| 1 | Tue 13 Aug 2013 | 42-1 v Canvey IslandCray Wanderers 2-1 Canvey Island | Ryman League Premier Division |
| 2 | Sat 17 Aug 2013 | 41-6 v AFC HornchurchCray Wanderers 1-6 AFC Hornchurch | Ryman League Premier Division |
| 3 | Tue 20 Aug 2013 | 40-4 v Dulwich HamletDulwich Hamlet 4-0 Cray Wanderers | Ryman League Premier Division |
| 4 | Mon 26 Aug 2013 | 43-4 v Thamesmead TownCray Wanderers 3-4 Thamesmead Town | Ryman League Premier Division |
| 5 | Sat 31 Aug 2013 | 81-7 v WealdstoneWealdstone 7-1 Cray Wanderers | Ryman League Premier Division |
| 6 | Sat 7 Sep 2013 | 40-0 v Carshalton AthleticCray Wanderers 0-0 Carshalton Athletic | Ryman League Premier Division |
| 7 | Wed 11 Sep 2013 | 40-5 v Maidstone UnitedCray Wanderers 0-5 Maidstone United | Ryman League Premier Division |
| 8 | Sun 15 Sep 2013 | 70-3 v Faversham TownCray Wanderers 0-3 Faversham Town | FA Cup with Budweiser First Qualifying Round |
| 9 | Tue 17 Sep 2013 | 40-4 v Hampton & Richmond BoroughHampton & Richmond Borough 4-0 Cray Wanderers | Ryman League Premier Division |
| 10 | Tue 24 Sep 2013 | 90-4 v Bognor Regis TownBognor Regis Town 4-0 Cray Wanderers | Ryman League Premier Division |
| 11 | Sat 5 Oct 2013 | 104-1 v Metropolitan PoliceCray Wanderers 4-1 Metropolitan Police | Ryman League Premier Division |
| 12 | Tue 8 Oct 2013 | 102-0 v Three BridgesThree Bridges 0-2 Cray Wanderers | Robert Dyas League Cup Second Round |
| 13 | Sat 19 Oct 2013 | 81-4 v HendonCray Wanderers 1-4 Hendon | FA Trophy First Qualifying Round |
| 14 | Sat 26 Oct 2013 | 81-3 v Bury TownCray Wanderers 1-3 Bury Town | Ryman League Premier Division |
| 15 | Sat 2 Nov 2013 | 72-4 v Harrow BoroughHarrow Borough 4-2 Cray Wanderers | Ryman League Premier Division |
| 16 | Sat 9 Nov 2013 | 72-0 v Lowestoft TownLowestoft Town 0-2 Cray Wanderers | Ryman League Premier Division |
| 17 | Wed 20 Nov 2013 | 71-4 v LewesLewes 4-1 Cray Wanderers | Ryman League Premier Division |
| 18 | Tue 26 Nov 2013 | 75-1 v Dulwich HamletCray Wanderers 5-1 Dulwich Hamlet | Robert Dyas League Cup Third Round |
| 19 | Sat 30 Nov 2013 | 70-1 v Billericay TownCray Wanderers 0-1 Billericay Town | Ryman League Premier Division |
| 20 | Sat 7 Dec 2013 | 80-4 v KingstonianKingstonian 4-0 Cray Wanderers | Ryman League Premier Division |
| 21 | Sat 14 Dec 2013 | 70-4 v Canvey IslandCanvey Island 4-0 Cray Wanderers | Ryman League Premier Division |
| 22 | Tue 17 Dec 2013 | 100-6 v HendonCray Wanderers 0-6 Hendon | Ryman League Premier Division |
| 23 | Thu 26 Dec 2013 | 71-2 v Thamesmead TownThamesmead Town 2-1 Cray Wanderers | Ryman League Premier Division |
| 24 | Sat 28 Dec 2013 | 80-6 v Dulwich HamletCray Wanderers 0-6 Dulwich Hamlet | Ryman League Premier Division |
| 25 | Sat 11 Jan 2014 | 80-1 v Enfield TownEnfield Town 1-0 Cray Wanderers | Ryman League Premier Division |
| 26 | Tue 21 Jan 2014 | 81-2 v Bognor Regis TownCray Wanderers 1-2 Bognor Regis Town | Ryman League Premier Division |
| 27 | Tue 4 Feb 2014 | 81-4 v MargateCray Wanderers 1-4 Margate | Ryman League Premier Division |
| 28 | Tue 11 Feb 2014 | 80-3 v Maidstone UnitedMaidstone United 3-0 Cray Wanderers | Ryman League Premier Division |
| 29 | Tue 18 Feb 2014 | 82-2 v LeistonCray Wanderers 2-2 Leiston | Ryman League Premier Division |
| 30 | Sun 23 Feb 2014 | 81-5 v LewesCray Wanderers 1-5 Lewes | Ryman League Premier Division |
| 31 | Tue 25 Feb 2014 | 81-1 v Hampton & Richmond BoroughCray Wanderers 1-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 32 | Sat 1 Mar 2014 | 81-7 v Metropolitan PoliceMetropolitan Police 7-1 Cray Wanderers | Ryman League Premier Division |
| 33 | Sat 8 Mar 2014 | 70-4 v Lowestoft TownCray Wanderers 0-4 Lowestoft Town | Ryman League Premier Division |
| 34 | Sat 15 Mar 2014 | 80-2 v HendonHendon 2-0 Cray Wanderers | Ryman League Premier Division |
| 35 | Tue 18 Mar 2014 | 82-1 v AFC HornchurchAFC Hornchurch 1-2 Cray Wanderers | Ryman League Premier Division |
| 36 | Thu 20 Mar 2014 | 80-3 v Grays AthleticGrays Athletic 3-0 Cray Wanderers | Ryman League Premier Division |
| 37 | Sun 23 Mar 2014 | 82-2 v Wingate & FinchleyCray Wanderers 2-2 Wingate & Finchley | Ryman League Premier Division |
| 38 | Tue 25 Mar 2014 | 83-2 v Grays AthleticCray Wanderers 3-2 Grays Athletic | Ryman League Premier Division |
| 39 | Sat 29 Mar 2014 | 82-1 v Billericay TownBillericay Town 1-2 Cray Wanderers | Ryman League Premier Division |
| 40 | Sat 5 Apr 2014 | 80-4 v KingstonianCray Wanderers 0-4 Kingstonian | Ryman League Premier Division |
| 41 | Sat 12 Apr 2014 | 80-1 v Bury TownBury Town 1-0 Cray Wanderers | Ryman League Premier Division |
| 42 | Tue 15 Apr 2014 | 81-3 v East Thurrock UnitedCray Wanderers 1-3 East Thurrock United | Ryman League Premier Division |
| 43 | Sat 19 Apr 2014 | 80-1 v Harrow BoroughCray Wanderers 0-1 Harrow Borough | Ryman League Premier Division |
| 44 | Mon 21 Apr 2014 | 80-5 v MargateMargate 5-0 Cray Wanderers | Ryman League Premier Division |
| 45 | Sat 26 Apr 2014 | 81-2 v Enfield TownCray Wanderers 1-2 Enfield Town | Ryman League Premier Division |
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