| 1 | Sat 8 Aug | 35-0 v GuernseyGuernsey 0-5 Crowborough Athletic | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 15 Aug | 31-2 v MargateMargate 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Tue 25 Aug | 3 0-2 v South Park (Reigate)Crowborough Athletic 0-2 South Park (Reigate) | Isthmian League - South East Division |
| 4 | Mon 31 Aug | 33-4 v Hastings UnitedHastings United 4-3 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Tue 15 Sep | 31-3 v AFC Croydon AthleticCrowborough Athletic 1-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 6 | Tue 29 Sep | 32-2 v Hastings UnitedCrowborough Athletic 2-2 Hastings United | Velocity Cup Second Round |
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