| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 4 Central South | Monton 3 v Prestbury 4 | 3 | Ian Gibson | Lost 0-3 |
| 26/09/2019 | Div 4 Central South | Prestbury 4 v Lymm 1 | 4 | Dale Needham | Lost 2-3 |
| 03/10/2019 | Div 4 Central South | Brooklands 4 v Prestbury 4 | 3 | Paul Mo | Lost 2-3 |
| 10/10/2019 | Div 4 Central South | Moss Side 2 v Prestbury 3 | 5 | Vincent McNeill | Won 3-1 |
| 17/10/2019 | Div 4 Central South | Prestbury 3 v The Northern 7 | 5 | Matt Claughton | Lost 2-3 |
| 24/10/2019 | Div 4 South East | Knutsford Sports 6 v Prestbury 5 | 5 | Ali Elhamamy | Won 3-0 |
| 31/10/2019 | Div 4 Central South | Prestbury 3 v Monton 3 | 5 | John Taylor | Lost 2-3 |
| 14/11/2019 | Div 4 Central South | The Northern 6 v Prestbury 4 | 3 | Richard Carter | Lost 1-3 |
| 21/11/2019 | Div 4 South East | Glossop 1 v Prestbury 5 | 4 | Ian Eyre | Lost 1-3 |
| 28/11/2019 | Div 4 Central South | Knutsford Sports 5 v Prestbury 4 | 5 | Amanda Richardson | Won 3-0 |
| 05/12/2019 | Div 5 South East | Marple 4 v Prestbury 6 | 3 | Steven Jackson | Won 3-0 |
| 12/12/2019 | Div 4 South East | Prestbury 5 v Buxton 1 | 4 | Gary Goodyear | Lost 1-3 |
| 09/01/2020 | Div 4 South East | Marple 3 v Prestbury 5 | 5 | Anton Kleban | Won 3-1 |
| 16/01/2020 | Div 4 Central South | Lymm 1 v Prestbury 4 | 5 | Matthew Gower | Won 3-2 |
| 23/01/2020 | Div 4 Central South | City of Manchester 4 v Prestbury 3 | 5 | Daanish Vine | Lost 2-3 |
| 30/01/2020 | Div 4 Central South | Bowdon 5 v Prestbury 4 | 5 | Dave Carter | Lost 0-3 |
| 06/02/2020 | Div 4 Central South | The Northern 7 v Prestbury 3 | 5 | John Bardsley | Won 3-2 |
| 20/02/2020 | Div 4 Central South | City of Manchester 4 v Prestbury 4 | 5 | Daanish Vine | Lost 0-3 |
| 27/02/2020 | Div 4 Central South | Monton 3 v Prestbury 3 | 5 | John Taylor | Lost 1-3 |
| 05/03/2020 | Div 4 Central South | Moss Side 2 v Prestbury 4 | 5 | Jack Williams | Lost 0-3 |
| 12/03/2020 | Div 4 Central South | David Lloyd Manchester 2 v Prestbury 3 | 5 | Tom Lenik | Lost 2-3 |
