| 1 | 3/9/2019 | 53-1 v Eccleshill UnitedGlossop North End 3-1 Eccleshill United | Emirates FA Cup Preliminary Round |
| 2 | 19/10/2019 | 121-1 v Wisbech TownWisbech Town 1-1 Glossop North End | BetVictor Northern South East Division |
| 3 | 2/11/2019 | 121-1 v Carlton TownGlossop North End 1-1 Carlton Town | BetVictor Northern South East Division |
| 4 | 16/11/2019 | 144-3 v ChasetownGlossop North End 4-3 Chasetown | BetVictor Northern South East Division |
| 5 | 19/11/2019 | 122-2 v FC United of ManchesterFC United of Manchester 2-2 Glossop North End | Integro League Cup First Round |
| 6 | 23/11/2019 | 120-1 v Market Drayton TownGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 7 | 7/12/2019 | 123-1 v Lincoln UnitedLincoln United 1-3 Glossop North End | BetVictor Northern South East Division |
| 8 | 14/12/2019 | 163-2 v IlkestonGlossop North End 3-2 Ilkeston | BetVictor Northern South East Division |
