| 1 | Sat 2 Aug | 154-2 v Staines & Lammas (Middlesex)Staines & Lammas (Middlesex) 2-4 Penn & Tylers Green | Combined Counties League Division One |
| 2 | Sat 9 Aug | 32-0 v London Samurai RoversPenn & Tylers Green 2-0 London Samurai Rovers | Combined Counties League Division One |
| 3 | Sat 16 Aug | 33-3 v PFC Victoria LondonPenn & Tylers Green 3-3 PFC Victoria London | Combined Counties League Division One |
| 4 | Wed 20 Aug | 36-5 v LangleyLangley 5-6 Penn & Tylers Green | Combined Counties League Division One |
| 5 | Sat 23 Aug | 150-1 v Kings LangleyPenn & Tylers Green 0-1 Kings Langley | Isuzu FA Vase First Qualifying Round |
| 6 | Tue 9 Sep | 142-0 v Chalfont St PeterPenn & Tylers Green 2-0 Chalfont St Peter | Berks and Bucks County Cup First Round |
| 7 | Mon 15 Sep | 153-2 v Rising Ballers KensingtonRising Ballers Kensington 2-3 Penn & Tylers Green | Combined Counties League Division One |
| 8 | Sat 27 Sep | 32-2 v Chalfont St PeterPenn & Tylers Green 2-2 Chalfont St Peter | Combined Counties League Division One |
| 9 | Wed 8 Oct | 111-2 v Wycombe WanderersPenn & Tylers Green 1-2 Wycombe Wanderers | Berks and Bucks County Cup Second Round |
| 10 | Sat 11 Oct | 113-2 v LangleyPenn & Tylers Green 3-2 Langley | Combined Counties League Division One |
| 11 | Tue 14 Oct | 163-2 v FC Deportivo GaliciaPenn & Tylers Green 3-2 FC Deportivo Galicia | Combined Counties League Division One |
| 12 | Sat 18 Oct | 112-2 v Sport London e BenficaSport London e Benfica 2-2 Penn & Tylers Green | Combined Counties League Division One |
| 13 | Sat 1 Nov | 121-0 v Sandhurst TownPenn & Tylers Green 1-0 Sandhurst Town | Combined Counties League Division One |
| 14 | Tue 25 Nov | 151-0 v Holmer GreenHolmer Green 0-1 Penn & Tylers Green | Combined Counties League Division One |
| 15 | Sat 29 Nov | 120-1 v WestsidePenn & Tylers Green 0-1 Westside | Combined Counties League Division One |
| 16 | Tue 2 Dec | 31-0 v Spartans YouthPenn & Tylers Green 1-0 Spartans Youth | Combined Counties League Division One |
| 17 | Tue 16 Dec | 111-0 v Berks CountyBerks County 0-1 Penn & Tylers Green | Combined Counties League Division One |
| 18 | Sat 27 Dec | 11 5-2 v Rising Ballers KensingtonPenn & Tylers Green 5-2 Rising Ballers Kensington | Combined Counties League Division One |
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