| 1 | Tue 12 Aug | 43-1 v HassocksCrowborough Athletic 3-1 Hassocks | Isthmian League - South East Division |
| 2 | Tue 16 Sep | 41-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Wed 24 Sep | 42-1 v Hastings UnitedCrowborough Athletic 2-1 Hastings United | Velocity Cup First Round |
| 4 | Sat 27 Sep | 41-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Sat 4 Oct | 41-3 v Herne BayCrowborough Athletic 1-3 Herne Bay | Isthmian League - South East Division |
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