia Northern NSW Premier League | 2023/06/04 04:30 | Charlestown Azzurri v Maitland FC | L | 1-2 |
| Australia Northern NSW Premier League | 2023/03/18 07:00 | Maitland FC v Charlestown Azzurri | W | 1-2 |
| Australia Northern NSW Premier League | 2022/07/27 09:00 | Maitland FC v Charlestown Azzurri | D | 1-1 |
| Australia Northern NSW Premier League | 2022/04/30 04:00 | Charlestown Azzurri v Maitland FC | D | 3-3 |
| Australia Northern NSW Premier League | 2021/07/04 04:30 | Charlestown Azzurri v Maitland FC | L | 2-4 |
| Australia Northern NSW Premier League | 2021/04/18 06:30 | Maitland FC v Charlestown Azzurri | L | 3-1 |
| Australia Northern NSW Premier League | 2020/10/17 06:00 | Charlestown Azzurri v Maitland FC | L | 4-6 |
| Australia Northern NSW Premier League | 2020/09/06 04:30 | Maitland FC v Charlestown Azzurri | W | 1-2 |
| Australia Northern NSW Premier League | 2019/07/14 04:30 | Maitland FC v Charlestown Azzurri | L | 3-0 |
| Australia FFA Cup | 2019/05/22 09:15 | Maitland FC v Charlestown Azzurri | L | 4-2 |
| Australia Northern NSW Premier League | 2019/04/14 04:30 | Charlestown Azzurri v Maitland FC | L | 0-2 |
| Australia Northern NSW Premier League | 2018/06/17 04:30 | Maitland FC v Charlestown Azzurri | L | 5-1 |
| Australia Northern NSW Premier League | 2018/03/25 03:30 | Charlestown Azzurri v Maitland FC | W | 3-1 |
| Australia Northern NSW Premier League | 2017/06/04 04:30 | Maitland FC v Charlestown Azzurri | D | 1-1 |
| Australia Northern NSW Premier League | 2017/04/11 08:30 | Charlestown Azzurri v Maitland FC | L | 1-2 |
| Australia Northern NSW Premier League | 2016/07/03 04:30 | Charlestown Azzurri v Maitland FC | L | 0-2 |
| Australia Northern NSW Premier League | 2016/04/24 04:30 | Maitland FC v Charlestown Azzurri | D | 1-1 |
| Australia Northern NSW Premier League | 2015/08/02 04:30 | Charlestown Azzurri v Maitland FC | D | 1-1 |
| Australia Northern NSW Premier League | 2015/05/24 04:30 | Maitland FC v Charlestown Azzurri | L | 3-0 |