| 1 | Tue 11 Aug | 10-1 v Milton Keynes IrishMilton Keynes Irish 1-0 Winslow United |
| 2 | Sat 15 Aug | 13-1 v Royston TownWinslow United 3-1 Royston Town |
| 3 | Mon 31 Aug | 12-1 v HadleyHadley 1-2 Winslow United |
| 4 | Tue 15 Sep | 11-1 v StotfoldStotfold 1-1 Winslow United |
| 5 | Tue 29 Sep | 1 2-1 v Barton RoversWinslow United 2-1 Barton Rovers |
| 6 | Sat 3 Oct | 16-0 v London LionsWinslow United 6-0 London Lions |
| 7 | Sat 10 Oct | 12-1 v Welwyn Garden CityWelwyn Garden City 1-2 Winslow United |
| 8 | Tue 13 Oct | 13-1 v Didcot TownDidcot Town 1-3 Winslow United |
| 9 | Sat 17 Oct | 1 3-1 v Flackwell HeathWinslow United 3-1 Flackwell Heath |
| 10 | Tue 20 Oct | 13-3 v MarlowWinslow United 3-3 Marlow |
| 11 | Sat 24 Oct | 13-0 v BiggleswadeBiggleswade 0-3 Winslow United |
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