| 1 | Tue 12 Aug | 43-1 v HassocksCrowborough Athletic 3-1 Hassocks | Isthmian League - South East Division |
| 2 | Tue 16 Sep | 41-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Wed 24 Sep | 42-1 v Hastings UnitedCrowborough Athletic 2-1 Hastings United | Velocity Cup First Round |
| 4 | Sat 27 Sep | 41-0 v Ashford UnitedAshford United 0-1 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Sat 4 Oct | 41-3 v Herne BayCrowborough Athletic 1-3 Herne Bay | Isthmian League - South East Division |
| 6 | Tue 7 Oct | 43-0 v Erith TownCrowborough Athletic 3-0 Erith Town | Isthmian League - South East Division |
| 7 | Sat 11 Oct | 154-3 v East Grinstead TownEast Grinstead Town 3-4 Crowborough Athletic | Isthmian League - South East Division |
| 8 | Tue 14 Oct | 40-2 v AFC Croydon AthleticCrowborough Athletic 0-2 AFC Croydon Athletic | Isthmian League - South East Division |
| 9 | Sat 18 Oct | 4 3-1 v VCD AthleticCrowborough Athletic 3-1 VCD Athletic | Isthmian League - South East Division |
| 10 | Tue 21 Oct | 41-5 v Deal TownDeal Town 5-1 Crowborough Athletic | Isthmian League - South East Division |
| 11 | Sat 25 Oct | 40-1 v Three BridgesThree Bridges 1-0 Crowborough Athletic | Isthmian League - South East Division |
| 12 | Tue 28 Oct | 44-0 v SittingbourneCrowborough Athletic 4-0 Sittingbourne | Velocity Cup Second Round |
| 13 | Sat 1 Nov | 42-2 v MargateCrowborough Athletic 2-2 Margate | Isthmian League - South East Division |
| 14 | Sat 8 Nov | 40-8 v AFC WhyteleafeAFC Whyteleafe 8-0 Crowborough Athletic | Isthmian League - South East Division |
| 15 | Tue 11 Nov | 41-1 v HassocksHassocks 1-1 Crowborough Athletic | Isthmian League - South East Division |
| 16 | Sat 15 Nov | 41-3 v Sheppey UnitedCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
| 17 | Sat 29 Nov | 4 2-2 v Broadbridge HeathCrowborough Athletic 2-2 Broadbridge Heath | Isthmian League - South East Division |
| 18 | Sat 13 Dec | 41-2 v Beckenham TownBeckenham Town 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 19 | Sat 20 Dec | 42-0 v Erith TownErith Town 0-2 Crowborough Athletic | Isthmian League - South East Division |
| 20 | Sat 27 Dec | 41-1 v Eastbourne TownCrowborough Athletic 1-1 Eastbourne Town | Isthmian League - South East Division |
| 21 | Sat 10 Jan | 41-2 v Jersey BullsCrowborough Athletic 1-2 Jersey Bulls | Isthmian League - South East Division |
| 22 | Sat 17 Jan | 40-0 v Herne BayHerne Bay 0-0 Crowborough Athletic | Isthmian League - South East Division |
| 23 | Tue 20 Jan | 4 2-1 v Hastings UnitedHastings United 1-2 Crowborough Athletic | Isthmian League - South East Division |
| 24 | Sat 24 Jan | 43-1 v East Grinstead TownCrowborough Athletic 3-1 East Grinstead Town | Isthmian League - South East Division |
| 25 | Sat 14 Feb | 42-2 v VCD AthleticVCD Athletic 2-2 Crowborough Athletic | Isthmian League - South East Division |
| 26 | Mon 16 Feb | 41-3 v RedbridgeRedbridge 3-1 Crowborough Athletic | Velocity Cup Quarter Final |
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