| 1 | Wed 12 Aug | 13-1 v Corby TownCorby Town 1-3 Boston Town | Northern Premier League - Midlands Division |
| 2 | Sat 15 Aug | 12-1 v Loughborough StudentsBoston Town 2-1 Loughborough Students | Northern Premier League - Midlands Division |
| 3 | Tue 18 Aug | 10-2 v Wellingborough TownBoston Town 0-2 Wellingborough Town | Northern Premier League - Midlands Division |
| 4 | Tue 25 Aug | 11-2 v Carlton TownCarlton Town 2-1 Boston Town | Northern Premier League - Midlands Division |
| 5 | Mon 31 Aug | 11-1 v Bourne TownBoston Town 1-1 Bourne Town | Northern Premier League - Midlands Division |
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