| 1 | Sat 5 Oct 2013 | 184-1 v Metropolitan PoliceCray Wanderers 4-1 Metropolitan Police | Ryman League Premier Division |
| 2 | Tue 8 Oct 2013 | 172-0 v Three BridgesThree Bridges 0-2 Cray Wanderers | Robert Dyas League Cup Second Round |
| 3 | Sat 19 Oct 2013 | 141-4 v HendonCray Wanderers 1-4 Hendon | FA Trophy First Qualifying Round |
| 4 | Tue 21 Jan 2014 | 71-2 v Bognor Regis TownCray Wanderers 1-2 Bognor Regis Town | Ryman League Premier Division |
| 5 | Tue 4 Feb 2014 | 71-4 v MargateCray Wanderers 1-4 Margate | Ryman League Premier Division |
| 6 | Sat 1 Mar 2014 | 171-7 v Metropolitan PoliceMetropolitan Police 7-1 Cray Wanderers | Ryman League Premier Division |
| 7 | Sat 8 Mar 2014 | 80-4 v Lowestoft TownCray Wanderers 0-4 Lowestoft Town | Ryman League Premier Division |
| 8 | Sat 15 Mar 2014 | 70-2 v HendonHendon 2-0 Cray Wanderers | Ryman League Premier Division |
| 9 | Tue 18 Mar 2014 | 72-1 v AFC HornchurchAFC Hornchurch 1-2 Cray Wanderers | Ryman League Premier Division |
| 10 | Sun 23 Mar 2014 | 72-2 v Wingate & FinchleyCray Wanderers 2-2 Wingate & Finchley | Ryman League Premier Division |
| 11 | Tue 25 Mar 2014 | 73-2 v Grays AthleticCray Wanderers 3-2 Grays Athletic | Ryman League Premier Division |
| 12 | Sat 12 Apr 2014 | 140-1 v Bury TownBury Town 1-0 Cray Wanderers | Ryman League Premier Division |
| 13 | Sat 19 Apr 2014 | 100-1 v Harrow BoroughCray Wanderers 0-1 Harrow Borough | Ryman League Premier Division |
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