| 1 | Tue 10 Sep | 13-1 v Wokingham TownWokingham Town 1-3 Windsor & Eton | Berks and Bucks County Cup First Round |
| 2 | Tue 17 Sep | 12-1 v London Samurai RoversLondon Samurai Rovers 1-2 Windsor & Eton | Combined Counties League Division One |
| 3 | Sat 21 Sep | 13-0 v Easington SportsWindsor & Eton 3-0 Easington Sports | Isuzu FA Vase Second Qualifying Round |
| 4 | Sat 28 Sep | 15-0 v Staines & Lammas (Middlesex)Staines & Lammas (Middlesex) 0-5 Windsor & Eton | Combined Counties League Division One |
| 5 | Tue 1 Oct | 15-4 v Eversley & CaliforniaWindsor & Eton 5-4 Eversley & California | Combined Counties League Division One |
| 6 | Sat 5 Oct | 12-0 v WestsideWindsor & Eton 2-0 Westside | Combined Counties League Division One |
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