| 1 | Sat 22 Aug | 120-1 v Kimberley Miners WelfareSkegness Town 0-1 Kimberley Miners Welfare | United Counties League Premier Division North |
| 2 | Sat 29 Aug | 111-0 v Maltby MainMaltby Main 0-1 Skegness Town | Sports Ground Development UCL Cup Preliminary Round |
| 3 | Wed 2 Sep | 74-2 v BlackstonesSkegness Town 4-2 Blackstones | United Counties League Premier Division North |
| 4 | Sat 5 Sep | 151-1 v SheffieldSkegness Town 1-1 Sheffield | United Counties League Premier Division North |
| 5 | Sat 12 Sep | 12 1-3 v Gresley RoversGresley Rovers 3-1 Skegness Town | United Counties League Premier Division North |
| 6 | Sat 19 Sep | 111-1 v Leicester NirvanaSkegness Town 1-1 Leicester Nirvana | United Counties League Premier Division North |
| 7 | Sat 26 Sep | 94-1 v West Bridgford ColtsWest Bridgford Colts 1-4 Skegness Town | Sports Ground Development UCL Cup First Round |
| 8 | Wed 30 Sep | 92-5 v BlackstonesBlackstones 5-2 Skegness Town | United Counties League Premier Division North |
| 9 | Sat 3 Oct | 90-0 v Ashby IvanhoeSkegness Town 0-0 Ashby Ivanhoe | United Counties League Premier Division North |
| 10 | Wed 14 Oct | 142-0 v Brigg TownSkegness Town 2-0 Brigg Town | Lincolnshire Senior Trophy First Round |
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