| 1 | Sat 5 Aug | 12-3 v Dulwich HamletCray Valley PM 2-3 Dulwich Hamlet | Friendly |
| 2 | Sat 12 Aug | 13-2 v SittingbourneSittingbourne 2-3 Cray Valley PM | Isthmian League - South East Division |
| 3 | Sat 19 Aug | 1 1-1 v LordswoodLordswood 1-1 Cray Valley PM | Emirates FA Cup Preliminary Round |
| 4 | Tue 22 Aug | 14-1 v LordswoodCray Valley PM 4-1 Lordswood | Emirates FA Cup Preliminary Round Replay |
| 5 | Sat 26 Aug | 12-2 v Broadbridge HeathCray Valley PM 2-2 Broadbridge Heath | Isthmian League - South East Division |
| 6 | Mon 28 Aug | 17-2 v Phoenix SportsPhoenix Sports 2-7 Cray Valley PM | Isthmian League - South East Division |
| 7 | Sun 3 Sep | 13-0 v UxbridgeUxbridge 0-3 Cray Valley PM | Emirates FA Cup First Qualifying Round |
| 8 | Sat 9 Sep | 1 2-0 v Broadbridge HeathBroadbridge Heath 0-2 Cray Valley PM | Isuzu FA Trophy First Qualifying Round |
| 9 | Tue 19 Sep | 14-3 v NorthwoodCray Valley PM 4-3 Northwood | Emirates FA Cup Second Qualifying Round Replay |
| 10 | Sat 23 Sep | 12-0 v Hartley WintneyCray Valley PM 2-0 Hartley Wintney | Isuzu FA Trophy Second Qualifying Round |
| 11 | Sat 30 Sep | 13-3 v Carshalton AthleticCarshalton Athletic 3-3 Cray Valley PM | Emirates FA Cup Third Qualifying Round |
| 12 | Tue 3 Oct | 12-1 v Carshalton AthleticCray Valley PM 2-1 Carshalton Athletic | Emirates FA Cup Third Qualifying Round Replay |
| 13 | Sat 14 Oct | 1 5-2 v Enfield TownCray Valley PM 5-2 Enfield Town | Emirates FA Cup Fourth Qualifying Round |
| 14 | Sat 21 Oct | 14-0 v East Grinstead TownEast Grinstead Town 0-4 Cray Valley PM | Isthmian League - South East Division |
| 15 | Tue 24 Oct | 12-2 v Littlehampton TownCray Valley PM 2-2 Littlehampton Town | Isthmian League - South East Division |
| 16 | Sun 5 Nov | 11-1 v Charlton AthleticCharlton Athletic 1-1 Cray Valley PM | Emirates FA Cup First Round |
| 17 | Sat 11 Nov | 13-0 v Erith & BelvedereCray Valley PM 3-0 Erith & Belvedere | Isthmian League - South East Division |
| 18 | Wed 15 Nov | 11-6 v Charlton AthleticCray Valley PM 1-6 Charlton Athletic | Emirates FA Cup First Round Replay |
| 19 | Sat 2 Dec | 11-0 v Herne BayHerne Bay 0-1 Cray Valley PM | Isthmian League - South East Division |
| 20 | Tue 5 Dec | 12-1 v Beckenham TownCray Valley PM 2-1 Beckenham Town | Isthmian League - South East Division |
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