| 1 | Sat 1 Feb | 11-0 v Southend UnitedSouthend United 0-1 Sittingbourne | Isuzu FA Trophy Fifth Round |
| 2 | Sat 8 Feb | 12-1 v Steyning Town CommunitySteyning Town Community 1-2 Sittingbourne | Isthmian League - South East Division |
| 3 | Sat 15 Feb | 10-0 v Beckenham TownSittingbourne 0-0 Beckenham Town | Isthmian League - South East Division |
| 4 | Tue 18 Feb | 13-0 v MargateSittingbourne 3-0 Margate | Isthmian League - South East Division |
| 5 | Sat 1 Mar | 10-3 v Aldershot TownSittingbourne 0-3 Aldershot Town | Isuzu FA Trophy Quarter Final |
| 6 | Tue 4 Mar | 13-0 v MargateMargate 0-3 Sittingbourne | Isthmian League - South East Division |
| 7 | Sat 8 Mar | 12-3 v Three BridgesThree Bridges 3-2 Sittingbourne | Isthmian League - South East Division |
| 8 | Tue 11 Mar | 13-1 v Littlehampton TownSittingbourne 3-1 Littlehampton Town | Isthmian League - South East Division |
| 9 | Sat 15 Mar | 10-1 v MersthamMerstham 1-0 Sittingbourne | Isthmian League - South East Division |
| 10 | Tue 18 Mar | 12-1 v Hythe TownHythe Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 22 Mar | 12-0 v Eastbourne TownSittingbourne 2-0 Eastbourne Town | Isthmian League - South East Division |
| 12 | Sat 29 Mar | 11-0 v LancingLancing 0-1 Sittingbourne | Isthmian League - South East Division |
| 13 | Sat 5 Apr | 13-0 v Erith TownSittingbourne 3-0 Erith Town | Isthmian League - South East Division |
| 14 | Sat 12 Apr | 15-0 v East Grinstead TownEast Grinstead Town 0-5 Sittingbourne | Isthmian League - South East Division |
| 15 | Fri 18 Apr | 11-1 v Burgess Hill TownSittingbourne 1-1 Burgess Hill Town | Isthmian League - South East Division |
| 16 | Mon 21 Apr | 10-0 v Sheppey UnitedSheppey United 0-0 Sittingbourne | Isthmian League - South East Division |
| 17 | Tue 29 Apr | 14-2 v MersthamSittingbourne 4-2 Merstham | Isthmian League - South East Division Play-off Semi Final |
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