| 1 | 26/9/2020 | 63-1 v East Thurrock UnitedEast Thurrock United 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 2 | 29/9/2020 | 63-1 v Folkestone InvictaFolkestone Invicta 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 3 | 3/10/2020 | 66-2 v MoneyfieldsMoneyfields 2-6 Cray Wanderers | Emirates FA Cup Second Qualifying Round |
| 4 | 6/10/2020 | 60-3 v Potters Bar TownPotters Bar Town 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 5 | 11/10/2020 | 6 1-3 v Bishop's StortfordCray Wanderers 1-3 Bishop's Stortford | Isthmian League - Premier Division |
| 6 | 13/10/2020 | 63-3 v Bristol Manor FarmBristol Manor Farm 3-3 Cray Wanderers | Emirates FA Cup Third Qualifying Round |
| 7 | 17/10/2020 | 6 3-1 v Haringey BoroughHaringey Borough 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 8 | 24/10/2020 | 62-3 v Canvey IslandCanvey Island 3-2 Cray Wanderers | Emirates FA Cup Fourth Qualifying Round |
| 9 | 28/10/2020 | 66-0 v MersthamCray Wanderers 6-0 Merstham | Isthmian League - Premier Division |
| 10 | 31/10/2020 | 63-0 v WhitehawkWhitehawk 0-3 Cray Wanderers | Buildbase FA Trophy Third Qualifying Round |
| 11 | 15/12/2020 | 60-3 v St Albans CitySt Albans City 3-0 Cray Wanderers | Buildbase FA Trophy Second Round |
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