| 1 | 11/8/2018 | 30-3 v Cray WanderersGreenwich Borough 0-3 Cray Wanderers | Bostik League South East Division |
| 2 | 18/8/2018 | 32-4 v SittingbourneSittingbourne 4-2 Greenwich Borough | Bostik League South East Division |
| 3 | 25/8/2018 | 33-7 v LancingGreenwich Borough 3-7 Lancing | Emirates FA Cup Preliminary Round |
| 4 | 1/9/2018 | 3 2-1 v Herne BayHerne Bay 1-2 Greenwich Borough | Bostik League South East Division |
| 5 | 15/9/2018 | 34-0 v GuernseyGreenwich Borough 4-0 Guernsey | Bostik League South East Division |
| 6 | 18/9/2018 | 31-0 v MoleseyMolesey 0-1 Greenwich Borough | Velocity Trophy First Round |
| 7 | 25/9/2018 | 32-3 v Phoenix SportsPhoenix Sports 3-2 Greenwich Borough | Bostik League South East Division |
| 8 | 6/10/2018 | 30-2 v Whitstable TownWhitstable Town 2-0 Greenwich Borough | Bostik League South East Division |
| 9 | 13/10/2018 | 34-1 v Egham TownGreenwich Borough 4-1 Egham Town | Buildbase FA Trophy Preliminary Round |
| 10 | 20/10/2018 | 31-2 v RamsgateGreenwich Borough 1-2 Ramsgate | Bostik League South East Division |
| 11 | 27/10/2018 | 34-2 v Mildenhall TownMildenhall Town 2-4 Greenwich Borough | Buildbase FA Trophy First Qualifying Round |
| 12 | 30/10/2018 | 30-4 v Hastings UnitedHastings United 4-0 Greenwich Borough | Bostik League South East Division |
| 13 | 3/11/2018 | 30-1 v Sevenoaks TownGreenwich Borough 0-1 Sevenoaks Town | Bostik League South East Division |
| 14 | 6/11/2018 | 111-4 v Whitstable TownWhitstable Town 4-1 Greenwich Borough | Velocity Trophy Second Round |
| 15 | 10/11/2018 | 31-0 v Bishop's StortfordGreenwich Borough 1-0 Bishop's Stortford | Buildbase FA Trophy Second Qualifying Round |
| 16 | 13/11/2018 | 30-3 v Ashford UnitedGreenwich Borough 0-3 Ashford United | Bostik League South East Division |
| 17 | 17/11/2018 | 34-1 v Faversham TownGreenwich Borough 4-1 Faversham Town | Bostik League South East Division |
| 18 | 27/11/2018 | 30-2 v HorshamHorsham 2-0 Greenwich Borough | Bostik League South East Division |
| 19 | 1/12/2018 | 31-4 v Haywards Heath TownGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 20 | 8/12/2018 | 33-1 v East Grinstead TownEast Grinstead Town 1-3 Greenwich Borough | Bostik League South East Division |
| 21 | 11/12/2018 | 32-1 v Hythe TownHythe Town 1-2 Greenwich Borough | Bostik League South East Division |
| 22 | 15/12/2018 | 32-2 v Three BridgesGreenwich Borough 2-2 Three Bridges | Bostik League South East Division |
| 23 | 22/12/2018 | 31-4 v VCD AthleticVCD Athletic 4-1 Greenwich Borough | Bostik League South East Division |
| 24 | 5/1/2019 | 31-4 v WhyteleafeWhyteleafe 4-1 Greenwich Borough | Bostik League South East Division |
| 25 | 12/1/2019 | 32-7 v Herne BayGreenwich Borough 2-7 Herne Bay | Bostik League South East Division |
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