| Prabhath Amarasinghe | L | 2023-10-11 | Medway 3 v Medway 4 | MID Tom Fuller Cup |
| Marc A Bryant | L | 2023-10-18 | Medway 1 v Hastings & St Leonards 2 | MID En Passant Cup |
| Tyrone R Jefferies | D | 2023-10-25 | Medway 1 v Swale 1 | MID En Passant Cup |
| Neil Williams | L | 2023-11-01 | Maidstone 4 v Medway 2 | MID Harvey Cup |
| Robert Cox | W | 2023-11-06 | Weald of Kent 1 v Medway 1 | MID En Passant Cup |
| Andrew L Gillard | W | 2023-11-09 | Swale 2 v Medway 4 | MID Tom Fuller Cup |
| Rick Hennessy | L | 2023-11-15 | Medway 4 v Tunbridge Wells 2 | MID Tom Fuller Cup |
| Adrian Cload | W | 2023-11-25 | Hastings & St Leonards 3 v Medway 2 | MID Harvey Cup |
| Neil Miners | W | 2023-11-29 | Medway 6 v Snodland 3 | MID Intro Cup |
| Chris D Brown | L | 2023-12-06 | Medway 4 v Rainham (Kent) 4 | MID Tom Fuller Cup |
| David H Warrick | W | 2023-12-11 | Weald of Kent 2 v Medway 2 | MID Harvey Cup |
| Robert Cox | W | 2024-01-03 | Medway 6 v Weald of Kent 4 | MID Intro Cup |
| Petko Kunev | W | 2024-01-17 | Medway 4 v Maidstone 6 | MID Tom Fuller Cup |
| David R Heath | L | 2024-01-24 | Maidstone 3 v Medway 1 | MID En Passant Cup |
| James E Hart Dyke | L | 2024-02-05 | Weald of Kent 3 v Medway 4 | MID Tom Fuller Cup |
| Nick Allen | D | 2024-02-07 | Medway 2 v Snodland 1 | MID Harvey Cup |
| Tyrone R Jefferies | W | 2024-02-08 | Swale 3 v Medway 6 | MID Intro Cup |
| Lou Nardi | D | 2024-02-14 | Maidstone 7 v Medway 6 | MID Intro Cup |
| David Lettington | D | 2024-02-28 | Medway 4 v Snodland 2 | MID Tom Fuller Cup |
| David A Page | W | 2024-02-29 | Swale 1 v Medway 1 | MID En Passant Cup |
| James E Hart Dyke | W | 2024-03-06 | Medway 1 v Weald of Kent 1 | MID En Passant Cup |
| Federico Mandelli | W | 2024-03-20 | Medway 2 v Rainham (Kent) 3 | MID Harvey Cup |
| William Cobb | W | 2024-03-25 | Hastings & St Leonards 2 v Medway 1 | MID En Passant Cup |
| Neil Williams | L | 2024-03-27 | Maidstone 5 v Medway 4 | MID Tom Fuller Cup |
