| 1 | Sat 8 Aug | 52-1 v Daventry TownDaventry Town 1-2 Boston Town | Emirates FA Cup Extra Preliminary Round |
| 2 | Wed 12 Aug | 53-1 v Corby TownCorby Town 1-3 Boston Town | Northern Premier League - Midlands Division |
| 3 | Sat 15 Aug | 52-1 v Loughborough StudentsBoston Town 2-1 Loughborough Students | Northern Premier League - Midlands Division |
| 4 | Tue 18 Aug | 50-2 v Wellingborough TownBoston Town 0-2 Wellingborough Town | Northern Premier League - Midlands Division |
| 5 | Sat 22 Aug | 50-1 v Sherwood CollieryBoston Town 0-1 Sherwood Colliery | Emirates FA Cup Preliminary Round |
| 6 | Mon 31 Aug | 51-1 v Bourne TownBoston Town 1-1 Bourne Town | Northern Premier League - Midlands Division |
| 7 | Wed 9 Sep | 50-0 v Coventry UnitedCoventry United 0-0 Boston Town | Northern Premier League - Midlands Division |
| 8 | Sat 12 Sep | 50-3 v Belper TownBoston Town 0-3 Belper Town | Northern Premier League - Midlands Division |
| 9 | Sat 19 Sep | 52-0 v Bedworth UnitedBedworth United 0-2 Boston Town | Northern Premier League - Midlands Division |
| 10 | Tue 22 Sep | 53-2 v BarwellBoston Town 3-2 Barwell | Northern Premier League - Midlands Division |
| 11 | Tue 29 Sep | 5 1-4 v Long Eaton UnitedLong Eaton United 4-1 Boston Town | Northern Premier League - Midlands Division |
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