| 1 | Sat 11 Aug 2018 | 13-0 v Greenwich BoroughGreenwich Borough 0-3 Cray Wanderers |
| 2 | Sun 19 Aug 2018 | 12-0 v Whitstable TownCray Wanderers 2-0 Whitstable Town |
| 3 | Mon 27 Aug 2018 | 12-0 v SittingbourneSittingbourne 0-2 Cray Wanderers |
| 4 | Sat 1 Sep 2018 | 12-0 v East Grinstead TownCray Wanderers 2-0 East Grinstead Town |
| 5 | Sat 15 Sep 2018 | 13-1 v Ashford UnitedAshford United 1-3 Cray Wanderers |
| 6 | Sat 22 Sep 2018 | 14-3 v Hythe TownCray Wanderers 4-3 Hythe Town |
| 7 | Wed 26 Sep 2018 | 11-1 v WhyteleafeCray Wanderers 1-1 Whyteleafe |
| 8 | Sat 29 Sep 2018 | 1 2-1 v VCD AthleticVCD Athletic 1-2 Cray Wanderers |
| 9 | Sat 6 Oct 2018 | 17-2 v Faversham TownCray Wanderers 7-2 Faversham Town |
| 10 | Sat 20 Oct 2018 | 12-1 v Herne BayHerne Bay 1-2 Cray Wanderers |
| 11 | Sat 3 Nov 2018 | 11-0 v Haywards Heath TownHaywards Heath Town 0-1 Cray Wanderers |
| 12 | Sun 11 Nov 2018 | 12-1 v Hastings UnitedCray Wanderers 2-1 Hastings United |
| 13 | Sat 17 Nov 2018 | 12-1 v GuernseyGuernsey 1-2 Cray Wanderers |
| 14 | Sun 25 Nov 2018 | 10-0 v RamsgateCray Wanderers 0-0 Ramsgate |
| 15 | Sat 15 Dec 2018 | 12-4 v HorshamHorsham 4-2 Cray Wanderers |
| 16 | Sun 23 Dec 2018 | 12-1 v SittingbourneCray Wanderers 2-1 Sittingbourne |
| 17 | Sat 29 Dec 2018 | 11-0 v Sevenoaks TownSevenoaks Town 0-1 Cray Wanderers |
| 18 | Sun 6 Jan 2019 | 11-0 v Three BridgesCray Wanderers 1-0 Three Bridges |
| 19 | Sat 12 Jan 2019 | 12-0 v East Grinstead TownEast Grinstead Town 0-2 Cray Wanderers |
| 20 | Sat 19 Jan 2019 | 13-1 v VCD AthleticCray Wanderers 3-1 VCD Athletic |
| 21 | Sat 26 Jan 2019 | 11-1 v Faversham TownFaversham Town 1-1 Cray Wanderers |
| 22 | Sat 2 Feb 2019 | 16-0 v Herne BayCray Wanderers 6-0 Herne Bay |
| 23 | Tue 5 Feb 2019 | 13-1 v WhyteleafeWhyteleafe 1-3 Cray Wanderers |
| 24 | Sat 9 Feb 2019 | 13-0 v GuernseyCray Wanderers 3-0 Guernsey |
| 25 | Sat 16 Feb 2019 | 12-2 v RamsgateRamsgate 2-2 Cray Wanderers |
| 26 | Sat 2 Mar 2019 | 11-0 v Phoenix SportsPhoenix Sports 0-1 Cray Wanderers |
| 27 | Sat 9 Mar 2019 | 12-0 v HorshamCray Wanderers 2-0 Horsham |
| 28 | Sat 16 Mar 2019 | 12-3 v Hastings UnitedHastings United 3-2 Cray Wanderers |
| 29 | Sat 23 Mar 2019 | 12-2 v Haywards Heath TownCray Wanderers 2-2 Haywards Heath Town |
| 30 | Sat 30 Mar 2019 | 10-1 v Whitstable TownWhitstable Town 1-0 Cray Wanderers |
| 31 | Sun 7 Apr 2019 | 11-1 v Greenwich BoroughCray Wanderers 1-1 Greenwich Borough |
| 32 | Sat 13 Apr 2019 | 13-1 v Ashford UnitedCray Wanderers 3-1 Ashford United |
| 33 | Sat 20 Apr 2019 | 12-0 v Three BridgesThree Bridges 0-2 Cray Wanderers |
| 34 | Mon 22 Apr 2019 | 13-4 v Sevenoaks TownCray Wanderers 3-4 Sevenoaks Town |
| 35 | Sat 27 Apr 2019 | 13-1 v Hythe TownHythe Town 1-3 Cray Wanderers |
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