| 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 |
| 8 | Sat 7 Feb | 151-2 v Eastwood CommunityEastwood Community 2-1 Skegness Town | United Counties League Premier Division North |
| 9 | Sat 14 Feb | 152-0 v Kimberley Miners WelfareKimberley Miners Welfare 0-2 Skegness Town | United Counties League Premier Division North |
| 10 | Tue 17 Feb | 152-5 v Grantham TownGrantham Town 5-2 Skegness Town | United Counties League Premier Division North |
| 11 | Sat 7 Mar | 90-5 v Sherwood CollierySherwood Colliery 5-0 Skegness Town | United Counties League Premier Division North |
| 12 | Sat 14 Mar | 9 1-0 v Gresley RoversSkegness Town 1-0 Gresley Rovers | United Counties League Premier Division North |
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