| 1 | Sat 3 Aug | 13-0 v Penn & Tylers GreenPenn & Tylers Green 0-3 Windsor & Eton | Combined Counties League Division One |
| 2 | Tue 6 Aug | 10-1 v Oxhey JetsOxhey Jets 1-0 Windsor & Eton | Combined Counties League Division One |
| 3 | Sat 10 Aug | 12-1 v PFC Victoria LondonWindsor & Eton 2-1 PFC Victoria London | Combined Counties League Division One |
| 4 | Tue 13 Aug | 13-0 v Chalfont St PeterWindsor & Eton 3-0 Chalfont St Peter | Combined Counties League Division One |
| 5 | Sat 17 Aug | 15-1 v LangleyLangley 1-5 Windsor & Eton | Combined Counties League Division One |
| 6 | Tue 20 Aug | 12-0 v BedfontBedfont 0-2 Windsor & Eton | Combined Counties League Division One |
| 7 | Sat 24 Aug | 13-0 v Yateley UnitedYateley United 0-3 Windsor & Eton | Combined Counties League Division One |
| 8 | Mon 26 Aug | 11-0 v WindsorWindsor & Eton 1-0 Windsor | Combined Counties League Division One |
| 9 | Sat 31 Aug | 12-1 v Colliers Wood UnitedColliers Wood United 1-2 Windsor & Eton | Combined Counties League Division One |
| 10 | Sat 7 Sep | 17-1 v Woodley UnitedWindsor & Eton 7-1 Woodley United | Combined Counties League Division One |
| 11 | Sat 14 Sep | 11-0 v Holmer GreenWindsor & Eton 1-0 Holmer Green | Combined Counties League Division One |
| 12 | Tue 24 Sep | 12-1 v PFC Victoria LondonPFC Victoria London 1-2 Windsor & Eton | Cherry Red Records Premier Challenge Cup First Round |
| 13 | Sat 23 Nov | 12-0 v Yateley UnitedWindsor & Eton 2-0 Yateley United | Combined Counties League Division One |
| 14 | Sat 14 Dec | 10-2 v VCD AthleticWindsor & Eton 0-2 VCD Athletic | Isuzu FA Vase Third Round |
| 15 | Tue 17 Dec | 12-1 v Rising Ballers KensingtonRising Ballers Kensington 1-2 Windsor & Eton | Combined Counties League Division One |
| 16 | Fri 27 Dec | 11-1 v WindsorWindsor 1-1 Windsor & Eton | Combined Counties League Division One |
| 17 | Sat 25 Jan | 14-1 v Spartans YouthSpartans Youth 1-4 Windsor & Eton | Combined Counties League Division One |
| 18 | Sat 1 Feb | 12-0 v Chalfont St PeterChalfont St Peter 0-2 Windsor & Eton | Combined Counties League Division One |
| 19 | Tue 4 Feb | 12-2 v Hillingdon BoroughWindsor & Eton 2-2 Hillingdon Borough | Combined Counties League Division One |
| 20 | Tue 11 Mar | 10-0 v Harefield UnitedWindsor & Eton 0-0 Harefield United | Cherry Red Records Premier Challenge Cup Third Round |
| 21 | Sat 5 Apr | 10-1 v Brook HouseBrook House 1-0 Windsor & Eton | Combined Counties League Division One |
| 22 | Sat 12 Apr | 11-1 v WestsideWestside 1-1 Windsor & Eton | Combined Counties League Division One |
| 23 | Tue 15 Apr | 13-0 v PFC Victoria LondonPFC Victoria London 0-3 Windsor & Eton | Combined Counties League Division One |
| 24 | Sat 19 Apr | 12-2 v Brook HouseWindsor & Eton 2-2 Brook House | Combined Counties League Division One |
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