| 1 | Sat 8 Aug | 15-0 v GuernseyGuernsey 0-5 Crowborough Athletic | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 18 Aug | 11-0 v Steyning TownCrowborough Athletic 1-0 Steyning Town | Isthmian League - South East Division |
| 3 | Tue 25 Aug | 10-2 v South Park (Reigate)Crowborough Athletic 0-2 South Park (Reigate) | Isthmian League - South East Division |
| 4 | Mon 31 Aug | 13-4 v Hastings UnitedHastings United 4-3 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Tue 15 Sep | 11-3 v AFC Croydon AthleticCrowborough Athletic 1-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 6 | Sat 26 Sep | 12-2 v MersthamMerstham 2-2 Crowborough Athletic | Isthmian League - South East Division |
| 7 | Tue 29 Sep | 12-2 v Hastings UnitedCrowborough Athletic 2-2 Hastings United | Velocity Cup Second Round |
| 8 | Sat 17 Oct | 11-3 v Punjab UnitedPunjab United 3-1 Crowborough Athletic | Isthmian League - South East Division |
| 9 | Tue 20 Oct | 13-0 v Steyning TownSteyning Town 0-3 Crowborough Athletic | Isthmian League - South East Division |
| 10 | Sat 24 Oct | 13-3 v MargateCrowborough Athletic 3-3 Margate | Isthmian League - South East Division |
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