| 1 | Sat 10 Aug | 65-2 v FC Deportivo GaliciaFC Deportivo Galicia 2-5 Windsor | Combined Counties League Division One |
| 2 | Sat 17 Aug | 51-0 v Colliers Wood UnitedColliers Wood United 0-1 Windsor | Combined Counties League Division One |
| 3 | Tue 20 Aug | 51-1 v Spartans YouthWindsor 1-1 Spartans Youth | Combined Counties League Division One |
| 4 | Fri 23 Aug | 50-0 v PFC Victoria LondonWindsor 0-0 PFC Victoria London | Combined Counties League Division One |
| 5 | Mon 26 Aug | 50-1 v Windsor & EtonWindsor & Eton 1-0 Windsor | Combined Counties League Division One |
| 6 | Fri 30 Aug | 53-2 v Staines & Lammas (Middlesex)Windsor 3-2 Staines & Lammas (Middlesex) | Combined Counties League Division One |
| 7 | Sat 21 Sep | 64-1 v Rising Ballers KensingtonRising Ballers Kensington 1-4 Windsor | Combined Counties League Division One |
| 8 | Tue 24 Sep | 64-1 v MoleseyMolesey 1-4 Windsor | Cherry Red Records Premier Challenge Cup First Round |
| 9 | Sat 12 Oct | 52-2 v MoleseyMolesey 2-2 Windsor | Combined Counties League Division One |
| 10 | Sat 19 Oct | 50-1 v BedfontBedfont 1-0 Windsor | Combined Counties League Division One |
| 11 | Fri 25 Oct | 51-2 v BelstoneWindsor 1-2 Belstone | Combined Counties League Division One |
| 12 | Fri 1 Nov | 50-2 v Yateley UnitedWindsor 0-2 Yateley United | Combined Counties League Division One |
| 13 | Tue 5 Nov | 52-4 v Horley TownHorley Town 4-2 Windsor | Cherry Red Records Premier Challenge Cup Second Round |
| 14 | Sat 9 Nov | 5 1-3 v Oxhey JetsOxhey Jets 3-1 Windsor | Combined Counties League Division One |
| 15 | Fri 20 Dec | 51-2 v Rising Ballers KensingtonWindsor 1-2 Rising Ballers Kensington | Combined Counties League Division One |
| 16 | Fri 27 Dec | 41-1 v Windsor & EtonWindsor 1-1 Windsor & Eton | Combined Counties League Division One |
| 17 | Fri 3 Jan | 81-3 v PFC Victoria LondonPFC Victoria London 3-1 Windsor | Combined Counties League Division One |
| 18 | Fri 17 Jan | 53-4 v Oxhey JetsWindsor 3-4 Oxhey Jets | Combined Counties League Division One |
| 19 | Tue 21 Jan | 53-6 v Yateley UnitedYateley United 6-3 Windsor | Combined Counties League Division One |
| 20 | Tue 11 Feb | 42-2 v Chalfont St PeterChalfont St Peter 2-2 Windsor | Combined Counties League Division One |
| 21 | Tue 18 Feb | 80-3 v Holmer GreenHolmer Green 3-0 Windsor | Combined Counties League Division One |
| 22 | Fri 21 Feb | 81-2 v FC Deportivo GaliciaWindsor 1-2 FC Deportivo Galicia | Combined Counties League Division One |
| 23 | Tue 4 Mar | 5 0-3 v BedfontBedfont 3-0 Windsor | Division One Challenge Cup Second Round |
| 24 | Sat 8 Mar | 52-1 v Spartans YouthSpartans Youth 1-2 Windsor | Combined Counties League Division One |
| 25 | Sat 22 Mar | 51-2 v BelstoneBelstone 2-1 Windsor | Combined Counties League Division One |
| 26 | Tue 25 Mar | 50-2 v Hillingdon BoroughHillingdon Borough 2-0 Windsor | Combined Counties League Division One |
| 27 | Tue 8 Apr | 121-1 v London Samurai RoversLondon Samurai Rovers 1-1 Windsor | Combined Counties League Division One |
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