| Date | Division | Match | String | Opponent | Result |
| 28/09/2023 | Division 2 East | Crewe Vagrants 1 v Bollington 1 | 4 | Martin Bostock | Lost 2-3 |
| 05/10/2023 | Division 2 East | Bollington 1 v Fairways Lodge 1 | 3 | Alex Endlar | Lost 0-3 |
| 12/10/2023 | Division 2 East | The Northern 3 v Bollington 1 | 3 | Matt Grime | Lost 0-3 |
| 19/10/2023 | Division 2 East | Prestbury 1 v Bollington 1 | 3 | Paul Lomas | Lost 0-3 |
| 02/11/2023 | Division 2 East | The Northern 4 v Bollington 1 | 3 | William Gregson | Lost 0-3 |
| 09/11/2023 | Division 2 East | Alderley Edge 2 v Bollington 1 | 4 | Steve Bromage | Lost 0-3 |
| 16/11/2023 | Division 2 East | Bollington 1 v Grove Park 2 | 3 | Tom Shaw | Lost 0-3 |
| 23/11/2023 | Division 2 East | Knutsford Sports 1 v Bollington 1 | 3 | Simon Langley | Lost 1-3 |
| 30/11/2023 | Division 2 East | Bollington 1 v Hyde 1 | 3 | Oliver Woodcock | Won 3-1 |
| 07/12/2023 | Division 2 East | Brooklands 1 v Bollington 1 | 3 | Michael Selisny | Lost 1-3 |
| 14/12/2023 | Division 2 East | Bollington 1 v Alderley Edge 3 | 3 | Simon Stewart | Lost 1-3 |
| 11/01/2024 | Division 3 Central South | New Mills Leisure 1 v Bollington 2 | 1 | Phil Saunders | Lost 0-3 |
| 18/01/2024 | Division 3 Central South | Bollington 2 v Marple 1 | 1 | Nick Hague | Lost 0-3 |
| 25/01/2024 | Division 3 Central South | Prestbury 2 v Bollington 2 | 1 | Chris Dunkerley | Lost 1-3 |
| 01/02/2024 | Division 2 East | Bollington 1 v Prestbury 1 | 4 | Paul Lomas | Lost 1-3 |
| 08/02/2024 | Division 2 East | Bollington 1 v The Northern 4 | 4 | Elliot Hobbs | Lost 0-3 |
| 15/02/2024 | Division 2 East | Bollington 1 v Brooklands 1 | 3 | Andy Booth | Lost 2-3 |
| 22/02/2024 | Division 2 East | Bollington 1 v Alderley Edge 2 | 3 | Steve Bromage | Lost 2-3 |
| 29/02/2024 | Division 2 East | Grove Park 2 v Bollington 1 | 3 | Tom Shaw | Lost 2-3 |
| 07/03/2024 | Division 2 East | Bollington 1 v Knutsford Sports 1 | 4 | Tony Beardwood | Won 3-0 |
| 14/03/2024 | Division 2 East | Hyde 1 v Bollington 1 | 4 | Spiros Papaglimis | Won 3-0 |
| 21/03/2024 | Division 2 East | Alderley Edge 3 v Bollington 1 | 4 | Steve Flanagan | Won 3-0 |
