| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 4 South East | Glossop 1 v Grove Park 5 | 4 | Adrano Kyte | Won 3-1 |
| 26/09/2019 | Div 4 South East | Hyde 4 v Glossop 1 | 4 | (walkover) | Won 3-0 |
| 03/10/2019 | Div 4 South East | Glossop 1 v Knutsford Sports 6 | 4 | Geoff Dalton | Won 3-0 |
| 10/10/2019 | Div 4 South East | Alderley Edge 6 v Glossop 1 | 4 | Nick Hutchins | Lost 1-3 |
| 17/10/2019 | Div 4 South East | Glossop 1 v Bollington 3 | 4 | Gareth Ainsworth | Won 3-0 |
| 24/10/2019 | Div 4 South East | City of Manchester 3 v Glossop 1 | 3 | George Worton | Won 3-2 |
| 31/10/2019 | Div 4 South East | Glossop 1 v Buxton 1 | 3 | Dave Rimmer | Won 3-0 |
| 07/11/2019 | Div 4 South East | Glossop 1 v Hyde 3 | 4 | Daniel Eccles | Won 3-0 |
| 14/11/2019 | Div 4 South East | Knutsford Sports 4 v Glossop 1 | 3 | John Ward | Won 3-1 |
| 21/11/2019 | Div 4 South East | Glossop 1 v Prestbury 5 | 3 | Rupert Richards | Won 3-1 |
| 28/11/2019 | Div 4 South East | Marple 3 v Glossop 1 | 3 | Russell Wickens | Won 3-0 |
| 05/12/2019 | Div 4 South East | Glossop 1 v Stockport 1 | 4 | Paul Shaw | Won 3-2 |
| 12/12/2019 | Div 4 South East | Disley 2 v Glossop 1 | 3 | Rob Turner | Won 3-0 |
| 09/01/2020 | Div 4 South East | Grove Park 5 v Glossop 1 | 3 | Steve Ward | Won 3-0 |
| 23/01/2020 | Div 4 South East | Knutsford Sports 6 v Glossop 1 | 4 | Daniel Kenny | Won 3-1 |
| 30/01/2020 | Div 4 South East | Glossop 1 v Alderley Edge 6 | 4 | Rod Ellis | Won 3-0 |
| 06/02/2020 | Div 4 South East | Bollington 3 v Glossop 1 | 4 | Andrew Phillips | Lost 2-3 |
| 20/02/2020 | Div 4 South East | Glossop 1 v City of Manchester 3 | 4 | Max Kerslake | Won 3-0 |
| 27/02/2020 | Div 4 South East | Buxton 1 v Glossop 1 | 3 | Gary Goodyear | Won 3-0 |
| 05/03/2020 | Div 4 South East | Hyde 3 v Glossop 1 | 4 | Peter Ward | Won 3-1 |
| 12/03/2020 | Div 4 South East | Glossop 1 v Knutsford Sports 4 | 2 | Neil Loftus | Won 3-1 |
