| Date | Division | Match | String | Opponent | Result |
| 16/10/2018 | Division 4 | Waterfront 1 v Sydenham 1 | 2 | Steve Taylor | Lost 2-3 |
| 23/10/2018 | Division 4 | Sydenham 1 v Tunbridge Wells SRC 3 | 1 | Tom Blagden | Won 3-2 |
| 06/11/2018 | Division 4 | Sydenham 1 v Old Wilsonians 1 | 1 | Hany Taleb | Lost 2-3 |
| 13/11/2018 | Division 4 | Bromley Sports 2 v Sydenham 1 | 2 | Keeley Johnson | Won 3-0 |
| 20/11/2018 | Division 4 | Sydenham 1 v Bexley 4 | 2 | Bob Cowans | Won 3-1 |
| 27/11/2018 | Division 4 | Parklangley 4 v Sydenham 1 | 2 | Nolan Sawyer | Won 3-1 |
| 04/12/2018 | Division 4 | Sydenham 1 v Sundridge Park 2 | 2 | Tekin Ashik | Lost 0-3 |
| 11/12/2018 | Division 4 | Nuffield Health 1 v Sydenham 1 | 1 | Fergus Burnett | Lost 1-3 |
| 22/01/2019 | Division 4 | Sydenham 1 v Waterfront 1 | 2 | Cesare Serventi | Lost 1-3 |
| 30/01/2019 | Division 4 | Tunbridge Wells SRC 3 v Sydenham 1 | 2 | Tom Blagden | Lost 1-3 |
| 19/02/2019 | Division 4 | Old Wilsonians 1 v Sydenham 1 | 1 | Hany Taleb | Won 3-1 |
| 26/02/2019 | Division 4 | Sydenham 1 v Bromley Sports 2 | 2 | Keeley Johnson | Won 3-0 |
| 07/03/2019 | Division 4 | Bexley 4 v Sydenham 1 | 1 | Tobyn Hulance | Lost 0-3 |
| 12/03/2019 | Division 4 | Sydenham 1 v Parklangley 4 | 2 | Nolan Sawyer | Won 3-2 |
| 19/03/2019 | Division 4 | Sundridge Park 2 v Sydenham 1 | 2 | Dylan Leong | Won 3-1 |
| 26/03/2019 | Division 4 | Sydenham 1 v Nuffield Health 1 | 2 | Richard Kimpton | Lost 0-3 |
