| 1 | Wed 12 Aug | 10 3-1 v Corby TownCorby Town 1-3 Boston Town | Northern Premier League - Midlands Division | 1 |
| 2 | Sat 15 Aug | 10 2-1 v Loughborough StudentsBoston Town 2-1 Loughborough Students | Northern Premier League - Midlands Division | 2 |
| 3 | Sat 19 Sep | 102-0 v Bedworth UnitedBedworth United 0-2 Boston Town | Northern Premier League - Midlands Division | 1 |
| 4 | Tue 22 Sep | 10 3-2 v BarwellBoston Town 3-2 Barwell | Northern Premier League - Midlands Division | 1 |
| 5 | Sat 26 Sep | 10 2-2 v Coleshill TownBoston Town 2-2 Coleshill Town | Northern Premier League - Midlands Division | 1 |
| 6 | Sat 17 Oct | 141-2 v Basford UnitedBoston Town 1-2 Basford United | Northern Premier League - Midlands Division | 1 |
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