| 1 | Tue 29 Jul | 11-1 v Holmer GreenPenn & Tylers Green 1-1 Holmer Green | Combined Counties League Division One |
| 2 | Sat 9 Aug | 12-0 v London Samurai RoversPenn & Tylers Green 2-0 London Samurai Rovers | Combined Counties League Division One |
| 3 | Sat 30 Aug | 12-1 v Colliers Wood UnitedPenn & Tylers Green 2-1 Colliers Wood United | Combined Counties League Division One |
| 4 | Tue 2 Sep | 18-3 v London Samurai RoversPenn & Tylers Green 8-3 London Samurai Rovers | CCL Division One Challenge Cup Second Round |
| 5 | Sat 6 Sep | 13-0 v Oxhey JetsOxhey Jets 0-3 Penn & Tylers Green | Combined Counties League Division One |
| 6 | Tue 9 Sep | 12-0 v Chalfont St PeterPenn & Tylers Green 2-0 Chalfont St Peter | Berks and Bucks County Cup First Round |
| 7 | Sat 13 Sep | 15-2 v BedfontPenn & Tylers Green 5-2 Bedfont | Combined Counties League Division One |
| 8 | Mon 15 Sep | 13-2 v Rising Ballers KensingtonRising Ballers Kensington 2-3 Penn & Tylers Green | Combined Counties League Division One |
| 9 | Sat 27 Sep | 12-2 v Chalfont St PeterPenn & Tylers Green 2-2 Chalfont St Peter | Combined Counties League Division One |
| 10 | Wed 8 Oct | 11-2 v Wycombe WanderersPenn & Tylers Green 1-2 Wycombe Wanderers | Berks and Bucks County Cup Second Round |
| 11 | Sat 11 Oct | 13-2 v LangleyPenn & Tylers Green 3-2 Langley | Combined Counties League Division One |
| 12 | Tue 14 Oct | 13-2 v FC Deportivo GaliciaPenn & Tylers Green 3-2 FC Deportivo Galicia | Combined Counties League Division One |
| 13 | Sat 18 Oct | 12-2 v Sport London e BenficaSport London e Benfica 2-2 Penn & Tylers Green | Combined Counties League Division One |
| 14 | Sat 1 Nov | 11-0 v Sandhurst TownPenn & Tylers Green 1-0 Sandhurst Town | Combined Counties League Division One |
| 15 | Sat 8 Nov | 14-1 v Spelthorne SportsSpelthorne Sports 1-4 Penn & Tylers Green | Combined Counties League Division One |
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