| 1 | 11/8/2018 | 60-3 v Cray WanderersGreenwich Borough 0-3 Cray Wanderers | Bostik League South East Division |
| 2 | 18/8/2018 | 4 2-4 v SittingbourneSittingbourne 4-2 Greenwich Borough | Bostik League South East Division |
| 3 | 27/8/2018 | 41-2 v VCD AthleticGreenwich Borough 1-2 VCD Athletic | Bostik League South East Division |
| 4 | 1/9/2018 | 42-1 v Herne BayHerne Bay 1-2 Greenwich Borough | Bostik League South East Division |
| 5 | 15/9/2018 | 44-0 v GuernseyGreenwich Borough 4-0 Guernsey | Bostik League South East Division |
| 6 | 18/9/2018 | 41-0 v MoleseyMolesey 0-1 Greenwich Borough | Velocity Trophy First Round |
| 7 | 25/9/2018 | 42-3 v Phoenix SportsPhoenix Sports 3-2 Greenwich Borough | Bostik League South East Division |
| 8 | 6/10/2018 | 40-2 v Whitstable TownWhitstable Town 2-0 Greenwich Borough | Bostik League South East Division |
| 9 | 13/10/2018 | 44-1 v Egham TownGreenwich Borough 4-1 Egham Town | Buildbase FA Trophy Preliminary Round |
| 10 | 20/10/2018 | 41-2 v RamsgateGreenwich Borough 1-2 Ramsgate | Bostik League South East Division |
| 11 | 27/10/2018 | 44-2 v Mildenhall TownMildenhall Town 2-4 Greenwich Borough | Buildbase FA Trophy First Qualifying Round |
| 12 | 30/10/2018 | 40-4 v Hastings UnitedHastings United 4-0 Greenwich Borough | Bostik League South East Division |
| 13 | 10/11/2018 | 41-0 v Bishop's StortfordGreenwich Borough 1-0 Bishop's Stortford | Buildbase FA Trophy Second Qualifying Round |
| 14 | 13/11/2018 | 40-3 v Ashford UnitedGreenwich Borough 0-3 Ashford United | Bostik League South East Division |
| 15 | 17/11/2018 | 44-1 v Faversham TownGreenwich Borough 4-1 Faversham Town | Bostik League South East Division |
