| 1 | Sat 11 Aug 2018 | 12-1 v HorshamHorsham 1-2 Sittingbourne |
| 2 | Sat 18 Aug 2018 | 14-2 v Greenwich BoroughSittingbourne 4-2 Greenwich Borough |
| 3 | Mon 27 Aug 2018 | 10-2 v Cray WanderersSittingbourne 0-2 Cray Wanderers |
| 4 | Sat 15 Sep 2018 | 12-1 v WhyteleafeSittingbourne 2-1 Whyteleafe |
| 5 | Sun 23 Sep 2018 | 12-1 v GuernseyGuernsey 1-2 Sittingbourne |
| 6 | Tue 25 Sep 2018 | 11-1 v Ashford UnitedAshford United 1-1 Sittingbourne |
| 7 | Sat 29 Sep 2018 | 10-1 v RamsgateSittingbourne 0-1 Ramsgate |
| 8 | Sat 6 Oct 2018 | 10-2 v Haywards Heath TownHaywards Heath Town 2-0 Sittingbourne |
| 9 | Sat 20 Oct 2018 | 11-1 v Phoenix SportsSittingbourne 1-1 Phoenix Sports |
| 10 | Sat 3 Nov 2018 | 12-3 v Hythe TownHythe Town 3-2 Sittingbourne |
| 11 | Sat 17 Nov 2018 | 10-1 v Three BridgesSittingbourne 0-1 Three Bridges |
| 12 | Sat 8 Dec 2018 | 11-3 v Faversham TownFaversham Town 3-1 Sittingbourne |
| 13 | Sat 15 Dec 2018 | 14-1 v Sevenoaks TownSittingbourne 4-1 Sevenoaks Town |
| 14 | Sun 23 Dec 2018 | 11-2 v Cray WanderersCray Wanderers 2-1 Sittingbourne |
| 15 | Sat 29 Dec 2018 | 12-3 v Herne BaySittingbourne 2-3 Herne Bay |
| 16 | Sat 5 Jan 2019 | 10-5 v Hastings UnitedHastings United 5-0 Sittingbourne |
| 17 | Sat 19 Jan 2019 | 10-4 v RamsgateRamsgate 4-0 Sittingbourne |
| 18 | Tue 22 Jan 2019 | 11-2 v VCD AthleticSittingbourne 1-2 VCD Athletic |
| 19 | Sat 26 Jan 2019 | 11-2 v Haywards Heath TownSittingbourne 1-2 Haywards Heath Town |
| 20 | Sat 2 Feb 2019 | 14-3 v Phoenix SportsPhoenix Sports 3-4 Sittingbourne |
| 21 | Tue 5 Feb 2019 | 10-2 v Ashford UnitedSittingbourne 0-2 Ashford United |
| 22 | Sat 16 Feb 2019 | 12-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town |
| 23 | Sat 23 Feb 2019 | 12-1 v VCD AthleticVCD Athletic 1-2 Sittingbourne |
| 24 | Tue 26 Feb 2019 | 15-0 v Three BridgesThree Bridges 0-5 Sittingbourne |
| 25 | Sat 2 Mar 2019 | 13-1 v Faversham TownSittingbourne 3-1 Faversham Town |
| 26 | Sat 9 Mar 2019 | 11-0 v Sevenoaks TownSevenoaks Town 0-1 Sittingbourne |
| 27 | Sat 16 Mar 2019 | 11-2 v Whitstable TownWhitstable Town 2-1 Sittingbourne |
| 28 | Sat 23 Mar 2019 | 10-3 v Hythe TownSittingbourne 0-3 Hythe Town |
| 29 | Sat 30 Mar 2019 | 11-2 v Greenwich BoroughGreenwich Borough 2-1 Sittingbourne |
| 30 | Sat 6 Apr 2019 | 1 1-6 v HorshamSittingbourne 1-6 Horsham |
| 31 | Sat 13 Apr 2019 | 10-3 v WhyteleafeWhyteleafe 3-0 Sittingbourne |
| 32 | Sat 20 Apr 2019 | 10-3 v Hastings UnitedSittingbourne 0-3 Hastings United |
| 33 | Mon 22 Apr 2019 | 11-1 v Herne BayHerne Bay 1-1 Sittingbourne |
| 34 | Sat 27 Apr 2019 | 12-2 v GuernseySittingbourne 2-2 Guernsey |
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