| 1 | Sat 8 Aug | 32-1 v Daventry TownDaventry Town 1-2 Boston Town | Emirates FA Cup Extra Preliminary Round |
| 2 | Wed 12 Aug | 33-1 v Corby TownCorby Town 1-3 Boston Town | Northern Premier League - Midlands Division |
| 3 | Sat 15 Aug | 32-1 v Loughborough StudentsBoston Town 2-1 Loughborough Students | Northern Premier League - Midlands Division |
| 4 | Tue 18 Aug | 30-2 v Wellingborough TownBoston Town 0-2 Wellingborough Town | Northern Premier League - Midlands Division |
| 5 | Sat 22 Aug | 30-1 v Sherwood CollieryBoston Town 0-1 Sherwood Colliery | Emirates FA Cup Preliminary Round |
| 6 | Tue 25 Aug | 31-2 v Carlton TownCarlton Town 2-1 Boston Town | Northern Premier League - Midlands Division |
| 7 | Mon 31 Aug | 31-1 v Bourne TownBoston Town 1-1 Bourne Town | Northern Premier League - Midlands Division |
| 8 | Wed 9 Sep | 30-0 v Coventry UnitedCoventry United 0-0 Boston Town | Northern Premier League - Midlands Division |
| 9 | Sat 12 Sep | 30-3 v Belper TownBoston Town 0-3 Belper Town | Northern Premier League - Midlands Division |
| 10 | Sat 19 Sep | 32-0 v Bedworth UnitedBedworth United 0-2 Boston Town | Northern Premier League - Midlands Division |
| 11 | Tue 22 Sep | 3 3-2 v BarwellBoston Town 3-2 Barwell | Northern Premier League - Midlands Division |
| 12 | Sat 26 Sep | 32-2 v Coleshill TownBoston Town 2-2 Coleshill Town | Northern Premier League - Midlands Division |
| 13 | Sat 3 Oct | 33-2 v Rugby BoroughBoston Town 3-2 Rugby Borough | Northern Premier League - Midlands Division |
| 14 | Tue 6 Oct | 31-2 v Nuneaton TownNuneaton Town 2-1 Boston Town | Northern Premier League - Midlands Division |
| 15 | Sat 10 Oct | 33-3 v Sutton Coldfield TownSutton Coldfield Town 3-3 Boston Town | Northern Premier League - Midlands Division |
| 16 | Sat 17 Oct | 31-2 v Basford UnitedBoston Town 1-2 Basford United | Northern Premier League - Midlands Division |
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