| 1 | Sat 12 Jul | 115-1 v Pinchbeck UnitedPinchbeck United 1-5 Boston Town | Friendly |
| 2 | Tue 15 Jul | 82-2 v Boston UnitedBoston Town 2-2 Boston United | Friendly |
| 3 | Sat 26 Jul | 112-2 v Heanor TownBoston Town 2-2 Heanor Town | United Counties League Premier Division North |
| 4 | Sat 2 Aug | 112-0 v Kimberley Miners WelfareBoston Town 2-0 Kimberley Miners Welfare | Emirates FA Cup Extra Preliminary Round |
| 5 | Sat 9 Aug | 112-1 v Ashby IvanhoeAshby Ivanhoe 1-2 Boston Town | United Counties League Premier Division North |
| 6 | Tue 12 Aug | 152-1 v Newark TownBoston Town 2-1 Newark Town | United Counties League Premier Division North |
| 7 | Sat 16 Aug | 150-0 v Newark and Sherwood UnitedNewark and Sherwood United 0-0 Boston Town | Emirates FA Cup Preliminary Round |
| 8 | Tue 2 Sep | 140-2 v Sporting KhalsaSporting Khalsa 2-0 Boston Town | Emirates FA Cup First Qualifying Round Replay |
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