| 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 |
| 13 | Sat 21 Mar | 91-1 v Sherwood CollierySkegness Town 1-1 Sherwood Colliery | United Counties League Premier Division North |
| 14 | Sat 28 Mar | 103-2 v Clay Cross TownSkegness Town 3-2 Clay Cross Town | United Counties League Premier Division North |
| 15 | Sat 11 Apr | 81-2 v Ashby IvanhoeSkegness Town 1-2 Ashby Ivanhoe | United Counties League Premier Division North |
| 16 | Sat 25 Apr | 161-0 v Kimberley Miners WelfareSkegness Town 1-0 Kimberley Miners Welfare | United Counties League Premier Division North |
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