| Date | Division | Match | String | Opponent | Result |
| 20/09/2018 | Div 3 South West | Winsford 1 v Barnton CC 1 | 1 | Lee Washburn | Lost 0-3 |
| 27/09/2018 | Div 5 South West | Winsford 2 v Cheshire Officers 3 | 1 | Andy Heyland | Won 3-0 |
| 18/10/2018 | Div 5 South West | Whitby 2 v Winsford 2 | 1 | John Hamilton | Lost 2-3 |
| 25/10/2018 | Div 5 South West | Winsford 2 v Heswall 6 | 1 | Jeremy Heywood | Won 3-0 |
| 01/11/2018 | Div 5 South West | Neston 4 v Winsford 2 | 2 | Jason Kerr | Won 3-0 |
| 08/11/2018 | Div 5 South West | Holywell Leisure SC 2 v Winsford 2 | 1 | Mo Gomes | Won 3-0 |
| 15/11/2018 | Div 5 South West | Winsford 2 v Cheshire Officers 4 | 1 | Oliver Preston | Won 3-2 |
| 22/11/2018 | Div 5 South West | New Brighton 2 v Winsford 2 | 1 | Chris Munn | Lost 0-3 |
| 13/12/2018 | Div 5 South West | Winsford 2 v Delamere Park 1 | 1 | Jeff Jones | Won 3-2 |
| 03/01/2019 | Div 3 South West | Barnton CC 1 v Winsford 1 | 4 | Jamie Dyson | Lost 2-3 |
| 10/01/2019 | Div 3 South West | Winsford 1 v Cheshire Officers 2 | 3 | Gareth Burroughes | Lost 2-3 |
| 31/01/2019 | Div 5 South West | Winsford 2 v Whitby 2 | 1 | Bob Mills | Won 3-0 |
| 07/02/2019 | Div 5 South West | Heswall 6 v Winsford 2 | 1 | Jeremy Heywood | Won 3-0 |
| 21/02/2019 | Div 5 South West | Winsford 2 v Neston 4 | 2 | (walkover) | Won 3-0 |
| 28/02/2019 | Div 5 South West | Winsford 2 v Holywell Leisure SC 2 | 1 | Mo Gomes | Won 3-0 |
| 07/03/2019 | Div 5 South West | Cheshire Officers 4 v Winsford 2 | 1 | Simon Jackson | Won 3-0 |
| 14/03/2019 | Div 5 South West | Winsford 2 v New Brighton 2 | 1 | Andy Watson | Won 3-1 |
| 21/03/2019 | Div 3 South West | Winsford 1 v Village Wirral 1 | 4 | Sadruddin Husain | Won 3-0 |
| 28/03/2019 | Div 3 South West | Wrexham Brymbo 3 v Winsford 1 | 2 | Mark Davies | Lost 0-3 |
| 04/04/2019 | Div 3 South West | Winsford 1 v Neston 2 | 2 | Andrew Potter | Lost 1-3 |
