| 1 | Sat 9 Aug | 21-5 v Broadbridge HeathBroadbridge Heath 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 2 | Sat 23 Aug | 170-1 v Sevenoaks TownSevenoaks Town 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Mon 25 Aug | 3 3-1 v Hastings UnitedCrowborough Athletic 3-1 Hastings United | Isthmian League - South East Division |
| 4 | Tue 16 Sep | 121-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Wed 24 Sep | 152-1 v Hastings UnitedCrowborough Athletic 2-1 Hastings United | Velocity Cup First Round |
| 6 | Sat 27 Sep | 171-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
| 7 | Sat 11 Oct | 124-3 v East Grinstead TownEast Grinstead Town 3-4 Crowborough Athletic | Isthmian League - South East Division |
| 8 | Tue 14 Oct | 30-2 v AFC Croydon AthleticCrowborough Athletic 0-2 AFC Croydon Athletic | Isthmian League - South East Division |
| 9 | Sat 18 Oct | 33-1 v VCD AthleticCrowborough Athletic 3-1 VCD Athletic | Isthmian League - South East Division |
| 10 | Tue 21 Oct | 31-5 v Deal TownDeal Town 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 11 | Sat 15 Nov | 141-3 v Sheppey UnitedCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
| 12 | Tue 18 Nov | 21-2 v SittingbourneCrowborough Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
| 13 | Sat 22 Nov | 22-1 v MersthamMerstham 1-2 Crowborough Athletic | Isthmian League - South East Division |
| 14 | Sat 29 Nov | 22-2 v Broadbridge HeathCrowborough Athletic 2-2 Broadbridge Heath | Isthmian League - South East Division |
| 15 | Sat 13 Dec | 141-2 v Beckenham TownBeckenham Town 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 16 | Tue 30 Dec | 31-0 v Chatham TownCrowborough Athletic 1-0 Chatham Town | Velocity Cup Fourth Round |
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