| Date | Division | Match | String | Opponent | Result |
| 28/09/2023 | Division 3 South East | Alsager 1 v Macclesfield 1 | 5 | Jon Willock | Lost 0-3 |
| 12/10/2023 | Division 3 South East | Grove Park 4 v Macclesfield 1 | 5 | Chris Sargent | Lost 0-3 |
| 19/10/2023 | Division 4 South East | Disley 1 v Macclesfield 2 | 1 | Ben Darlington | Lost 0-3 |
| 02/11/2023 | Division 4 South East | Alderley Edge 8 v Macclesfield 2 | 2 | Charlie Pickersgill | Won 3-0 |
| 09/11/2023 | Division 4 South East | Macclesfield 2 v New Mills Leisure 2 | 2 | Ian Singleton | Lost 0-3 |
| 16/11/2023 | Division 4 South East | Marple 4 v Macclesfield 2 | 1 | Matthew Miller | Won 3-1 |
| 23/11/2023 | Division 4 South East | Macclesfield 2 v Hyde 3 | 1 | David Copson | Won 3-0 |
| 07/12/2023 | Division 4 South East | Macclesfield 2 v Bollington 3 | 1 | Andrew Phillips | Won 3-0 |
| 14/12/2023 | Division 3 South East | Macclesfield 1 v Alderley Edge 6 | 5 | Andrew Hine | Won 3-0 |
| 11/01/2024 | Division 4 South East | Crewe Vagrants 3 v Macclesfield 2 | 1 | Mick Watts | Won 3-2 |
| 18/01/2024 | Division 4 South East | Macclesfield 2 v Knutsford Sports 4 | 1 | Tim Slater | Lost 1-3 |
| 25/01/2024 | Division 3 South East | Macclesfield 1 v Grove Park 4 | 4 | Richard Fogarty | Lost 1-3 |
| 01/02/2024 | Division 4 South East | Macclesfield 2 v Disley 1 | 1 | Ben Darlington | Lost 1-3 |
| 08/02/2024 | Division 4 South East | Macclesfield 2 v Alderley Edge 8 | 1 | Charlie Pickersgill | Won 3-1 |
| 22/02/2024 | Division 4 South East | New Mills Leisure 2 v Macclesfield 2 | 1 | Howard Lindley | Won 3-1 |
| 29/02/2024 | Division 4 South East | Macclesfield 2 v Marple 4 | 1 | Matthew Miller | Won 3-0 |
| 07/03/2024 | Division 4 South East | Hyde 3 v Macclesfield 2 | 1 | Lukasz Bytnar | Won 3-2 |
| 21/03/2024 | Division 4 South East | Bollington 3 v Macclesfield 2 | 1 | Olli Stewart | Lost 0-3 |
| 28/03/2024 | Division 4 South East | Macclesfield 2 v Alderley Edge 7 | 1 | Mark Beale | Won 3-1 |
