| 1 | Tue 10 Sep 2019 | 51-1 v Loughborough DynamoGlossop North End 1-1 Loughborough Dynamo | BetVictor Northern South East Division |
| 2 | Sat 14 Sep 2019 | 150-0 v Kidsgrove AthleticKidsgrove Athletic 0-0 Glossop North End | BetVictor Northern South East Division |
| 3 | Tue 24 Sep 2019 | 80-1 v Frickley AthleticFrickley Athletic 1-0 Glossop North End | BetVictor Northern South East Division |
| 4 | Tue 1 Oct 2019 | 41-3 v Cleethorpes TownCleethorpes Town 3-1 Glossop North End | BetVictor Northern South East Division |
| 5 | Sat 5 Oct 2019 | 86-1 v Spalding UnitedGlossop North End 6-1 Spalding United | BetVictor Northern South East Division |
| 6 | Tue 19 Nov 2019 | 22-2 v FC United of ManchesterFC United of Manchester 2-2 Glossop North End | Integro League Cup First Round |
| 7 | Sat 7 Dec 2019 | 153-1 v Lincoln UnitedLincoln United 1-3 Glossop North End | BetVictor Northern South East Division |
| 8 | Wed 1 Jan 2020 | 72-1 v Stocksbridge Park SteelsStocksbridge Park Steels 1-2 Glossop North End | BetVictor Northern South East Division |
| 9 | Sat 4 Jan 2020 | 81-1 v Newcastle TownGlossop North End 1-1 Newcastle Town | BetVictor Northern South East Division |
| 10 | Sat 11 Jan 2020 | 72-0 v Worksop TownWorksop Town 0-2 Glossop North End | BetVictor Northern South East Division |
| 11 | Sat 18 Jan 2020 | 71-1 v Sutton Coldfield TownSutton Coldfield Town 1-1 Glossop North End | BetVictor Northern South East Division |
| 12 | Tue 21 Jan 2020 | 71-1 v Worksop TownGlossop North End 1-1 Worksop Town | BetVictor Northern South East Division |
| 13 | Sat 25 Jan 2020 | 71-2 v Cleethorpes TownGlossop North End 1-2 Cleethorpes Town | BetVictor Northern South East Division |
| 14 | Sat 1 Feb 2020 | 71-0 v IlkestonIlkeston 0-1 Glossop North End | BetVictor Northern South East Division |
| 15 | Sat 22 Feb 2020 | 71-1 v Loughborough DynamoLoughborough Dynamo 1-1 Glossop North End | BetVictor Northern South East Division |
| 16 | Sat 7 Mar 2020 | 70-1 v Sutton Coldfield TownGlossop North End 0-1 Sutton Coldfield Town | BetVictor Northern South East Division |
| 17 | Sat 14 Mar 2020 | 70-4 v Carlton TownCarlton Town 4-0 Glossop North End | BetVictor Northern South East Division |
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