| 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 |
| 15 | Sat 13 Dec | 162-0 v Deeping RangersBoston Town 2-0 Deeping Rangers | United Counties League Premier Division North |
| 16 | Sat 20 Dec | 6 0-0 v Grantham TownGrantham Town 0-0 Boston Town | United Counties League Premier Division North |
| 17 | Sat 27 Dec | 60-0 v Skegness TownSkegness Town 0-0 Boston Town | United Counties League Premier Division North |
| 18 | Sat 17 Jan | 64-1 v Belper UnitedBoston Town 4-1 Belper United | United Counties League Premier Division North |
| 19 | Tue 20 Jan | 60-1 v Grantham TownBoston Town 0-1 Grantham Town | Lincolnshire Senior Trophy Semi Final |
| 20 | Sat 24 Jan | 63-2 v Ashby IvanhoeBoston Town 3-2 Ashby Ivanhoe | United Counties League Premier Division North |
| 21 | Sat 31 Jan | 61-2 v Sherwood CollierySherwood Colliery 2-1 Boston Town | United Counties League Premier Division North |
| 22 | Sat 7 Feb | 62-5 v Heanor TownHeanor Town 5-2 Boston Town | United Counties League Premier Division North |
| 23 | Sat 28 Feb | 64-0 v Sherwood CollieryBoston Town 4-0 Sherwood Colliery | United Counties League Premier Division North |
| 24 | Sat 7 Mar | 63-2 v Kimberley Miners WelfareKimberley Miners Welfare 2-3 Boston Town | United Counties League Premier Division North |
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