| 1 | Tue 2 Jul | 111-2 v WhitehavenWhitehaven 2-1 Workington AFC | Friendly |
| 2 | Sat 6 Jul | 64-0 v Coppull UnitedCoppull United 0-4 Workington AFC | Friendly |
| 3 | Sat 13 Jul | 80-0 v Carlisle UnitedWorkington AFC 0-0 Carlisle United | Friendly |
| 4 | Tue 16 Jul | 81-2 v PenrithPenrith 2-1 Workington AFC | Friendly |
| 5 | Sat 20 Jul | 121-1 v MorecambeWorkington AFC 1-1 Morecambe | Friendly |
| 6 | Tue 30 Jul | 81-0 v Bolton WanderersWorkington AFC 1-0 Bolton Wanderers | Friendly |
| 7 | Sat 3 Aug | 71-3 v ClitheroeClitheroe 3-1 Workington AFC | Friendly |
| 8 | Sat 10 Aug | 120-2 v GuiseleyGuiseley 2-0 Workington AFC | Northern Premier League - Premier Division |
| 9 | Tue 13 Aug | 141-1 v Lancaster CityWorkington AFC 1-1 Lancaster City | Northern Premier League - Premier Division |
| 10 | Sat 17 Aug | 151-1 v Leek TownWorkington AFC 1-1 Leek Town | Northern Premier League - Premier Division |
| 11 | Tue 20 Aug | 142-0 v Prescot CablesPrescot Cables 0-2 Workington AFC | Northern Premier League - Premier Division |
| 12 | Sat 24 Aug | 7 0-3 v Ashton UnitedAshton United 3-0 Workington AFC | Northern Premier League - Premier Division |
| 13 | Mon 26 Aug | 142-1 v Hebburn TownWorkington AFC 2-1 Hebburn Town | Northern Premier League - Premier Division |
| 14 | Sat 31 Aug | 110-1 v Hebburn TownWorkington AFC 0-1 Hebburn Town | Emirates FA Cup First Qualifying Round |
| 15 | Sat 7 Sep | 101-1 v Warrington RylandsWorkington AFC 1-1 Warrington Rylands | Northern Premier League - Premier Division |
| 16 | Sat 14 Sep | 161-2 v Matlock TownMatlock Town 2-1 Workington AFC | Northern Premier League - Premier Division |
| 17 | Tue 17 Sep | 91-2 v Bamber BridgeWorkington AFC 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 18 | Sat 21 Sep | 143-1 v Whitby TownWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 19 | Sat 28 Sep | 65-0 v Mirehouse AFCMirehouse AFC 0-5 Workington AFC | Cumberland Senior Cup First Round |
| 20 | Sat 5 Oct | 173-1 v Morpeth TownWorkington AFC 3-1 Morpeth Town | Isuzu FA Trophy Third Qualifying Round |
| 21 | Sat 12 Oct | 152-1 v Ilkeston TownWorkington AFC 2-1 Ilkeston Town | Northern Premier League - Premier Division |
| 22 | Sat 19 Oct | 152-3 v Hyde UnitedHyde United 3-2 Workington AFC | Northern Premier League - Premier Division |
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