| 1 | Tue 4 Nov | 91-1 v Sheppey UnitedSheppey United 1-1 Crowborough Athletic | Velocity Cup Third Round |
| 2 | Sat 8 Nov | 150-8 v AFC WhyteleafeAFC Whyteleafe 8-0 Crowborough Athletic | Isthmian League - South East Division |
| 3 | Tue 11 Nov | 91-1 v HassocksHassocks 1-1 Crowborough Athletic | Isthmian League - South East Division |
| 4 | Sat 13 Dec | 151-2 v Beckenham TownBeckenham Town 2-1 Crowborough Athletic | Isthmian League - South East Division |
| 5 | Sat 20 Dec | 152-0 v Erith TownErith Town 0-2 Crowborough Athletic | Isthmian League - South East Division |
| 6 | Sat 27 Dec | 171-1 v Eastbourne TownCrowborough Athletic 1-1 Eastbourne Town | Isthmian League - South East Division |
| 7 | Tue 30 Dec | 71-0 v Chatham TownCrowborough Athletic 1-0 Chatham Town | Velocity Cup Fourth Round |
| 8 | Sat 10 Jan | 71-2 v Jersey BullsCrowborough Athletic 1-2 Jersey Bulls | Isthmian League - South East Division |
| 9 | Sat 17 Jan | 150-0 v Herne BayHerne Bay 0-0 Crowborough Athletic | Isthmian League - South East Division |
| 10 | Tue 20 Jan | 162-1 v Hastings UnitedHastings United 1-2 Crowborough Athletic | Isthmian League - South East Division |
| 11 | Sat 24 Jan | 153-1 v East Grinstead TownCrowborough Athletic 3-1 East Grinstead Town | Isthmian League - South East Division |
| 12 | Sat 14 Feb | 162-2 v VCD AthleticVCD Athletic 2-2 Crowborough Athletic | Isthmian League - South East Division |
| 13 | Mon 16 Feb | 91-3 v RedbridgeRedbridge 3-1 Crowborough Athletic | Velocity Cup Quarter Final |
| 14 | Sat 21 Feb | 152-3 v Three BridgesCrowborough Athletic 2-3 Three Bridges | Isthmian League - South East Division |
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