| 1 | Tue 4 Aug | 150-5 v Spartans YouthSpartans Youth 5-0 Eagles Land Benfica | Combined Counties League Division One |
| 2 | Wed 12 Aug | 10-2 v PFC Victoria LondonPFC Victoria London 2-0 Eagles Land Benfica | Combined Counties League Division One |
| 3 | Sun 16 Aug | 10-1 v Virginia WaterEagles Land Benfica 0-1 Virginia Water | FA Vase First Qualifying Round |
| 4 | Tue 18 Aug | 12-1 v Oxhey JetsOxhey Jets 1-2 Eagles Land Benfica | Combined Counties League Division One |
| 5 | Wed 26 Aug | 11-1 v Holmer GreenEagles Land Benfica 1-1 Holmer Green | Combined Counties League Division One |
| 6 | Sat 29 Aug | 13-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-3 Eagles Land Benfica | Combined Counties League Division One |
| 7 | Wed 2 Sep | 10-1 v BelstoneEagles Land Benfica 0-1 Belstone | Combined Counties League Division One |
| 8 | Sat 5 Sep | 11-6 v Berks CountyEagles Land Benfica 1-6 Berks County | Combined Counties League Division One |
| 9 | Wed 9 Sep | 12-2 v Staines & Lammas (Middlesex)Eagles Land Benfica 2-2 Staines & Lammas (Middlesex) | Combined Counties League Division One |
| 10 | Sat 12 Sep | 10-0 v Spelthorne SportsSpelthorne Sports 0-0 Eagles Land Benfica | Combined Counties League Division One |
| 11 | Sat 19 Sep | 11-3 v MoleseyMolesey 3-1 Eagles Land Benfica | Combined Counties League Division One |
| 12 | Sat 26 Sep | 10-3 v Brook HouseBrook House 3-0 Eagles Land Benfica | Combined Counties League Division One |
| 13 | Sat 3 Oct | 13-3 v LangleyEagles Land Benfica 3-3 Langley | Combined Counties League Division One |
| 14 | Sat 10 Oct | 12-2 v Maidenhead TownEagles Land Benfica 2-2 Maidenhead Town | Combined Counties League Division One |
| 15 | Wed 14 Oct | 11-3 v AS LondonEagles Land Benfica 1-3 AS London | Middlesex Senior Cup Second Round |
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