| Date | Division | Match | String | Opponent | Result |
| 03/10/2018 | Division 1 | Wakefield 1 v Pontefract 3 | 5 | Chris Gregory | Won 3-0 |
| 17/10/2018 | Division 1 | Wakefield 1 v Doncaster 1 | 5 | Gerard Martin | Won 3-1 |
| 25/10/2018 | Division 1 | Hallamshire 2 v Wakefield 1 | 4 | Luke Watkins | Lost 0-3 |
| 21/11/2018 | Division 1 | Abbeydale 2 v Wakefield 1 | 5 | Nick King | Lost 1-3 |
| 28/11/2018 | Division 1 | Wakefield 1 v Queens 2 | 5 | Keith Coughtrie | Won 3-0 |
| 17/01/2019 | Division 1 | Pontefract 3 v Wakefield 1 | 2 | Ben Hodgetts | Lost 0-3 |
| 23/01/2019 | Division 1 | Wakefield 1 v Wigginton 1 | 4 | Mackenzie Nichol | Lost 0-3 |
| 30/01/2019 | Division 1 | Doncaster 1 v Wakefield 1 | 5 | Shaun Bradley | Lost 1-3 |
| 20/02/2019 | Division 1 | Wakefield 1 v Chapel Allerton 3 | 4 | Phil Davis | Lost 1-3 |
| 27/02/2019 | Division 1 | Dunnington 2 v Wakefield 1 | 3 | George Pethullis | Won 3-2 |
| 06/03/2019 | Division 1 | Wakefield 1 v Abbeydale 2 | 5 | Nick King | Lost 0-3 |
| 19/03/2019 | Division 1 | Woodfield Squash 1 v Wakefield 1 | 5 | Mike Tomlinson | Lost 2-3 |
