| 1 | Tue 11 Aug | 20-1 v Milton Keynes IrishMilton Keynes Irish 1-0 Winslow United | Southern League - Central Division |
| 2 | Sat 15 Aug | 23-1 v Royston TownWinslow United 3-1 Royston Town | Southern League - Central Division |
| 3 | Mon 31 Aug | 22-1 v HadleyHadley 1-2 Winslow United | Southern League - Central Division |
| 4 | Tue 15 Sep | 21-1 v StotfoldStotfold 1-1 Winslow United | Southern League - Central Division |
| 5 | Tue 29 Sep | 22-1 v Barton RoversWinslow United 2-1 Barton Rovers | Southern League - Central Division |
| 6 | Sat 3 Oct | 26-0 v London LionsWinslow United 6-0 London Lions | Southern League - Central Division |
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