| 1 | Sat 6 Sep | 142-0 v Hucknall TownBoston Town 2-0 Hucknall Town | Sports Ground Development UCL Cup |
| 2 | Tue 16 Sep | 127-2 v Wisbech TownBoston Town 7-2 Wisbech Town | United Counties League Premier Division North |
| 3 | Sat 20 Sep | 127-0 v BlackstonesBoston Town 7-0 Blackstones | United Counties League Premier Division North |
| 4 | Tue 23 Sep | 121-1 v Deeping RangersDeeping Rangers 1-1 Boston Town | United Counties League Premier Division North |
| 5 | Tue 30 Sep | 142-1 v Sherwood CollierySherwood Colliery 1-2 Boston Town | Sports Ground Development UCL Cup First Round |
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