| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 3 South West | Winsford 1 v Cheshire Officers 2 | 3 | Roy Crompton | Won 3-2 |
| 26/09/2019 | Div 3 South West | Chester Rugby 2 v Winsford 1 | 2 | Johnny Goodall | Lost 0-3 |
| 03/10/2019 | Div 3 South West | Winsford 1 v Neston 2 | 2 | Graham Lea-Swain | Lost 1-3 |
| 28/11/2019 | Div 3 South West | Winsford 1 v Wrexham Brymbo 3 | 4 | Laurie Jones | Won 3-0 |
| 09/01/2020 | Div 3 South West | Cheshire Officers 2 v Winsford 1 | 2 | Nigel Bailey | Won 3-1 |
| 16/01/2020 | Div 3 South West | Winsford 1 v Chester Rugby 2 | 2 | Marc Sorrentino | Won 3-0 |
| 23/01/2020 | Div 3 South West | Neston 2 v Winsford 1 | 2 | Adam Mitchell | Lost 0-3 |
| 27/02/2020 | Div 3 South West | Tattenhall 1 v Winsford 1 | 3 | Max Harper | Lost 1-3 |
| 05/03/2020 | Div 3 South West | Winsford 1 v Crewe Vagrants 3 | 3 | Kieron Dony | Lost 1-3 |
| 12/03/2020 | Div 3 South West | Deeside 1 v Winsford 1 | 3 | Gareth Roberts | Won 3-1 |
