| 1 | 12/9/2020 | 51-0 v Kidsgrove AthleticKidsgrove Athletic 0-1 Chasetown | Emirates FA Cup Preliminary Round |
| 2 | 19/9/2020 | 52-3 v Frickley AthleticChasetown 2-3 Frickley Athletic | Northern Premier League - South East Division |
| 3 | 22/9/2020 | 52-1 v Basford UnitedChasetown 2-1 Basford United | Emirates FA Cup First Qualifying Round |
| 4 | 26/9/2020 | 51-0 v Belper TownBelper Town 0-1 Chasetown | Northern Premier League - South East Division |
| 5 | 28/9/2020 | 53-1 v Market Drayton TownMarket Drayton Town 1-3 Chasetown | Northern Premier League - South East Division |
| 6 | 3/10/2020 | 5 1-1 v AFC Telford UnitedChasetown 1-1 AFC Telford United | Emirates FA Cup Second Qualifying Round |
| 7 | 6/10/2020 | 51-3 v Kidsgrove AthleticChasetown 1-3 Kidsgrove Athletic | Northern Premier League - South East Division |
| 8 | 24/10/2020 | 52-2 v StamfordChasetown 2-2 Stamford | Northern Premier League - South East Division |
| 9 | 27/10/2020 | 51-2 v IlkestonIlkeston 2-1 Chasetown | Northern Premier League - South East Division |
| 10 | 31/10/2020 | 52-1 v Stocksbridge Park SteelsChasetown 2-1 Stocksbridge Park Steels | Northern Premier League - South East Division |
| 11 | 3/11/2020 | 53-0 v Newcastle TownChasetown 3-0 Newcastle Town | Northern Premier League - South East Division |
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