| 1 | Tue 4 Aug | 211-5 v WembleyWembley 5-1 Maidenhead Town | Combined Counties League Division One |
| 2 | Tue 11 Aug | 214-3 v Shepherd's BushShepherd's Bush 3-4 Maidenhead Town | Combined Counties League Division One |
| 3 | Sat 15 Aug | 211-5 v Berks CountyMaidenhead Town 1-5 Berks County | Combined Counties League Division One |
| 4 | Tue 18 Aug | 251-0 v Spartans YouthSpartans Youth 0-1 Maidenhead Town | Combined Counties League Division One |
| 5 | Sat 22 Aug | 251-1 v London Samurai RoversMaidenhead Town 1-1 London Samurai Rovers | Combined Counties League Division One |
| 6 | Mon 31 Aug | 251-4 v Holmer GreenHolmer Green 4-1 Maidenhead Town | Combined Counties League Division One |
| 7 | Sat 5 Sep | 25-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-5 Maidenhead Town | Combined Counties League Division One |
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