| 1 | Sat 26 Oct 2019 | 1-0 v Dover AthleticDover Athletic 0-1 Stockport County | Vanarama National League |
| 2 | Tue 29 Oct 2019 | 2-2 v BromleyBromley 2-2 Stockport County | Vanarama National League |
| 3 | Sat 2 Nov 2019 | 1-3 v WokingStockport County 1-3 Woking | Vanarama National League |
| 4 | Sat 9 Nov 2019 | 1-0 v Dagenham & RedbridgeStockport County 1-0 Dagenham & Redbridge | Vanarama National League |
| 5 | Sat 16 Nov 2019 | 2-1 v BarnetBarnet 1-2 Stockport County | Vanarama National League |
| 6 | Sat 23 Nov 2019 | 1-1 v Ebbsfleet UnitedStockport County 1-1 Ebbsfleet United | Vanarama National League |
| 7 | Sat 30 Nov 2019 | 5-1 v Torquay UnitedTorquay United 1-5 Stockport County | Vanarama National League |
| 8 | Sat 7 Dec 2019 | 4-2 v ChorleyStockport County 4-2 Chorley | Vanarama National League |
| 9 | Sat 21 Dec 2019 | 1-2 v Aldershot TownAldershot Town 2-1 Stockport County | Vanarama National League |
| 10 | Thu 26 Dec 2019 | 5-1 v FC Halifax TownStockport County 5-1 FC Halifax Town | Vanarama National League |
| 11 | Sat 4 Jan 2020 | 1-3 v Boreham WoodStockport County 1-3 Boreham Wood | Vanarama National League |
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