| 1 | Tue 1 Jul | 92-2 v Retford UnitedRetford United 2-2 Boston Town | Friendly |
| 2 | Sat 5 Jul | 94-1 v March Town UnitedBoston Town 4-1 March Town United | Friendly |
| 3 | Sat 26 Jul | 142-2 v Heanor TownBoston Town 2-2 Heanor Town | United Counties League Premier Division North |
| 4 | Sat 2 Aug | 92-0 v Kimberley Miners WelfareBoston Town 2-0 Kimberley Miners Welfare | Emirates FA Cup Extra Preliminary Round |
| 5 | Sat 9 Aug | 92-1 v Ashby IvanhoeAshby Ivanhoe 1-2 Boston Town | United Counties League Premier Division North |
| 6 | Tue 12 Aug | 92-1 v Newark TownBoston Town 2-1 Newark Town | United Counties League Premier Division North |
| 7 | Sat 16 Aug | 90-0 v Newark and Sherwood UnitedNewark and Sherwood United 0-0 Boston Town | Emirates FA Cup Preliminary Round |
| 8 | Sat 30 Aug | 91-1 v Sporting KhalsaBoston Town 1-1 Sporting Khalsa | Emirates FA Cup First Qualifying Round |
| 9 | Tue 2 Sep | 90-2 v Sporting KhalsaSporting Khalsa 2-0 Boston Town | Emirates FA Cup First Qualifying Round Replay |
| 10 | Sat 6 Sep | 92-0 v Hucknall TownBoston Town 2-0 Hucknall Town | Sports Ground Development UCL Cup |
| 11 | Tue 23 Sep | 171-1 v Deeping RangersDeeping Rangers 1-1 Boston Town | United Counties League Premier Division North |
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