| 1 | Sat 8 Aug | 60-2 v Retford FCSkegness Town 0-2 Retford FC | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 15 Aug | 61-1 v Eastwood CFCSkegness Town 1-1 Eastwood CFC | FA Vase |
| 3 | Tue 18 Aug | 63-1 v AFC MansfieldAFC Mansfield 1-3 Skegness Town | United Counties League Premier Division North |
| 4 | Sat 22 Aug | 6 0-1 v Kimberley Miners WelfareSkegness Town 0-1 Kimberley Miners Welfare | United Counties League Premier Division North |
| 5 | Sat 29 Aug | 61-0 v Maltby MainMaltby Main 0-1 Skegness Town | Sports Ground Development UCL Cup Preliminary Round |
| 6 | Wed 2 Sep | 64-2 v BlackstonesSkegness Town 4-2 Blackstones | United Counties League Premier Division North |
| 7 | Sat 19 Sep | 61-1 v Leicester NirvanaSkegness Town 1-1 Leicester Nirvana | United Counties League Premier Division North |
| 8 | Sat 26 Sep | 64-1 v West Bridgford ColtsWest Bridgford Colts 1-4 Skegness Town | Sports Ground Development UCL Cup First Round |
| 9 | Sat 3 Oct | 60-0 v Ashby IvanhoeSkegness Town 0-0 Ashby Ivanhoe | United Counties League Premier Division North |
| 10 | Wed 14 Oct | 62-0 v Brigg TownSkegness Town 2-0 Brigg Town | Lincolnshire Senior Trophy First Round |
| 11 | Sat 17 Oct | 6 0-2 v Belper UnitedBelper United 2-0 Skegness Town | United Counties League Premier Division North |
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