| 1 | Sat 19 Jul | 44-4 v Coalville TownSkegness Town 4-4 Coalville Town | Friendly |
| 2 | Tue 22 Jul | 40-3 v Scunthorpe UnitedSkegness Town 0-3 Scunthorpe United | Friendly |
| 3 | Sun 27 Jul | 43-5 v Newark TownSkegness Town 3-5 Newark Town | United Counties League Premier Division North |
| 4 | Wed 30 Jul | 42-1 v BlackstonesBlackstones 1-2 Skegness Town | United Counties League Premier Division North |
| 5 | Sat 2 Aug | 82-0 v Godmanchester RoversSkegness Town 2-0 Godmanchester Rovers | Emirates FA Cup Extra Preliminary Round |
| 6 | Wed 13 Aug | 84-2 v Harrowby UnitedSkegness Town 4-2 Harrowby United | United Counties League Premier Division North |
| 7 | Sat 16 Aug | 81-1 v Lincoln UnitedSkegness Town 1-1 Lincoln United | Emirates FA Cup Preliminary Round |
| 8 | Sat 4 Oct | 141-2 v Deeping RangersSkegness Town 1-2 Deeping Rangers | United Counties League Premier Division North |
| 9 | Sat 11 Oct | 171-3 v Melton TownMelton Town 3-1 Skegness Town | United Counties League Premier Division North |
| 10 | Tue 14 Oct | 171-1 v Louth TownLouth Town 1-1 Skegness Town | Lincolnshire Senior Trophy First Round |
| 11 | Sat 18 Oct | 113-1 v BlackstonesSkegness Town 3-1 Blackstones | United Counties League Premier Division North |
| 12 | Wed 22 Oct | 112-0 v Wisbech TownSkegness Town 2-0 Wisbech Town | United Counties League Premier Division North |
| 13 | Sat 25 Oct | 112-4 v AFC MansfieldAFC Mansfield 4-2 Skegness Town | United Counties League Premier Division North |
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