| 1 | Tue 22 Jul | 180-3 v Scunthorpe UnitedSkegness Town 0-3 Scunthorpe United | Friendly |
| 2 | Sun 27 Jul | 18 3-5 v Newark TownSkegness Town 3-5 Newark Town | United Counties League Premier Division North |
| 3 | Sat 20 Dec | 140-0 v Melton TownSkegness Town 0-0 Melton Town | United Counties League Premier Division North |
| 4 | Sat 27 Dec | 40-0 v Boston TownSkegness Town 0-0 Boston Town | United Counties League Premier Division North |
| 5 | Sat 3 Jan | 150-4 v Belper UnitedBelper United 4-0 Skegness Town | United Counties League Premier Division North |
| 6 | Sat 17 Jan | 70-2 v AFC MansfieldSkegness Town 0-2 AFC Mansfield | United Counties League Premier Division North |
| 7 | Sat 24 Jan | 10 1-4 v Newark TownNewark Town 4-1 Skegness Town | United Counties League Premier Division North |
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