| 1 | Sat 23 Nov 2019 | 30-1 v Market Drayton TownGlossop North End 0-1 Market Drayton Town | BetVictor Northern South East Division |
| 2 | Sat 21 Dec 2019 | 41-5 v StamfordStamford 5-1 Glossop North End | BetVictor Northern South East Division |
| 3 | Thu 26 Dec 2019 | 140-3 v Leek TownGlossop North End 0-3 Leek Town | BetVictor Northern South East Division |
| 4 | Wed 1 Jan 2020 | 6 2-1 v Stocksbridge Park SteelsStocksbridge Park Steels 1-2 Glossop North End | BetVictor Northern South East Division |
| 5 | Sat 4 Jan 2020 | 61-1 v Newcastle TownGlossop North End 1-1 Newcastle Town | BetVictor Northern South East Division |
| 6 | Sat 11 Jan 2020 | 22-0 v Worksop TownWorksop Town 0-2 Glossop North End | BetVictor Northern South East Division |
| 7 | Sat 18 Jan 2020 | 41-1 v Sutton Coldfield TownSutton Coldfield Town 1-1 Glossop North End | BetVictor Northern South East Division |
| 8 | Sat 25 Jan 2020 | 61-2 v Cleethorpes TownGlossop North End 1-2 Cleethorpes Town | BetVictor Northern South East Division |
| 9 | Sat 8 Feb 2020 | 40-1 v SheffieldSheffield 1-0 Glossop North End | BetVictor Northern South East Division |
| 10 | Sat 22 Feb 2020 | 41-1 v Loughborough DynamoLoughborough Dynamo 1-1 Glossop North End | BetVictor Northern South East Division |
| 11 | Sat 7 Mar 2020 | 80-1 v Sutton Coldfield TownGlossop North End 0-1 Sutton Coldfield Town | BetVictor Northern South East Division |
| 12 | Tue 10 Mar 2020 | 71-3 v Frickley AthleticGlossop North End 1-3 Frickley Athletic | BetVictor Northern South East Division |
| 13 | Sat 14 Mar 2020 | 4 0-4 v Carlton TownCarlton Town 4-0 Glossop North End | BetVictor Northern South East Division |
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