| 1 | Sat 12 Jul | 75-1 v Pinchbeck UnitedPinchbeck United 1-5 Boston Town | Friendly | 1 |
| 2 | Sat 2 Aug | 82-0 v Kimberley Miners WelfareBoston Town 2-0 Kimberley Miners Welfare | Emirates FA Cup Extra Preliminary Round | 1 |
| 3 | Tue 19 Aug | 74-1 v Newark and Sherwood UnitedBoston Town 4-1 Newark and Sherwood United | Emirates FA Cup Preliminary Round Replay | 2 |
| 4 | Sat 30 Aug | 7 1-1 v Sporting KhalsaBoston Town 1-1 Sporting Khalsa | Emirates FA Cup First Qualifying Round | 1 |
| 5 | Sat 6 Sep | 72-0 v Hucknall TownBoston Town 2-0 Hucknall Town | Sports Ground Development UCL Cup | 2 |
| 6 | Sat 13 Sep | 73-1 v Hucknall TownHucknall Town 1-3 Boston Town | United Counties League Premier Division North | 1 |
| 7 | Tue 16 Sep | 77-2 v Wisbech TownBoston Town 7-2 Wisbech Town | United Counties League Premier Division North | 3 |
| 8 | Tue 30 Sep | 7 2-1 v Sherwood CollierySherwood Colliery 1-2 Boston Town | Sports Ground Development UCL Cup First Round | 1 |
| 9 | Sat 18 Oct | 73-4 v Clay Cross TownBoston Town 3-4 Clay Cross Town | United Counties League Premier Division North | 1 |
| 10 | Sat 1 Nov | 73-3 v MoultonMoulton 3-3 Boston Town | Sports Ground Development UCL Cup Second Round | 1 |
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