| Date | Division | Match | String | Opponent | Result |
| 24/09/2019 | Division 5 | Boldon 3 v Chester-le-Street 3 | 1 | Russell Hughes | Won 3-0 |
| 02/10/2019 | Division 5 | Chester-le-Street 3 v Concordia 2 | 2 | Tim Gorman | Lost 2-3 |
| 11/10/2019 | Division 5 | Alnwick 1 v Chester-le-Street 3 | 2 | Joe Hunter | Won 3-2 |
| 17/10/2019 | Division 5 | Westoe 4 v Chester-le-Street 3 | 2 | Steve Elliott | Won 3-0 |
| 22/10/2019 | Division 3 | Northumberland 4 v Chester-le-Street 2 | 5 | Andy Jukes | Won 3-2 |
| 23/10/2019 | Division 5 | Chester-le-Street 3 v Northern 6 | 1 | Andy Smith | Won 3-1 |
| 13/11/2019 | Division 5 | Chester-le-Street 3 v Scotezzi Squash 1 | 1 | Steve Brown | Won 3-0 |
| 18/11/2019 | Division 3 | Chester-le-Street 2 v Tynemouth 4 | 5 | Colin McNestrie | Lost 1-3 |
| 30/11/2019 | Division 5 | Tynemouth Social 1 v Chester-le-Street 3 | 1 | Steve Cubbins | Won 3-0 |
| 04/12/2019 | Division 5 | Chester-le-Street 3 v Dunston 2 | 1 | Dougal Reed | Won 3-1 |
| 07/01/2020 | Division 1 | Tynemouth 3 v Chester-le-Street 1 | 5 | Jacques Geldenhuis | Lost 1-3 |
| 08/01/2020 | Division 5 | Chester-le-Street 3 v Boldon 3 | 2 | Martin Cowey | Won 3-0 |
| 15/01/2020 | Division 5 | Concordia 2 v Chester-le-Street 3 | 2 | Tim Gorman | Won 3-1 |
| 29/01/2020 | Division 5 | Chester-le-Street 3 v Alnwick 1 | 2 | Alan Morgan | Won 3-0 |
| 12/02/2020 | Division 5 | Chester-le-Street 3 v Westoe 4 | 3 | Glyn Jenkins | Won 3-0 |
| 10/03/2020 | Division 5 | Chester-le-Street 3 v Sunderland 4 | 3 | Matt Agar | Won 3-1 |
| 13/03/2020 | Division 5 | Northern 6 v Chester-le-Street 3 | 3 | Dave North | Won 3-0 |
