| 1 | Tue 5 Nov | 6 2-3 v Eversley & CaliforniaEversley & California 3-2 Windsor & Eton | Combined Counties League Division One |
| 2 | Tue 12 Nov | 161-2 v Aylesbury UnitedWindsor & Eton 1-2 Aylesbury United | Berks and Bucks County Cup Third Round |
| 3 | Sat 23 Nov | 122-0 v Yateley UnitedWindsor & Eton 2-0 Yateley United | Combined Counties League Division One |
| 4 | Wed 8 Jan | 82-3 v LangleyLangley 3-2 Windsor & Eton | Division One Challenge Cup Second Round |
| 5 | Sat 18 Jan | 45-0 v Penn & Tylers GreenWindsor & Eton 5-0 Penn & Tylers Green | Combined Counties League Division One |
| 6 | Tue 21 Jan | 40-2 v BelstoneWindsor & Eton 0-2 Belstone | Combined Counties League Division One |
| 7 | Sat 25 Jan | 154-1 v Spartans YouthSpartans Youth 1-4 Windsor & Eton | Combined Counties League Division One |
| 8 | Sat 1 Feb | 152-0 v Chalfont St PeterChalfont St Peter 0-2 Windsor & Eton | Combined Counties League Division One |
| 9 | Tue 4 Feb | 8 2-2 v Hillingdon BoroughWindsor & Eton 2-2 Hillingdon Borough | Combined Counties League Division One |
| 10 | Sat 8 Feb | 44-0 v FC Deportivo GaliciaWindsor & Eton 4-0 FC Deportivo Galicia | Combined Counties League Division One |
| 11 | Sat 15 Feb | 43-1 v Rising Ballers KensingtonWindsor & Eton 3-1 Rising Ballers Kensington | Combined Counties League Division One |
| 12 | Sat 22 Feb | 82-1 v BedfontWindsor & Eton 2-1 Bedfont | Combined Counties League Division One |
| 13 | Tue 25 Feb | 44-0 v Colliers Wood UnitedWindsor & Eton 4-0 Colliers Wood United | Combined Counties League Division One |
| 14 | Sat 1 Mar | 44-1 v MoleseyMolesey 1-4 Windsor & Eton | Combined Counties League Division One |
| 15 | Tue 4 Mar | 41-0 v LangleyWindsor & Eton 1-0 Langley | Combined Counties League Division One |
| 16 | Sat 8 Mar | 43-1 v Hillingdon BoroughHillingdon Borough 1-3 Windsor & Eton | Combined Counties League Division One |
| 17 | Tue 18 Mar | 43-0 v Woodley UnitedWoodley United 0-3 Windsor & Eton | Combined Counties League Division One |
| 18 | Tue 25 Mar | 40-2 v Holmer GreenHolmer Green 2-0 Windsor & Eton | Combined Counties League Division One |
| 19 | Sat 29 Mar | 40-1 v Spartans YouthWindsor & Eton 0-1 Spartans Youth | Combined Counties League Division One |
| 20 | Tue 1 Apr | 42-1 v MoleseyWindsor & Eton 2-1 Molesey | Combined Counties League Division One |
| 21 | Sat 5 Apr | 150-1 v Brook HouseBrook House 1-0 Windsor & Eton | Combined Counties League Division One |
| 22 | Sat 12 Apr | 41-1 v WestsideWestside 1-1 Windsor & Eton | Combined Counties League Division One |
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