| 1 | Sat 18 Jan | 34-2 v Matlock TownWorkington AFC 4-2 Matlock Town | Northern Premier League - Premier Division |
| 2 | Tue 21 Jan | 61-3 v Carlisle CityCarlisle City 3-1 Workington AFC | Cumberland Senior Cup Quarter Final |
| 3 | Sat 25 Jan | 23-1 v Whitby TownWhitby Town 1-3 Workington AFC | Northern Premier League - Premier Division |
| 4 | Tue 11 Feb | 22-1 v Bamber BridgeBamber Bridge 1-2 Workington AFC | Northern Premier League - Premier Division |
| 5 | Sat 15 Feb | 21-0 v Hyde UnitedWorkington AFC 1-0 Hyde United | Northern Premier League - Premier Division |
| 6 | Sat 22 Feb | 22-4 v Worksop TownWorksop Town 4-2 Workington AFC | Northern Premier League - Premier Division |
| 7 | Sat 1 Mar | 20-1 v FC United of ManchesterWorkington AFC 0-1 FC United of Manchester | Northern Premier League - Premier Division |
| 8 | Sat 8 Mar | 24-1 v Blyth SpartansWorkington AFC 4-1 Blyth Spartans | Northern Premier League - Premier Division |
| 9 | Sat 15 Mar | 2 1-1 v Gainsborough TrinityWorkington AFC 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 10 | Sat 29 Mar | 23-0 v MickleoverWorkington AFC 3-0 Mickleover | Northern Premier League - Premier Division |
| 11 | Sat 5 Apr | 2 2-3 v MacclesfieldMacclesfield 3-2 Workington AFC | Northern Premier League - Premier Division |
| 12 | Sat 12 Apr | 2 0-1 v Leek TownLeek Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 13 | Sat 19 Apr | 22-0 v Prescot CablesWorkington AFC 2-0 Prescot Cables | Northern Premier League - Premier Division |
| 14 | Sat 26 Apr | 25-1 v Ashton UnitedWorkington AFC 5-1 Ashton United | Northern Premier League - Premier Division |
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