| Gary Willson | W | 2018-10-04 | Swale 3 v Hastings & St Leonards 4 | MID Harvey Cup |
| David K Langford | W | 2018-10-08 | Medway 3 v Medway 4 | MID Intro Cup |
| Ian J Clark | D | 2018-10-10 | Maidstone 3 v Swale 2 | MID En Passant Cup |
| Hugh Broadbent | D | 2018-10-15 | Medway 4 v Snodland 3 | MID Intro Cup |
| Isaac Oluwole | L | 2018-10-18 | Swale 3 v Medway 1 | MID Harvey Cup |
| John D Kimber | D | 2018-10-21 | Hastings & St Leonards 2 v Swale 1 | MID Stevenson Cup |
| Marc A Bryant | L | 2018-11-04 | Hastings & St Leonards 3 v Swale 2 | MID En Passant Cup |
| Gary Willson | D | 2018-11-08 | Swale 2 v Hastings & St Leonards 3 | MID En Passant Cup |
| Chris V Barton | W | 2018-11-14 | Maidstone 6 v Swale 4 | MID Tom Fuller Cup |
| Constantine Tucker | W | 2018-11-21 | Rainham (Kent) 3 v Swale 2 | MID En Passant Cup |
| Stephen Bond | L | 2018-11-26 | Tunbridge Wells 4 v Swale 3 | MID Harvey Cup |
| Chris Marshall | L | 2018-12-03 | Medway 2 v Swale 4 | MID Tom Fuller Cup |
| David W Smith | L | 2018-12-10 | Medway 4 v Maidstone 9 | MID Intro Cup |
| Robert G Thompson | L | 2018-12-13 | Snodland 2 v Swale 4 | MID Tom Fuller Cup |
| Stephen Pike | L | 2019-01-09 | Rainham (Kent) 4 v Swale 3 | MID Harvey Cup |
| Tim Randall | L | 2019-01-24 | Swale 3 v Snodland 1 | MID Harvey Cup |
| Louis Chamberlain | W | 2019-01-30 | Maidstone 8 v Medway 4 | MID Intro Cup |
| Thamadi Wickramanayake, | W | 2019-01-19 | Hastings & St Leonards 6 v Medway 4 | MID Intro Cup |
| David A Tidmarsh | L | 2019-02-04 | Tunbridge Wells 3 v Swale 2 | MID En Passant Cup |
| David H Warrick | L | 2019-02-11 | Weald of Kent 2 v Swale 3 | MID Harvey Cup |
| Robert G Thompson | L | 2019-02-13 | Maidstone 2 v Swale 1 | MID Stevenson Cup |
| David W Smith | W | 2019-02-21 | Swale 3 v Maidstone 4 | MID Harvey Cup |
| Peter Smith | W | 2019-02-27 | Maidstone 5 v Swale 4 | MID Tom Fuller Cup |
| Robert Springett | D | 2019-03-07 | Swale 2 v Rainham (Kent) 3 | MID En Passant Cup |
| Gary R Clifford | W | 2019-03-14 | Swale 1 v Rainham (Kent) 2 | MID Stevenson Cup |
| Richard Woodfield | D | 2019-03-28 | Swale 2 v Tunbridge Wells 3 | MID En Passant Cup |
| Kerry RP Kingston | L | 2019-04-16 | Gravesend 4 v Swale 4 | Tom Fuller cup FINALS |
| Tony Langley | L | 2019-05-19 | Swale 4 v Petts Wood & Orpington 7 | Tom Fuller cup FINALS |
