| 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 |
| 8 | Tue 7 Oct | 13-0 v Erith TownCrowborough Athletic 3-0 Erith Town | Isthmian League - South East Division |
| 9 | Sat 11 Oct | 14-3 v East Grinstead TownEast Grinstead Town 3-4 Crowborough Athletic | Isthmian League - South East Division |
| 10 | Sat 18 Oct | 13-1 v VCD AthleticCrowborough Athletic 3-1 VCD Athletic | Isthmian League - South East Division |
| 11 | Sat 25 Oct | 10-1 v Three BridgesThree Bridges 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 12 | Sat 1 Nov | 12-2 v MargateCrowborough Athletic 2-2 Margate | Isthmian League - South East Division |
| 13 | Sat 8 Nov | 10-8 v AFC WhyteleafeAFC Whyteleafe 8-0 Crowborough Athletic | Isthmian League - South East Division |
| 14 | Sat 15 Nov | 11-3 v Sheppey UnitedCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
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