| 1 | Sat 9 Aug | 71-5 v Broadbridge HeathBroadbridge Heath 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 73-1 v HassocksCrowborough Athletic 3-1 Hassocks | Isthmian League - South East Division |
| 3 | Sat 23 Aug | 70-1 v Sevenoaks TownSevenoaks Town 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 4 | Mon 25 Aug | 73-1 v Hastings UnitedCrowborough Athletic 3-1 Hastings United | Isthmian League - South East Division |
| 5 | Tue 16 Sep | 21-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 6 | Sat 27 Sep | 21-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
| 7 | Sat 4 Oct | 71-3 v Herne BayCrowborough Athletic 1-3 Herne Bay | Isthmian League - South East Division |
| 8 | Tue 7 Oct | 23-0 v Erith TownCrowborough Athletic 3-0 Erith Town | Isthmian League - South East Division |
| 9 | Sat 11 Oct | 74-3 v East Grinstead TownEast Grinstead Town 3-4 Crowborough Athletic | Isthmian League - South East Division |
| 10 | Tue 14 Oct | 20-2 v AFC Croydon AthleticCrowborough Athletic 0-2 AFC Croydon Athletic | Isthmian League - South East Division |
| 11 | Sat 18 Oct | 203-1 v VCD AthleticCrowborough Athletic 3-1 VCD Athletic | Isthmian League - South East Division |
| 12 | Tue 21 Oct | 71-5 v Deal TownDeal Town 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 13 | Sat 25 Oct | 30-1 v Three BridgesThree Bridges 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 14 | Tue 28 Oct | 24-0 v SittingbourneCrowborough Athletic 4-0 Sittingbourne | Velocity Cup Second Round |
| 15 | Sat 1 Nov | 7 2-2 v MargateCrowborough Athletic 2-2 Margate | Isthmian League - South East Division |
| 16 | Tue 4 Nov | 61-1 v Sheppey UnitedSheppey United 1-1 Crowborough Athletic | Velocity Cup Third Round |
| 17 | Sat 8 Nov | 7 0-8 v AFC WhyteleafeAFC Whyteleafe 8-0 Crowborough Athletic | Isthmian League - South East Division |
| 18 | Tue 11 Nov | 21-1 v HassocksHassocks 1-1 Crowborough Athletic | Isthmian League - South East Division |
| 19 | Sat 15 Nov | 21-3 v Sheppey UnitedCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
| 20 | Tue 18 Nov | 7 1-2 v SittingbourneCrowborough Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
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