| 1 | Sat 11 Aug 2018 | 82-1 v HorshamHorsham 1-2 Sittingbourne |
| 2 | Sat 18 Aug 2018 | 84-2 v Greenwich BoroughSittingbourne 4-2 Greenwich Borough |
| 3 | Mon 27 Aug 2018 | 8 0-2 v Cray WanderersSittingbourne 0-2 Cray Wanderers |
| 4 | Sat 15 Sep 2018 | 82-1 v WhyteleafeSittingbourne 2-1 Whyteleafe |
| 5 | Sun 23 Sep 2018 | 62-1 v GuernseyGuernsey 1-2 Sittingbourne |
| 6 | Tue 25 Sep 2018 | 8 1-1 v Ashford UnitedAshford United 1-1 Sittingbourne |
| 7 | Sat 29 Sep 2018 | 8 0-1 v RamsgateSittingbourne 0-1 Ramsgate |
| 8 | Sat 20 Oct 2018 | 8 1-1 v Phoenix SportsSittingbourne 1-1 Phoenix Sports |
| 9 | Sat 3 Nov 2018 | 82-3 v Hythe TownHythe Town 3-2 Sittingbourne |
| 10 | Sat 10 Nov 2018 | 81-2 v Whitstable TownSittingbourne 1-2 Whitstable Town |
| 11 | Sat 17 Nov 2018 | 40-1 v Three BridgesSittingbourne 0-1 Three Bridges |
| 12 | Sat 24 Nov 2018 | 41-2 v East Grinstead TownEast Grinstead Town 2-1 Sittingbourne |
| 13 | Sat 8 Dec 2018 | 41-3 v Faversham TownFaversham Town 3-1 Sittingbourne |
| 14 | Sat 15 Dec 2018 | 44-1 v Sevenoaks TownSittingbourne 4-1 Sevenoaks Town |
| 15 | Sun 23 Dec 2018 | 81-2 v Cray WanderersCray Wanderers 2-1 Sittingbourne |
| 16 | Sat 29 Dec 2018 | 4 2-3 v Herne BaySittingbourne 2-3 Herne Bay |
| 17 | Sat 5 Jan 2019 | 8 0-5 v Hastings UnitedHastings United 5-0 Sittingbourne |
| 18 | Sat 19 Jan 2019 | 60-4 v RamsgateRamsgate 4-0 Sittingbourne |
| 19 | Tue 22 Jan 2019 | 61-2 v VCD AthleticSittingbourne 1-2 VCD Athletic |
| 20 | Sat 26 Jan 2019 | 6 1-2 v Haywards Heath TownSittingbourne 1-2 Haywards Heath Town |
| 21 | Sat 2 Feb 2019 | 64-3 v Phoenix SportsPhoenix Sports 3-4 Sittingbourne |
| 22 | Tue 5 Feb 2019 | 60-2 v Ashford UnitedSittingbourne 0-2 Ashford United |
| 23 | Sat 16 Feb 2019 | 62-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town |
| 24 | Sat 23 Feb 2019 | 62-1 v VCD AthleticVCD Athletic 1-2 Sittingbourne |
| 25 | Tue 26 Feb 2019 | 65-0 v Three BridgesThree Bridges 0-5 Sittingbourne |
| 26 | Sat 2 Mar 2019 | 63-1 v Faversham TownSittingbourne 3-1 Faversham Town |
| 27 | Sat 9 Mar 2019 | 61-0 v Sevenoaks TownSevenoaks Town 0-1 Sittingbourne |
| 28 | Sat 16 Mar 2019 | 6 1-2 v Whitstable TownWhitstable Town 2-1 Sittingbourne |
| 29 | Sat 23 Mar 2019 | 60-3 v Hythe TownSittingbourne 0-3 Hythe Town |
| 30 | Sat 30 Mar 2019 | 61-2 v Greenwich BoroughGreenwich Borough 2-1 Sittingbourne |
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