| 1 | Tue 4 Aug | 221-5 v WembleyWembley 5-1 Maidenhead Town | Combined Counties League Division One |
| 2 | Tue 11 Aug | 224-3 v Shepherd's BushShepherd's Bush 3-4 Maidenhead Town | Combined Counties League Division One |
| 3 | Sat 15 Aug | 221-5 v Berks CountyMaidenhead Town 1-5 Berks County | Combined Counties League Division One |
| 4 | Tue 18 Aug | 221-0 v Spartans YouthSpartans Youth 0-1 Maidenhead Town | Combined Counties League Division One |
| 5 | Sat 5 Sep | 225-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-5 Maidenhead Town | Combined Counties League Division One |
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