| 1 | Sat 7 Sep | 12-1 v BedfontBedfont 1-2 Penn & Tylers Green | Combined Counties League Division One |
| 2 | Tue 10 Sep | 13-0 v Chalfont St PeterChalfont St Peter 0-3 Penn & Tylers Green | Berks and Bucks County Cup First Round |
| 3 | Tue 17 Sep | 14-0 v Chalfont St PeterPenn & Tylers Green 4-0 Chalfont St Peter | Combined Counties League Division One |
| 4 | Sat 21 Sep | 14-1 v MoultonPenn & Tylers Green 4-1 Moulton | Isuzu FA Vase Second Qualifying Round |
| 5 | Sat 28 Sep | 14-2 v Eversley & CaliforniaPenn & Tylers Green 4-2 Eversley & California | Combined Counties League Division One |
| 6 | Sat 5 Oct | 14-0 v Rising Ballers KensingtonRising Ballers Kensington 0-4 Penn & Tylers Green | Combined Counties League Division One |
| 7 | Tue 8 Oct | 15-1 v Milton Keynes IrishPenn & Tylers Green 5-1 Milton Keynes Irish | Berks and Bucks County Cup Second Round |
| 8 | Sat 12 Oct | 10-1 v BelstonePenn & Tylers Green 0-1 Belstone | Combined Counties League Division One |
| 9 | Sat 19 Oct | 10-2 v Bedfont SportsPenn & Tylers Green 0-2 Bedfont Sports | Isuzu FA Vase First Round |
| 10 | Tue 22 Oct | 15-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-5 Penn & Tylers Green | Combined Counties League Division One |
| 11 | Sat 26 Oct | 13-2 v MoleseyPenn & Tylers Green 3-2 Molesey | Combined Counties League Division One |
| 12 | Sat 2 Nov | 11-0 v WestsidePenn & Tylers Green 1-0 Westside | Combined Counties League Division One |
| 13 | Sat 9 Nov | 14-0 v Woodley UnitedWoodley United 0-4 Penn & Tylers Green | Combined Counties League Division One |
| 14 | Sat 16 Nov | 12-1 v Spartans YouthPenn & Tylers Green 2-1 Spartans Youth | Combined Counties League Division One |
| 15 | Tue 19 Nov | 11-1 v Yateley UnitedPenn & Tylers Green 1-1 Yateley United | Combined Counties League Division One |
| 16 | Sat 23 Nov | 12-1 v Colliers Wood UnitedColliers Wood United 1-2 Penn & Tylers Green | Combined Counties League Division One |
| 17 | Wed 27 Nov | 12-1 v LangleyLangley 1-2 Penn & Tylers Green | Combined Counties League Division One |
| 18 | Sat 30 Nov | 11-2 v Oxhey JetsPenn & Tylers Green 1-2 Oxhey Jets | Combined Counties League Division One |
| 19 | Tue 3 Dec | 11-0 v BedfontPenn & Tylers Green 1-0 Bedfont | Combined Counties League Division One |
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