| 1 | Wed 29 Jul | 17 4-0 v Oxhey JetsMaidenhead Town 4-0 Oxhey Jets | Combined Counties League Division One |
| 2 | Sat 1 Aug | 173-3 v Staines & Lammas (Middlesex)Maidenhead Town 3-3 Staines & Lammas (Middlesex) | Combined Counties League Division One |
| 3 | Tue 4 Aug | 171-5 v WembleyWembley 5-1 Maidenhead Town | Combined Counties League Division One |
| 4 | Tue 18 Aug | 17 1-0 v Spartans YouthSpartans Youth 0-1 Maidenhead Town | Combined Counties League Division One |
| 5 | Sat 22 Aug | 171-1 v London Samurai RoversMaidenhead Town 1-1 London Samurai Rovers | Combined Counties League Division One |
| 6 | Mon 31 Aug | 171-4 v Holmer GreenHolmer Green 4-1 Maidenhead Town | Combined Counties League Division One |
| 7 | Sat 5 Sep | 175-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-5 Maidenhead Town | Combined Counties League Division One |
| 8 | Sat 12 Sep | 171-3 v NorthwoodNorthwood 3-1 Maidenhead Town | FA Vase Second Qualifying Round |
| 9 | Tue 15 Sep | 170-5 v Berks CountyBerks County 5-0 Maidenhead Town | Combined Counties League Division One |
| 10 | Sat 19 Sep | 172-3 v LangleyMaidenhead Town 2-3 Langley | Combined Counties League Division One |
| 11 | Tue 22 Sep | 171-5 v BelstoneBelstone 5-1 Maidenhead Town | Combined Counties League Division One |
| 12 | Tue 6 Oct | 172-1 v Brook HouseBrook House 1-2 Maidenhead Town | CCL Division One Challenge Cup First Round |
| 13 | Sat 10 Oct | 172-2 v Eagles Land BenficaEagles Land Benfica 2-2 Maidenhead Town | Combined Counties League Division One |
| 14 | Sat 17 Oct | 172-3 v MoleseyMolesey 3-2 Maidenhead Town | Combined Counties League Division One |
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