| 1 | Tue 1 Jul | 62-2 v Retford UnitedRetford United 2-2 Boston Town | Friendly |
| 2 | Sat 12 Jul | 55-1 v Pinchbeck UnitedPinchbeck United 1-5 Boston Town | Friendly |
| 3 | Tue 15 Jul | 52-2 v Boston UnitedBoston Town 2-2 Boston United | Friendly |
| 4 | Tue 16 Sep | 157-2 v Wisbech TownBoston Town 7-2 Wisbech Town | United Counties League Premier Division North |
| 5 | Sat 20 Sep | 147-0 v BlackstonesBoston Town 7-0 Blackstones | United Counties League Premier Division North |
| 6 | Sat 27 Sep | 63-1 v Melton TownBoston Town 3-1 Melton Town | United Counties League Premier Division North |
| 7 | Tue 30 Sep | 62-1 v Sherwood CollierySherwood Colliery 1-2 Boston Town | Sports Ground Development UCL Cup First Round |
| 8 | Sat 4 Oct | 65-0 v Harrowby UnitedHarrowby United 0-5 Boston Town | United Counties League Premier Division North |
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