| 1 | Sat 1 Aug | 6 3-3 v Staines & Lammas (Middlesex)Maidenhead Town 3-3 Staines & Lammas (Middlesex) | Combined Counties League Division One |
| 2 | Tue 4 Aug | 61-5 v WembleyWembley 5-1 Maidenhead Town | Combined Counties League Division One |
| 3 | Tue 11 Aug | 64-3 v Shepherd's BushShepherd's Bush 3-4 Maidenhead Town | Combined Counties League Division One |
| 4 | Sat 15 Aug | 6 1-5 v Berks CountyMaidenhead Town 1-5 Berks County | Combined Counties League Division One |
| 5 | Tue 18 Aug | 61-0 v Spartans YouthSpartans Youth 0-1 Maidenhead Town | Combined Counties League Division One |
| 6 | Tue 6 Oct | 6 2-1 v Brook HouseBrook House 1-2 Maidenhead Town | CCL Division One Challenge Cup First Round |
| 7 | Sat 10 Oct | 62-2 v Eagles Land BenficaEagles Land Benfica 2-2 Maidenhead Town | Combined Counties League Division One |
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