| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 5 South East | Grove Park 6 v Macclesfield 3 | 1 | Steve Yule | Lost 1-3 |
| 03/10/2019 | Div 5 South East | Macclesfield 2 v Macclesfield 3 | 2 | Simon Fisher | Lost 0-3 |
| 10/10/2019 | Div 5 South East | Macclesfield 3 v New Mills Leisure 2 | 1 | Matt Thomas | Lost 1-3 |
| 24/10/2019 | Div 5 South East | Macclesfield 3 v Bollington 4 | 1 | Rob Harland | Lost 0-3 |
| 31/10/2019 | Div 5 South East | Alderley Edge 7 v Macclesfield 3 | 2 | James Parker | Won 3-1 |
| 14/11/2019 | Div 5 South East | Glossop 2 v Macclesfield 2 | 4 | Charles Turner | Won 3-0 |
| 21/11/2019 | Div 5 South East | Macclesfield 2 v Bollington 4 | 5 | Jack Walton | Won 3-0 |
| 28/11/2019 | Div 5 South East | Prestbury 6 v Macclesfield 3 | 2 | James Paulson | Won 3-0 |
| 12/12/2019 | Div 5 South East | Macclesfield 2 v Marple 4 | 5 | Robert Boot-Handford | Won 3-1 |
| 09/01/2020 | Div 5 South East | Grove Park 6 v Macclesfield 2 | 5 | Phil Nicholson | Won 3-0 |
| 16/01/2020 | Div 5 South East | Macclesfield 2 v Prestbury 6 | 5 | Alistair Behan | Won 3-0 |
| 06/02/2020 | Div 5 South East | Macclesfield 2 v Glossop 2 | 5 | (walkover) | Won 3-0 |
| 20/02/2020 | Div 5 South East | Grove Park 6 v Macclesfield 3 | 2 | Ben Gandhi | Won 3-1 |
| 05/03/2020 | Div 5 South East | Macclesfield 2 v Macclesfield 3 | 3 | Simon Coates | Won 3-2 |
