| 1 | Mon 25 Aug 2014 | 50-2 v Thamesmead TownThamesmead Town 2-0 Cray Wanderers | Ryman League Division One North |
| 2 | Sat 30 Aug 2014 | 53-1 v MoleseyCray Wanderers 3-1 Molesey | FA Cup Preliminary Round |
| 3 | Tue 2 Sep 2014 | 51-2 v Maldon & TiptreeCray Wanderers 1-2 Maldon & Tiptree | Ryman League Division One North |
| 4 | Sat 6 Sep 2014 | 52-0 v Great Wakering RoversGreat Wakering Rovers 0-2 Cray Wanderers | Ryman League Division One North |
| 5 | Tue 9 Sep 2014 | 53-3 v Brentwood TownBrentwood Town 3-3 Cray Wanderers | Ryman League Division One North |
| 6 | Sat 13 Sep 2014 | 51-2 v Tooting & Mitcham UnitedCray Wanderers 1-2 Tooting & Mitcham United | FA Cup First Qualifying Round |
| 7 | Wed 24 Sep 2014 | 52-2 v RomfordRomford 2-2 Cray Wanderers | Ryman League Division One North |
| 8 | Sun 28 Sep 2014 | 52-0 v Burnham RamblersCray Wanderers 2-0 Burnham Ramblers | Ryman League Division One North |
| 9 | Sat 11 Oct 2014 | 51-1 v Soham Town RangersCray Wanderers 1-1 Soham Town Rangers | Ryman League Division One North |
| 10 | Sun 19 Oct 2014 | 42-0 v Hastings UnitedCray Wanderers 2-0 Hastings United | FA Trophy Preliminary Round |
| 11 | Wed 22 Oct 2014 | 43-3 v AveleyCray Wanderers 3-3 Aveley | Ryman League Division One North |
| 12 | Sat 25 Oct 2014 | 42-2 v Waltham AbbeyWaltham Abbey 2-2 Cray Wanderers | Ryman League Division One North |
| 13 | Sat 1 Nov 2014 | 53-0 v Faversham TownCray Wanderers 3-0 Faversham Town | FA Trophy First Qualifying Round |
| 14 | Sat 8 Nov 2014 | 50-2 v TilburyTilbury 2-0 Cray Wanderers | Ryman League Division One North |
| 15 | Sat 15 Nov 2014 | 42-0 v HistonHiston 0-2 Cray Wanderers | FA Trophy Second Qualifying Round |
| 16 | Sat 22 Nov 2014 | 51-2 v AFC SudburyAFC Sudbury 2-1 Cray Wanderers | Ryman League Division One North |
| 17 | Tue 6 Jan 2015 | 50-3 v ThurrockCray Wanderers 0-3 Thurrock | Ryman League Division One North |
| 18 | Sat 10 Jan 2015 | 51-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Cray Wanderers | Ryman League Division One North |
| 19 | Sat 7 Feb 2015 | 63-0 v Heybridge SwiftsCray Wanderers 3-0 Heybridge Swifts | Ryman League Division One North |
| 20 | Tue 10 Feb 2015 | 61-1 v Thamesmead TownCray Wanderers 1-1 Thamesmead Town | Ryman League Division One North |
| 21 | Tue 24 Feb 2015 | 60-3 v Brightlingsea RegentCray Wanderers 0-3 Brightlingsea Regent | Ryman League Division One North |
| 22 | Sat 28 Feb 2015 | 62-4 v Soham Town RangersSoham Town Rangers 4-2 Cray Wanderers | Ryman League Division One North |
| 23 | Sat 7 Mar 2015 | 51-1 v CheshuntCheshunt 1-1 Cray Wanderers | Ryman League Division One North |
| 24 | Tue 10 Mar 2015 | 51-2 v WroxhamWroxham 2-1 Cray Wanderers | Ryman League Division One North |
| 25 | Sat 14 Mar 2015 | 51-3 v Needham MarketCray Wanderers 1-3 Needham Market | Ryman League Division One North |
| 26 | Tue 17 Mar 2015 | 51-0 v RedbridgeRedbridge 0-1 Cray Wanderers | Ryman League Division One North |
| 27 | Sat 21 Mar 2015 | 54-0 v Burnham RamblersBurnham Ramblers 0-4 Cray Wanderers | Ryman League Division One North |
| 28 | Sat 28 Mar 2015 | 52-1 v RomfordCray Wanderers 2-1 Romford | Ryman League Division One North |
| 29 | Tue 31 Mar 2015 | 53-1 v Great Wakering RoversCray Wanderers 3-1 Great Wakering Rovers | Ryman League Division One North |
| 30 | Sat 4 Apr 2015 | 52-0 v Harlow TownHarlow Town 0-2 Cray Wanderers | Ryman League Division One North |
| 31 | Mon 6 Apr 2015 | 53-0 v Chatham TownCray Wanderers 3-0 Chatham Town | Ryman League Division One North |
| 32 | Sat 11 Apr 2015 | 54-2 v Brightlingsea RegentBrightlingsea Regent 2-4 Cray Wanderers | Ryman League Division One North |
| 33 | Tue 14 Apr 2015 | 54-0 v Waltham AbbeyCray Wanderers 4-0 Waltham Abbey | Ryman League Division One North |
| 34 | Sun 19 Apr 2015 | 54-1 v TilburyCray Wanderers 4-1 Tilbury | Ryman League Division One North |
| 35 | Sat 25 Apr 2015 | 52-0 v Dereham TownDereham Town 0-2 Cray Wanderers | Ryman League Division One North |
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