| 1 | 16/11/2019 | 124-3 v ChasetownGlossop North End 4-3 Chasetown | BetVictor Northern South East Division |
| 2 | 19/11/2019 | 162-2 v FC United of ManchesterFC United of Manchester 2-2 Glossop North End | Integro League Cup First Round |
| 3 | 7/12/2019 | 143-1 v Lincoln UnitedLincoln United 1-3 Glossop North End | BetVictor Northern South East Division |
| 4 | 14/12/2019 | 123-2 v IlkestonGlossop North End 3-2 Ilkeston | BetVictor Northern South East Division |
| 5 | 21/12/2019 | 121-5 v StamfordStamford 5-1 Glossop North End | BetVictor Northern South East Division |
| 6 | 26/12/2019 | 120-3 v Leek TownGlossop North End 0-3 Leek Town | BetVictor Northern South East Division |
| 7 | 1/1/2020 | 52-1 v Stocksbridge Park SteelsStocksbridge Park Steels 1-2 Glossop North End | BetVictor Northern South East Division |
| 8 | 4/1/2020 | 51-1 v Newcastle TownGlossop North End 1-1 Newcastle Town | BetVictor Northern South East Division |
| 9 | 11/1/2020 | 6 2-0 v Worksop TownWorksop Town 0-2 Glossop North End | BetVictor Northern South East Division |
| 10 | 18/1/2020 | 61-1 v Sutton Coldfield TownSutton Coldfield Town 1-1 Glossop North End | BetVictor Northern South East Division |
