| 1 | Sat 8 Dec 2018 | 83-1 v East Grinstead TownEast Grinstead Town 1-3 Greenwich Borough | Bostik League South East Division |
| 2 | Tue 11 Dec 2018 | 82-1 v Hythe TownHythe Town 1-2 Greenwich Borough | Bostik League South East Division |
| 3 | Sat 15 Dec 2018 | 8 2-2 v Three BridgesGreenwich Borough 2-2 Three Bridges | Bostik League South East Division |
| 4 | Sat 22 Dec 2018 | 81-4 v VCD AthleticVCD Athletic 4-1 Greenwich Borough | Bostik League South East Division |
| 5 | Sat 5 Jan 2019 | 8 1-4 v WhyteleafeWhyteleafe 4-1 Greenwich Borough | Bostik League South East Division |
| 6 | Tue 5 Feb 2019 | 40-1 v Phoenix SportsGreenwich Borough 0-1 Phoenix Sports | Bostik League South East Division |
| 7 | Sat 9 Feb 2019 | 41-4 v Faversham TownFaversham Town 4-1 Greenwich Borough | Bostik League South East Division |
| 8 | Sat 16 Feb 2019 | 42-0 v Hythe TownGreenwich Borough 2-0 Hythe Town | Bostik League South East Division |
| 9 | Sat 23 Feb 2019 | 40-0 v Haywards Heath TownHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 10 | Sat 9 Mar 2019 | 150-2 v Three BridgesThree Bridges 2-0 Greenwich Borough | Bostik League South East Division |
| 11 | Sun 14 Apr 2019 | 161-1 v GuernseyGuernsey 1-1 Greenwich Borough | Bostik League South East Division |
| 12 | Sat 20 Apr 2019 | 17 0-0 v WhyteleafeGreenwich Borough 0-0 Whyteleafe | Bostik League South East Division |
| 13 | Sat 27 Apr 2019 | 161-3 v Hastings UnitedGreenwich Borough 1-3 Hastings United | Bostik League South East Division |
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