| 1 | Mon 25 Aug 2014 | 140-2 v Thamesmead TownThamesmead Town 2-0 Cray Wanderers | Ryman League Division One North |
| 2 | Sat 30 Aug 2014 | 73-1 v MoleseyCray Wanderers 3-1 Molesey | FA Cup Preliminary Round |
| 3 | Tue 2 Sep 2014 | 71-2 v Maldon & TiptreeCray Wanderers 1-2 Maldon & Tiptree | Ryman League Division One North |
| 4 | Sat 6 Sep 2014 | 72-0 v Great Wakering RoversGreat Wakering Rovers 0-2 Cray Wanderers | Ryman League Division One North |
| 5 | Tue 9 Sep 2014 | 73-3 v Brentwood TownBrentwood Town 3-3 Cray Wanderers | Ryman League Division One North |
| 6 | Sat 13 Sep 2014 | 71-2 v Tooting & Mitcham UnitedCray Wanderers 1-2 Tooting & Mitcham United | FA Cup First Qualifying Round |
| 7 | Tue 16 Sep 2014 | 71-4 v CheshuntCray Wanderers 1-4 Cheshunt | Ryman League Division One North |
| 8 | Wed 24 Sep 2014 | 152-2 v RomfordRomford 2-2 Cray Wanderers | Ryman League Division One North |
| 9 | Tue 30 Sep 2014 | 141-4 v RedbridgeCray Wanderers 1-4 Redbridge | Ryman League Division One North |
| 10 | Tue 7 Oct 2014 | 22-4 v Maidstone UnitedMaidstone United 4-2 Cray Wanderers | Robert Dyas League Cup First Round |
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