| 1 | 14/8/2021 | 83-1 v LewesCray Wanderers 3-1 Lewes | Isthmian League - Premier Division |
| 2 | 21/8/2021 | 182-1 v HornchurchHornchurch 1-2 Cray Wanderers | Isthmian League - Premier Division |
| 3 | 28/8/2021 | 181-2 v WorthingCray Wanderers 1-2 Worthing | Isthmian League - Premier Division |
| 4 | 30/8/2021 | 61-2 v MargateMargate 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | 4/9/2021 | 61-3 v Sutton Common RoversCray Wanderers 1-3 Sutton Common Rovers | Emirates FA Cup First Qualifying Round |
| 6 | 25/9/2021 | 80-2 v Brightlingsea RegentCray Wanderers 0-2 Brightlingsea Regent | Isthmian League - Premier Division |
| 7 | 29/9/2021 | 83-5 v Wingate & FinchleyCray Wanderers 3-5 Wingate & Finchley | Isthmian League - Premier Division |
| 8 | 2/10/2021 | 83-1 v Carshalton AthleticCarshalton Athletic 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 9 | 9/10/2021 | 81-1 v Haringey BoroughHaringey Borough 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 10 | 23/10/2021 | 80-4 v CheshuntCheshunt 4-0 Cray Wanderers | Isthmian League - Premier Division |
| 11 | 31/10/2021 | 84-1 v Kings LangleyCray Wanderers 4-1 Kings Langley | Buildbase FA Trophy Third Qualifying Round |
| 12 | 9/11/2021 | 80-2 v MersthamMerstham 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 13 | 13/11/2021 | 82-1 v Bedfont SportsCray Wanderers 2-1 Bedfont Sports | Buildbase FA Trophy First Round |
| 14 | 20/11/2021 | 81-2 v KingstonianKingstonian 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 15 | 4/12/2021 | 80-2 v WorthingWorthing 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 16 | 11/12/2021 | 80-1 v Bishop's StortfordCray Wanderers 0-1 Bishop's Stortford | Isthmian League - Premier Division |
| 17 | 18/12/2021 | 81-3 v DartfordCray Wanderers 1-3 Dartford | Buildbase FA Trophy Third Round |
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