| Gary R Clifford | W | 2023-10-18 | Maidstone 2 v Rainham (Kent) 2 | MID Stevenson Cup |
| Adrian Cload | W | 2023-10-25 | Maidstone 3 v Hastings & St Leonards 2 | MID En Passant Cup |
| Dominik Swiatkowski | W | 2023-11-01 | Maidstone 4 v Medway 2 | MID Harvey Cup |
| Prabhath Amarasinghe | D | 2023-11-15 | Medway 1 v Maidstone 3 | MID En Passant Cup |
| Andrew Chapman | L | 2023-11-27 | Weald of Kent 1 v Maidstone 3 | MID En Passant Cup |
| Nick Allen | W | 2024-01-11 | Swale 1 v Maidstone 3 | MID En Passant Cup |
| Tyrone R Jefferies | D | 2024-01-31 | Maidstone 3 v Swale 1 | MID En Passant Cup |
| Andrew C Waters | L | 2024-02-07 | Maidstone 1 v Rainham (Kent) 1 | MID County / Lewis Cup |
| Adrian Cload | W | 2024-02-11 | Hastings & St Leonards 4 v Maidstone 5 | MID Tom Fuller Cup |
| Sarah Orsborne | W | 2024-02-18 | Hastings & St Leonards 2 v Maidstone 3 | MID En Passant Cup |
| Andrew Chapman | L | 2024-02-21 | Maidstone 4 v Weald of Kent 2 | MID Harvey Cup |
| Dominik Swiatkowski | W | 2024-03-27 | Maidstone 5 v Medway 4 | MID Tom Fuller Cup |
