| 1 | 5/9/2020 | 50-5 v LeatherheadLeatherhead 5-0 Staines Town | Friendly |
| 2 | 12/9/2020 | 32-1 v Guildford CityStaines Town 2-1 Guildford City | Emirates FA Cup Preliminary Round |
| 3 | 19/9/2020 | 3 3-2 v WareStaines Town 3-2 Ware | Isthmian League - South Central Division |
| 4 | 22/9/2020 | 141-2 v Walton CasualsStaines Town 1-2 Walton Casuals | Emirates FA Cup First Qualifying Round |
| 5 | 26/9/2020 | 32-3 v Waltham AbbeyWaltham Abbey 3-2 Staines Town | Buildbase FA Trophy First Qualifying Round |
| 6 | 29/9/2020 | 50-3 v MarlowMarlow 3-0 Staines Town | Isthmian League - South Central Division |
| 7 | 6/10/2020 | 5 1-0 v Hertford TownStaines Town 1-0 Hertford Town | Isthmian League - South Central Division |
| 8 | 10/10/2020 | 6 4-2 v Hanwell TownHanwell Town 2-4 Staines Town | Isthmian League - South Central Division |
| 9 | 17/10/2020 | 64-4 v South ParkStaines Town 4-4 South Park | Isthmian League - South Central Division |
| 10 | 24/10/2020 | 3 0-4 v Tooting & Mitcham UnitedStaines Town 0-4 Tooting & Mitcham United | Isthmian League - South Central Division |
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