| 1 | Sat 9 Aug | 11-5 v Broadbridge HeathBroadbridge Heath 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 13-1 v HassocksCrowborough Athletic 3-1 Hassocks | Isthmian League - South East Division |
| 3 | Sat 23 Aug | 10-1 v Sevenoaks TownSevenoaks Town 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 4 | Mon 25 Aug | 13-1 v Hastings UnitedCrowborough Athletic 3-1 Hastings United | Isthmian League - South East Division |
| 5 | Tue 16 Sep | 11-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 6 | Wed 24 Sep | 12-1 v Hastings UnitedCrowborough Athletic 2-1 Hastings United | Velocity Cup First Round |
| 7 | Sat 27 Sep | 11-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
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