| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 5 South East | Macclesfield 2 v Bollington 4 | 2 | Tom Grimes | Lost 0-3 |
| 26/09/2019 | Div 5 South East | Alderley Edge 7 v Macclesfield 2 | 2 | Mike Bischof | Lost 2-3 |
| 03/10/2019 | Div 5 South East | Macclesfield 2 v Macclesfield 3 | 2 | Jean baptiste Laurens | Won 3-0 |
| 10/10/2019 | Div 5 South East | Marple 4 v Macclesfield 2 | 2 | Russell Wickens | Won 3-1 |
| 17/10/2019 | Div 5 South East | Macclesfield 2 v Grove Park 6 | 3 | Kate Broadbent | Won 3-1 |
| 24/10/2019 | Div 5 South East | Prestbury 6 v Macclesfield 2 | 2 | David Marwood | Won 3-2 |
| 14/11/2019 | Div 3 Central South | Macclesfield 1 v Disley 1 | 4 | Ben Darlington | Lost 0-3 |
| 21/11/2019 | Div 3 Central South | Bollington 2 v Macclesfield 1 | 5 | Mark Collins | Lost 0-3 |
| 28/11/2019 | Div 5 South East | Macclesfield 2 v Alderley Edge 7 | 1 | Richard McCabe | Lost 1-3 |
| 09/01/2020 | Div 5 South East | Grove Park 6 v Macclesfield 2 | 1 | Jack Wright | Lost 1-3 |
| 16/01/2020 | Div 3 Central South | Bowdon 3 v Macclesfield 1 | 5 | Phil Osborne | Lost 0-3 |
| 23/01/2020 | Div 3 Central South | New Mills Leisure 1 v Macclesfield 1 | 5 | John Ward | Lost 0-3 |
| 06/02/2020 | Div 5 South East | Macclesfield 2 v Glossop 2 | 1 | Charlie Bishop | Won 3-1 |
| 20/02/2020 | Div 5 South East | Macclesfield 2 v Bollington 4 | 1 | Rob Harland | Lost 1-3 |
| 27/02/2020 | Div 3 Central South | Marple 2 v Macclesfield 1 | 5 | Anthony Spring | Lost 0-3 |
| 05/03/2020 | Div 5 South East | Macclesfield 2 v Macclesfield 3 | 5 | Ken Nicholls | Won 3-0 |
| 12/03/2020 | Div 5 South East | Marple 4 v Macclesfield 2 | 1 | Russell Wickens | Lost 1-3 |
