| 1 | Wed 24 Sep | 72-1 v Hastings UnitedCrowborough Athletic 2-1 Hastings United | Velocity Cup First Round |
| 2 | Sat 27 Sep | 71-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Sat 4 Oct | 111-3 v Herne BayCrowborough Athletic 1-3 Herne Bay | Isthmian League - South East Division |
| 4 | Tue 7 Oct | 153-0 v Erith TownCrowborough Athletic 3-0 Erith Town | Isthmian League - South East Division |
| 5 | Sat 11 Oct | 144-3 v East Grinstead TownEast Grinstead Town 3-4 Crowborough Athletic | Isthmian League - South East Division |
| 6 | Tue 14 Oct | 70-2 v AFC Croydon AthleticCrowborough Athletic 0-2 AFC Croydon Athletic | Isthmian League - South East Division |
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