| 1 | 19/9/2020 | 25-1 v KingstonianCray Wanderers 5-1 Kingstonian | Isthmian League - Premier Division |
| 2 | 23/9/2020 | 23-1 v FisherCray Wanderers 3-1 Fisher | Emirates FA Cup First Qualifying Round |
| 3 | 26/9/2020 | 23-1 v East Thurrock UnitedEast Thurrock United 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 4 | 29/9/2020 | 23-1 v Folkestone InvictaFolkestone Invicta 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 5 | 3/10/2020 | 26-2 v MoneyfieldsMoneyfields 2-6 Cray Wanderers | Emirates FA Cup Second Qualifying Round |
| 6 | 6/10/2020 | 20-3 v Potters Bar TownPotters Bar Town 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 7 | 11/10/2020 | 21-3 v Bishop's StortfordCray Wanderers 1-3 Bishop's Stortford | Isthmian League - Premier Division |
| 8 | 13/10/2020 | 23-3 v Bristol Manor FarmBristol Manor Farm 3-3 Cray Wanderers | Emirates FA Cup Third Qualifying Round |
| 9 | 17/10/2020 | 23-1 v Haringey BoroughHaringey Borough 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 10 | 31/10/2020 | 23-0 v WhitehawkWhitehawk 0-3 Cray Wanderers | Buildbase FA Trophy Third Qualifying Round |
| 11 | 8/12/2020 | 23-1 v UxbridgeUxbridge 1-3 Cray Wanderers | Buildbase FA Trophy First Round |
| 12 | 15/12/2020 | 2 0-3 v St Albans CitySt Albans City 3-0 Cray Wanderers | Buildbase FA Trophy Second Round |
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