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