| Date | Division | Match | String | Opponent | Result |
| 06/11/2019 | Division 4 | Maidstone 1 v Old Wilsonians 1 | 2 | Gerald Tredinnick | Lost 2-3 |
| 20/11/2019 | Division 4 | Maidstone 1 v Bexley 4 | 3 | Paul Roberts | Won 3-2 |
| 26/11/2019 | Division 4 | Waterfront 1 v Maidstone 1 | 3 | Richard Nfor | Lost 2-3 |
| 22/01/2020 | Division 4 | Maidstone 1 v Parklangley 3 | 3 | Sam Wilkinson | Lost 0-3 |
| 04/02/2020 | Division 4 | Maidstone 1 v Bromley Sports 3 | 2 | Tony Davies | Won 3-1 |
| 11/02/2020 | Division 4 | Old Wilsonians 1 v Maidstone 1 | 3 | Dave Thompson | Won 3-0 |
| 27/02/2020 | Division 4 | Bexley 4 v Maidstone 1 | 3 | Bob Cowans | Won 3-0 |
| 04/03/2020 | Division 4 | Maidstone 1 v Waterfront 1 | 3 | Oliver Hui | Lost 0-3 |
