| 1 | Wed 12 Aug | 15 3-1 v Corby TownCorby Town 1-3 Boston Town | Northern Premier League - Midlands Division |
| 2 | Sat 15 Aug | 112-1 v Loughborough StudentsBoston Town 2-1 Loughborough Students | Northern Premier League - Midlands Division |
| 3 | Tue 25 Aug | 121-2 v Carlton TownCarlton Town 2-1 Boston Town | Northern Premier League - Midlands Division |
| 4 | Mon 31 Aug | 121-1 v Bourne TownBoston Town 1-1 Bourne Town | Northern Premier League - Midlands Division |
| 5 | Wed 9 Sep | 150-0 v Coventry UnitedCoventry United 0-0 Boston Town | Northern Premier League - Midlands Division |
| 6 | Sat 12 Sep | 140-3 v Belper TownBoston Town 0-3 Belper Town | Northern Premier League - Midlands Division |
| 7 | Sat 19 Sep | 72-0 v Bedworth UnitedBedworth United 0-2 Boston Town | Northern Premier League - Midlands Division |
| 8 | Tue 22 Sep | 113-2 v BarwellBoston Town 3-2 Barwell | Northern Premier League - Midlands Division |
| 9 | Tue 29 Sep | 151-4 v Long Eaton UnitedLong Eaton United 4-1 Boston Town | Northern Premier League - Midlands Division |
| 10 | Sat 3 Oct | 143-2 v Rugby BoroughBoston Town 3-2 Rugby Borough | Northern Premier League - Midlands Division |
| 11 | Sat 10 Oct | 103-3 v Sutton Coldfield TownSutton Coldfield Town 3-3 Boston Town | Northern Premier League - Midlands Division |
| 12 | Sat 17 Oct | 101-2 v Basford UnitedBoston Town 1-2 Basford United | Northern Premier League - Midlands Division |
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