| 1 | Wed 29 Jul | 84-0 v Oxhey JetsMaidenhead Town 4-0 Oxhey Jets | Combined Counties League Division One |
| 2 | Tue 11 Aug | 84-3 v Shepherd's BushShepherd's Bush 3-4 Maidenhead Town | Combined Counties League Division One |
| 3 | Sat 15 Aug | 81-5 v Berks CountyMaidenhead Town 1-5 Berks County | Combined Counties League Division One |
| 4 | Sat 22 Aug | 81-1 v London Samurai RoversMaidenhead Town 1-1 London Samurai Rovers | Combined Counties League Division One |
| 5 | Sat 19 Sep | 82-3 v LangleyMaidenhead Town 2-3 Langley | Combined Counties League Division One |
| 6 | Sat 26 Sep | 81-3 v Edgware & KingsburyEdgware & Kingsbury 3-1 Maidenhead Town | Combined Counties League Division One |
| 7 | Wed 30 Sep | 8 2-3 v Brook HouseMaidenhead Town 2-3 Brook House | Combined Counties League Division One |
| 8 | Sat 3 Oct | 8 3-3 v PFC Victoria LondonMaidenhead Town 3-3 PFC Victoria London | Combined Counties League Division One |
| 9 | Tue 6 Oct | 8 2-1 v Brook HouseBrook House 1-2 Maidenhead Town | CCL Division One Challenge Cup First Round |
| 10 | Sat 10 Oct | 82-2 v Eagles Land BenficaEagles Land Benfica 2-2 Maidenhead Town | Combined Counties League Division One |
| 11 | Sat 17 Oct | 82-3 v MoleseyMolesey 3-2 Maidenhead Town | Combined Counties League Division One |
| 12 | Sat 24 Oct | 82-1 v Spartans YouthMaidenhead Town 2-1 Spartans Youth | Combined Counties League Division One |
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