| 1 | Sat 17 Aug | 3 1-0 v Colliers Wood UnitedColliers Wood United 0-1 Windsor | Combined Counties League Division One |
| 2 | Tue 20 Aug | 3 1-1 v Spartans YouthWindsor 1-1 Spartans Youth | Combined Counties League Division One |
| 3 | Fri 23 Aug | 30-0 v PFC Victoria LondonWindsor 0-0 PFC Victoria London | Combined Counties League Division One |
| 4 | Mon 26 Aug | 20-1 v Windsor & EtonWindsor & Eton 1-0 Windsor | Combined Counties League Division One |
| 5 | Fri 30 Aug | 12 3-2 v Staines & Lammas (Middlesex)Windsor 3-2 Staines & Lammas (Middlesex) | Combined Counties League Division One |
| 6 | Fri 13 Sep | 170-3 v WestsideWindsor 0-3 Westside | Combined Counties League Division One |
| 7 | Tue 17 Sep | 33-4 v Woodley UnitedWoodley United 4-3 Windsor | Combined Counties League Division One |
| 8 | Tue 24 Sep | 34-1 v MoleseyMolesey 1-4 Windsor | Cherry Red Records Premier Challenge Cup First Round |
| 9 | Fri 27 Sep | 2 0-3 v London Samurai RoversWindsor 0-3 London Samurai Rovers | Combined Counties League Division One |
| 10 | Sat 19 Oct | 30-1 v BedfontBedfont 1-0 Windsor | Combined Counties League Division One |
| 11 | Fri 25 Oct | 31-2 v BelstoneWindsor 1-2 Belstone | Combined Counties League Division One |
| 12 | Fri 1 Nov | 3 0-2 v Yateley UnitedWindsor 0-2 Yateley United | Combined Counties League Division One |
| 13 | Tue 5 Nov | 22-4 v Horley TownHorley Town 4-2 Windsor | Cherry Red Records Premier Challenge Cup Second Round |
| 14 | Sat 30 Nov | 22-3 v Staines & Lammas (Middlesex)Staines & Lammas (Middlesex) 3-2 Windsor | Combined Counties League Division One |
| 15 | Tue 3 Dec | 163-0 v Holmer GreenWindsor 3-0 Holmer Green | Combined Counties League Division One |
| 16 | Tue 21 Jan | 23-6 v Yateley UnitedYateley United 6-3 Windsor | Combined Counties League Division One |
| 17 | Tue 11 Feb | 22-2 v Chalfont St PeterChalfont St Peter 2-2 Windsor | Combined Counties League Division One |
| 18 | Fri 14 Feb | 21-3 v Colliers Wood UnitedWindsor 1-3 Colliers Wood United | Combined Counties League Division One |
| 19 | Sat 22 Mar | 31-2 v BelstoneBelstone 2-1 Windsor | Combined Counties League Division One |
| 20 | Tue 22 Apr | 172-2 v Eversley & CaliforniaWindsor 2-2 Eversley & California | Combined Counties League Division One |
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