| 1 | Sat 24 Jul 2021 | 111-4 v WorthingWorthing 4-1 Tonbridge Angels | Friendly |
| 2 | Sat 28 Aug 2021 | 123-1 v Hungerford TownHungerford Town 1-3 Tonbridge Angels | Vanarama National League South |
| 3 | Sat 25 Sep 2021 | 143-1 v Dorking WanderersTonbridge Angels 3-1 Dorking Wanderers | Vanarama National League South |
| 4 | Wed 29 Sep 2021 | 173-5 v Wingate & FinchleyCray Wanderers 3-5 Wingate & Finchley | Isthmian League - Premier Division |
| 5 | Sat 2 Oct 2021 | 17 3-1 v Carshalton AthleticCarshalton Athletic 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 9 Oct 2021 | 61-1 v Haringey BoroughHaringey Borough 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 23 Oct 2021 | 3 0-4 v CheshuntCheshunt 4-0 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Sat 13 Nov 2021 | 172-1 v Bedfont SportsCray Wanderers 2-1 Bedfont Sports | Buildbase FA Trophy First Round |
| 9 | Sat 20 Nov 2021 | 171-2 v KingstonianKingstonian 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 10 | Wed 24 Nov 2021 | 172-2 v Folkestone InvictaCray Wanderers 2-2 Folkestone Invicta | Isthmian League - Premier Division |
| 11 | Sat 27 Nov 2021 | 172-2 v Ebbsfleet UnitedCray Wanderers 2-2 Ebbsfleet United | Buildbase FA Trophy Second Round |
| 12 | Tue 30 Nov 2021 | 171-1 v Bowers & PitseaBowers & Pitsea 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Mon 27 Dec 2021 | 172-3 v MargateCray Wanderers 2-3 Margate | Isthmian League - Premier Division |
| 14 | Sat 1 Jan 2022 | 173-1 v East Thurrock UnitedEast Thurrock United 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 15 | Mon 3 Jan 2022 | 54-4 v Enfield TownCray Wanderers 4-4 Enfield Town | Isthmian League - Premier Division |
| 16 | Wed 12 Jan 2022 | 60-1 v Bognor Regis TownCray Wanderers 0-1 Bognor Regis Town | Isthmian League - Premier Division |
| 17 | Sat 15 Jan 2022 | 61-2 v Corinthian-CasualsCray Wanderers 1-2 Corinthian-Casuals | Isthmian League - Premier Division |
| 18 | Wed 19 Jan 2022 | 60-0 v LeatherheadCray Wanderers 0-0 Leatherhead | Isthmian League - Premier Division |
| 19 | Sat 22 Jan 2022 | 65-4 v Carshalton AthleticCray Wanderers 5-4 Carshalton Athletic | Isthmian League - Premier Division |
| 20 | Tue 25 Jan 2022 | 60-2 v LewesLewes 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 21 | Tue 8 Feb 2022 | 6 1-5 v CorinthianCorinthian 5-1 Cray Wanderers | Kent Senior Cup First Round |
| 22 | Tue 15 Feb 2022 | 170-1 v Folkestone InvictaFolkestone Invicta 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 23 | Sat 5 Mar 2022 | 18 1-1 v CheshuntCray Wanderers 1-1 Cheshunt | Isthmian League - Premier Division |
| 24 | Sat 12 Mar 2022 | 183-2 v Bognor Regis TownBognor Regis Town 2-3 Cray Wanderers | Isthmian League - Premier Division |
| 25 | Sun 20 Mar 2022 | 53-4 v Bowers & PitseaCray Wanderers 3-4 Bowers & Pitsea | Isthmian League - Premier Division |
| 26 | Sat 26 Mar 2022 | 181-2 v KingstonianCray Wanderers 1-2 Kingstonian | Isthmian League - Premier Division |
| 27 | Sat 2 Apr 2022 | 181-2 v LeatherheadLeatherhead 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 28 | Sun 10 Apr 2022 | 180-5 v HornchurchCray Wanderers 0-5 Hornchurch | Isthmian League - Premier Division |
| 29 | Fri 15 Apr 2022 | 183-3 v Enfield TownEnfield Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 30 | Wed 20 Apr 2022 | 184-1 v East Thurrock UnitedCray Wanderers 4-1 East Thurrock United | Isthmian League - Premier Division |
| 31 | Sat 23 Apr 2022 | 181-3 v Bishop's StortfordBishop's Stortford 3-1 Cray Wanderers | Isthmian League - Premier Division |
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