| 1 | Sat 14 Sep | 61-2 v Matlock TownMatlock Town 2-1 Workington AFC | Northern Premier League - Premier Division |
| 2 | Tue 17 Sep | 41-2 v Bamber BridgeWorkington AFC 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 3 | Sat 21 Sep | 63-1 v Whitby TownWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 4 | Sat 5 Oct | 63-1 v Morpeth TownWorkington AFC 3-1 Morpeth Town | Isuzu FA Trophy Third Qualifying Round |
| 5 | Sat 12 Oct | 62-1 v Ilkeston TownWorkington AFC 2-1 Ilkeston Town | Northern Premier League - Premier Division |
| 6 | Sat 19 Oct | 52-3 v Hyde UnitedHyde United 3-2 Workington AFC | Northern Premier League - Premier Division |
| 7 | Wed 23 Oct | 60-5 v Stockton TownStockton Town 5-0 Workington AFC | Northern Premier League - Premier Division |
| 8 | Sat 26 Oct | 42-3 v Bamber BridgeWorkington AFC 2-3 Bamber Bridge | Isuzu FA Trophy First Round |
| 9 | Sat 2 Nov | 62-1 v Worksop TownWorkington AFC 2-1 Worksop Town | Northern Premier League - Premier Division |
| 10 | Sat 9 Nov | 60-3 v Gainsborough TrinityGainsborough Trinity 3-0 Workington AFC | Northern Premier League - Premier Division |
| 11 | Sat 16 Nov | 62-2 v FC United of ManchesterFC United of Manchester 2-2 Workington AFC | Northern Premier League - Premier Division |
| 12 | Sat 23 Nov | 6 3-1 v MickleoverMickleover 1-3 Workington AFC | Northern Premier League - Premier Division |
| 13 | Tue 26 Nov | 62-0 v Basford UnitedWorkington AFC 2-0 Basford United | Northern Premier League - Premier Division |
| 14 | Sat 30 Nov | 60-1 v MacclesfieldWorkington AFC 0-1 Macclesfield | Northern Premier League - Premier Division |
| 15 | Sat 14 Dec | 61-2 v Warrington RylandsWarrington Rylands 2-1 Workington AFC | Northern Premier League - Premier Division |
| 16 | Sat 21 Dec | 61-1 v Lancaster CityLancaster City 1-1 Workington AFC | Northern Premier League - Premier Division |
| 17 | Thu 26 Dec | 62-2 v Morpeth TownWorkington AFC 2-2 Morpeth Town | Northern Premier League - Premier Division |
| 18 | Wed 1 Jan | 61-3 v Hebburn TownHebburn Town 3-1 Workington AFC | Northern Premier League - Premier Division |
| 19 | Sat 4 Jan | 60-2 v GuiseleyWorkington AFC 0-2 Guiseley | Northern Premier League - Premier Division |
| 20 | Sat 18 Jan | 64-2 v Matlock TownWorkington AFC 4-2 Matlock Town | Northern Premier League - Premier Division |
| 21 | Tue 21 Jan | 121-3 v Carlisle CityCarlisle City 3-1 Workington AFC | Cumberland Senior Cup Quarter Final |
| 22 | Sat 25 Jan | 63-1 v Whitby TownWhitby Town 1-3 Workington AFC | Northern Premier League - Premier Division |
| 23 | Sat 1 Feb | 61-3 v Stockton TownWorkington AFC 1-3 Stockton Town | Northern Premier League - Premier Division |
| 24 | Sat 8 Feb | 60-1 v Ilkeston TownIlkeston Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 25 | Tue 11 Feb | 62-1 v Bamber BridgeBamber Bridge 1-2 Workington AFC | Northern Premier League - Premier Division |
| 26 | Sat 22 Feb | 122-4 v Worksop TownWorksop Town 4-2 Workington AFC | Northern Premier League - Premier Division |
| 27 | Sat 1 Mar | 60-1 v FC United of ManchesterWorkington AFC 0-1 FC United of Manchester | Northern Premier League - Premier Division |
| 28 | Sat 8 Mar | 64-1 v Blyth SpartansWorkington AFC 4-1 Blyth Spartans | Northern Premier League - Premier Division |
| 29 | Sat 15 Mar | 6 1-1 v Gainsborough TrinityWorkington AFC 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 30 | Sat 22 Mar | 61-2 v Basford UnitedBasford United 2-1 Workington AFC | Northern Premier League - Premier Division |
| 31 | Sat 12 Apr | 120-1 v Leek TownLeek Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 32 | Mon 21 Apr | 120-1 v Morpeth TownMorpeth Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 33 | Sat 26 Apr | 65-1 v Ashton UnitedWorkington AFC 5-1 Ashton United | Northern Premier League - Premier Division |
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