| 1 | Sat 11 Aug 2018 | 70-3 v Cray WanderersGreenwich Borough 0-3 Cray Wanderers | Bostik League South East Division |
| 2 | Sat 1 Sep 2018 | 10 2-1 v Herne BayHerne Bay 1-2 Greenwich Borough | Bostik League South East Division |
| 3 | Sat 15 Sep 2018 | 11 4-0 v GuernseyGreenwich Borough 4-0 Guernsey | Bostik League South East Division |
| 4 | Tue 18 Sep 2018 | 101-0 v MoleseyMolesey 0-1 Greenwich Borough | Velocity Trophy First Round |
| 5 | Tue 25 Sep 2018 | 112-3 v Phoenix SportsPhoenix Sports 3-2 Greenwich Borough | Bostik League South East Division |
| 6 | Sat 6 Oct 2018 | 110-2 v Whitstable TownWhitstable Town 2-0 Greenwich Borough | Bostik League South East Division |
| 7 | Sat 13 Oct 2018 | 114-1 v Egham TownGreenwich Borough 4-1 Egham Town | Buildbase FA Trophy Preliminary Round |
| 8 | Sat 20 Oct 2018 | 111-2 v RamsgateGreenwich Borough 1-2 Ramsgate | Bostik League South East Division |
| 9 | Sat 27 Oct 2018 | 114-2 v Mildenhall TownMildenhall Town 2-4 Greenwich Borough | Buildbase FA Trophy First Qualifying Round |
| 10 | Tue 30 Oct 2018 | 100-4 v Hastings UnitedHastings United 4-0 Greenwich Borough | Bostik League South East Division |
| 11 | Sat 3 Nov 2018 | 110-1 v Sevenoaks TownGreenwich Borough 0-1 Sevenoaks Town | Bostik League South East Division |
| 12 | Sat 10 Nov 2018 | 111-0 v Bishop's StortfordGreenwich Borough 1-0 Bishop's Stortford | Buildbase FA Trophy Second Qualifying Round |
| 13 | Tue 13 Nov 2018 | 7 0-3 v Ashford UnitedGreenwich Borough 0-3 Ashford United | Bostik League South East Division |
| 14 | Sat 17 Nov 2018 | 154-1 v Faversham TownGreenwich Borough 4-1 Faversham Town | Bostik League South East Division |
| 15 | Sat 1 Dec 2018 | 41-4 v Haywards Heath TownGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 16 | Sat 8 Dec 2018 | 43-1 v East Grinstead TownEast Grinstead Town 1-3 Greenwich Borough | Bostik League South East Division |
| 17 | Tue 11 Dec 2018 | 42-1 v Hythe TownHythe Town 1-2 Greenwich Borough | Bostik League South East Division |
| 18 | Sat 15 Dec 2018 | 42-2 v Three BridgesGreenwich Borough 2-2 Three Bridges | Bostik League South East Division |
| 19 | Sat 22 Dec 2018 | 41-4 v VCD AthleticVCD Athletic 4-1 Greenwich Borough | Bostik League South East Division |
| 20 | Sat 5 Jan 2019 | 41-4 v WhyteleafeWhyteleafe 4-1 Greenwich Borough | Bostik League South East Division |
| 21 | Sat 12 Jan 2019 | 82-7 v Herne BayGreenwich Borough 2-7 Herne Bay | Bostik League South East Division |
| 22 | Sat 19 Jan 2019 | 40-7 v Ashford UnitedAshford United 7-0 Greenwich Borough | Bostik League South East Division |
| 23 | Sat 26 Jan 2019 | 80-0 v Whitstable TownGreenwich Borough 0-0 Whitstable Town | Bostik League South East Division |
| 24 | Sat 2 Feb 2019 | 81-3 v RamsgateRamsgate 3-1 Greenwich Borough | Bostik League South East Division |
| 25 | Tue 5 Feb 2019 | 80-1 v Phoenix SportsGreenwich Borough 0-1 Phoenix Sports | Bostik League South East Division |
| 26 | Sat 9 Feb 2019 | 81-4 v Faversham TownFaversham Town 4-1 Greenwich Borough | Bostik League South East Division |
| 27 | Sat 16 Feb 2019 | 82-0 v Hythe TownGreenwich Borough 2-0 Hythe Town | Bostik League South East Division |
| 28 | Sat 23 Feb 2019 | 80-0 v Haywards Heath TownHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 29 | Sat 2 Mar 2019 | 8 2-0 v East Grinstead TownGreenwich Borough 2-0 East Grinstead Town | Bostik League South East Division |
| 30 | Sat 16 Mar 2019 | 120-2 v HorshamGreenwich Borough 0-2 Horsham | Bostik League South East Division |
| 31 | Sat 23 Mar 2019 | 81-2 v Sevenoaks TownSevenoaks Town 2-1 Greenwich Borough | Bostik League South East Division |
| 32 | Sat 30 Mar 2019 | 82-1 v SittingbourneGreenwich Borough 2-1 Sittingbourne | Bostik League South East Division |
| 33 | Sun 14 Apr 2019 | 8 1-1 v GuernseyGuernsey 1-1 Greenwich Borough | Bostik League South East Division |
| 34 | Sat 20 Apr 2019 | 80-0 v WhyteleafeGreenwich Borough 0-0 Whyteleafe | Bostik League South East Division |
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