| Date | Division | Match | String | Opponent | Result |
| 17/10/2019 | Div 5 South East | Bollington 4 v Alderley Edge 7 | 3 | Alan Thomson | Lost 2-3 |
| 24/10/2019 | Div 4 South East | Bollington 3 v Hyde 3 | 4 | David Copson | Won 3-1 |
| 31/10/2019 | Div 4 South East | Knutsford Sports 4 v Bollington 3 | 3 | Will McLeod | Lost 0-3 |
| 07/11/2019 | Div 5 South East | Grove Park 6 v Bollington 4 | 1 | Isabel Sargent | Won 3-0 |
| 14/11/2019 | Div 4 South East | Marple 3 v Bollington 3 | 2 | Rob Stanbridge | Won 3-2 |
| 21/11/2019 | Div 4 South East | Bollington 3 v Stockport 1 | 5 | Ben Jackson | Won 3-0 |
| 28/11/2019 | Div 4 South East | Disley 2 v Bollington 3 | 3 | Rob Turner | Won 3-0 |
| 05/12/2019 | Div 4 South East | Bollington 3 v Grove Park 5 | 3 | Sohail Tariq | Won 3-0 |
| 09/01/2020 | Div 4 South East | Knutsford Sports 6 v Bollington 3 | 2 | Stephen Wright | Won 3-0 |
| 16/01/2020 | Div 4 South East | Bollington 3 v Alderley Edge 6 | 2 | Stephen Chalmers-Morris | Lost 0-3 |
| 23/01/2020 | Div 4 South East | Buxton 1 v Bollington 3 | 1 | Colin Andrews | Lost 0-3 |
| 30/01/2020 | Div 4 South East | City of Manchester 3 v Bollington 3 | 4 | George Worton | Won 3-1 |
| 06/02/2020 | Div 4 South East | Bollington 3 v Glossop 1 | 3 | Sam Bates | Lost 1-3 |
| 20/02/2020 | Div 4 South East | Hyde 3 v Bollington 3 | 3 | Benjamin Rubin | Lost 2-3 |
| 12/03/2020 | Div 4 South East | Bollington 3 v Marple 3 | 5 | Anton Kleban | Won 3-0 |
