| 1 | Sat 19 Jul | 74-4 v Coalville TownSkegness Town 4-4 Coalville Town | Friendly | 3 |
| 2 | Sun 27 Jul | 73-5 v Newark TownSkegness Town 3-5 Newark Town | United Counties League Premier Division North | 2 |
| 3 | Sat 2 Aug | 72-0 v Godmanchester RoversSkegness Town 2-0 Godmanchester Rovers | Emirates FA Cup Extra Preliminary Round | 2 |
| 4 | Wed 13 Aug | 74-2 v Harrowby UnitedSkegness Town 4-2 Harrowby United | United Counties League Premier Division North | 2 |
| 5 | Tue 26 Aug | 72-1 v Wisbech TownWisbech Town 1-2 Skegness Town | United Counties League Premier Division North | 1 |
| 6 | Tue 2 Sep | 71-1 v Deeping RangersDeeping Rangers 1-1 Skegness Town | United Counties League Premier Division North | 1 |
| 7 | Sat 6 Sep | 72-3 v PinxtonSkegness Town 2-3 Pinxton | Sports Ground Development UCL Cup | 2 |
| 8 | Sat 13 Sep | 72-0 v Newark and Sherwood UnitedSkegness Town 2-0 Newark and Sherwood United | United Counties League Premier Division North | 1 |
| 9 | Wed 17 Sep | 72-2 v Grantham TownSkegness Town 2-2 Grantham Town | United Counties League Premier Division North | 2 |
| 10 | Sat 18 Oct | 7 3-1 v BlackstonesSkegness Town 3-1 Blackstones | United Counties League Premier Division North | 1 |
| 11 | Wed 22 Oct | 72-0 v Wisbech TownSkegness Town 2-0 Wisbech Town | United Counties League Premier Division North | 1 |
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