| 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 |
| 9 | Sat 18 Oct | 63-4 v Clay Cross TownBoston Town 3-4 Clay Cross Town | United Counties League Premier Division North |
| 10 | Sat 25 Oct | 150-2 v Gresley RoversGresley Rovers 2-0 Boston Town | United Counties League Premier Division North |
| 11 | Sat 1 Nov | 63-3 v MoultonMoulton 3-3 Boston Town | Sports Ground Development UCL Cup Second Round |
| 12 | Tue 4 Nov | 61-0 v Newark and Sherwood UnitedNewark and Sherwood United 0-1 Boston Town | United Counties League Premier Division North |
| 13 | Sat 8 Nov | 62-2 v Belper UnitedBelper United 2-2 Boston Town | United Counties League Premier Division North |
| 14 | Tue 11 Nov | 66-0 v Harrowby UnitedBoston Town 6-0 Harrowby United | United Counties League Premier Division North |
Football Web Pages