| 1 | 4/9/2018 | 42-0 v Phoenix SportsSittingbourne 2-0 Phoenix Sports | Velocity Trophy Preliminary Round |
| 2 | 15/9/2018 | 122-1 v WhyteleafeSittingbourne 2-1 Whyteleafe | Bostik League South East Division |
| 3 | 23/9/2018 | 142-1 v GuernseyGuernsey 1-2 Sittingbourne | Bostik League South East Division |
| 4 | 25/9/2018 | 151-1 v Ashford UnitedAshford United 1-1 Sittingbourne | Bostik League South East Division |
| 5 | 29/9/2018 | 160-1 v RamsgateSittingbourne 0-1 Ramsgate | Bostik League South East Division |
| 6 | 2/10/2018 | 112-1 v South ParkSouth Park 1-2 Sittingbourne | Velocity Trophy First Round |
| 7 | 13/10/2018 | 42-0 v Faversham TownFaversham Town 0-2 Sittingbourne | Buildbase FA Trophy Preliminary Round |
| 8 | 20/10/2018 | 41-1 v Phoenix SportsSittingbourne 1-1 Phoenix Sports | Bostik League South East Division |
| 9 | 27/10/2018 | 141-2 v Wingate & FinchleySittingbourne 1-2 Wingate & Finchley | Buildbase FA Trophy First Qualifying Round |
| 10 | 30/10/2018 | 151-3 v Folkestone InvictaFolkestone Invicta 3-1 Sittingbourne | Velocity Trophy Second Round |
| 11 | 17/11/2018 | 14 0-1 v Three BridgesSittingbourne 0-1 Three Bridges | Bostik League South East Division |
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