| 1 | Sat 8 Dec 2018 | 81-3 v Faversham TownFaversham Town 3-1 Sittingbourne |
| 2 | Sat 15 Dec 2018 | 174-1 v Sevenoaks TownSittingbourne 4-1 Sevenoaks Town |
| 3 | Sun 23 Dec 2018 | 111-2 v Cray WanderersCray Wanderers 2-1 Sittingbourne |
| 4 | Sat 29 Dec 2018 | 82-3 v Herne BaySittingbourne 2-3 Herne Bay |
| 5 | Sat 19 Jan 2019 | 150-4 v RamsgateRamsgate 4-0 Sittingbourne |
| 6 | Tue 22 Jan 2019 | 141-2 v VCD AthleticSittingbourne 1-2 VCD Athletic |
| 7 | Sat 26 Jan 2019 | 101-2 v Haywards Heath TownSittingbourne 1-2 Haywards Heath Town |
| 8 | Sat 2 Feb 2019 | 104-3 v Phoenix SportsPhoenix Sports 3-4 Sittingbourne |
| 9 | Tue 5 Feb 2019 | 80-2 v Ashford UnitedSittingbourne 0-2 Ashford United |
| 10 | Sat 23 Feb 2019 | 162-1 v VCD AthleticVCD Athletic 1-2 Sittingbourne |
| 11 | Tue 26 Feb 2019 | 105-0 v Three BridgesThree Bridges 0-5 Sittingbourne |
| 12 | Sat 2 Mar 2019 | 103-1 v Faversham TownSittingbourne 3-1 Faversham Town |
| 13 | Sat 9 Mar 2019 | 101-0 v Sevenoaks TownSevenoaks Town 0-1 Sittingbourne |
| 14 | Sat 16 Mar 2019 | 161-2 v Whitstable TownWhitstable Town 2-1 Sittingbourne |
| 15 | Sat 30 Mar 2019 | 101-2 v Greenwich BoroughGreenwich Borough 2-1 Sittingbourne |
| 16 | Sat 6 Apr 2019 | 101-6 v HorshamSittingbourne 1-6 Horsham |
| 17 | Sat 13 Apr 2019 | 100-3 v WhyteleafeWhyteleafe 3-0 Sittingbourne |
| 18 | Sat 20 Apr 2019 | 100-3 v Hastings UnitedSittingbourne 0-3 Hastings United |
| 19 | Mon 22 Apr 2019 | 101-1 v Herne BayHerne Bay 1-1 Sittingbourne |
| 20 | Sat 27 Apr 2019 | 102-2 v GuernseySittingbourne 2-2 Guernsey |
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