| Date | Division | Match | String | Opponent | Result |
| 03/01/2019 | Div 5 South | Prestbury 6 v Bollington 4 | 4 | Sam Jordan | Lost 0-3 |
| 17/01/2019 | Div 5 Central South | Grove Park 7 v Prestbury 7 | 5 | Charlie Beauchamp | Lost 0-3 |
| 31/01/2019 | Div 5 South | Prestbury 6 v Alderley Edge 7 | 5 | Liam O'Dwyer | Lost 0-3 |
| 07/02/2019 | Div 5 South | Alderley Park 5 v Prestbury 6 | 5 | (walkover) | Won 3-0 |
| 07/03/2019 | Div 5 South | Glossop 2 v Prestbury 6 | 5 | Simon Turner | Lost 0-3 |
| 14/03/2019 | Div 5 Central South | Prestbury 7 v West Heaton 2 | 4 | Andy Dunne | Won 3-0 |
| 21/03/2019 | Div 5 Central South | The Northern 7 v Prestbury 7 | 5 | Adam Holt | Lost 0-3 |
| 04/04/2019 | Div 5 South | Grove Park 6 v Prestbury 6 | 5 | Alan Hey | Lost 1-3 |
