| 1 | Tue 9 Jul | 12-1 v Carlisle CityWorkington AFC 2-1 Carlisle City | Friendly |
| 2 | Sat 13 Jul | 10-0 v Carlisle UnitedWorkington AFC 0-0 Carlisle United | Friendly |
| 3 | Sat 20 Jul | 11-1 v MorecambeWorkington AFC 1-1 Morecambe | Friendly |
| 4 | Tue 30 Jul | 11-0 v Bolton WanderersWorkington AFC 1-0 Bolton Wanderers | Friendly |
| 5 | Sat 3 Aug | 11-3 v ClitheroeClitheroe 3-1 Workington AFC | Friendly |
| 6 | Sat 10 Aug | 10-2 v GuiseleyGuiseley 2-0 Workington AFC | Northern Premier League - Premier Division |
| 7 | Tue 13 Aug | 11-1 v Lancaster CityWorkington AFC 1-1 Lancaster City | Northern Premier League - Premier Division |
| 8 | Sat 17 Aug | 11-1 v Leek TownWorkington AFC 1-1 Leek Town | Northern Premier League - Premier Division |
| 9 | Tue 20 Aug | 12-0 v Prescot CablesPrescot Cables 0-2 Workington AFC | Northern Premier League - Premier Division |
| 10 | Sat 24 Aug | 10-3 v Ashton UnitedAshton United 3-0 Workington AFC | Northern Premier League - Premier Division |
| 11 | Mon 26 Aug | 1 2-1 v Hebburn TownWorkington AFC 2-1 Hebburn Town | Northern Premier League - Premier Division |
| 12 | Sat 31 Aug | 10-1 v Hebburn TownWorkington AFC 0-1 Hebburn Town | Emirates FA Cup First Qualifying Round |
| 13 | Sat 7 Sep | 11-1 v Warrington RylandsWorkington AFC 1-1 Warrington Rylands | Northern Premier League - Premier Division |
| 14 | Tue 10 Sep | 10-1 v Blyth SpartansBlyth Spartans 1-0 Workington AFC | Northern Premier League - Premier Division |
| 15 | Sat 14 Sep | 11-2 v Matlock TownMatlock Town 2-1 Workington AFC | Northern Premier League - Premier Division |
| 16 | Tue 17 Sep | 11-2 v Bamber BridgeWorkington AFC 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 17 | Sat 21 Sep | 13-1 v Whitby TownWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 18 | Sat 5 Oct | 13-1 v Morpeth TownWorkington AFC 3-1 Morpeth Town | Isuzu FA Trophy Third Qualifying Round |
| 19 | Sat 12 Oct | 12-1 v Ilkeston TownWorkington AFC 2-1 Ilkeston Town | Northern Premier League - Premier Division |
| 20 | Sat 19 Oct | 12-3 v Hyde UnitedHyde United 3-2 Workington AFC | Northern Premier League - Premier Division |
| 21 | Wed 23 Oct | 10-5 v Stockton TownStockton Town 5-0 Workington AFC | Northern Premier League - Premier Division |
| 22 | Sat 26 Oct | 12-3 v Bamber BridgeWorkington AFC 2-3 Bamber Bridge | Isuzu FA Trophy First Round |
| 23 | Sat 2 Nov | 12-1 v Worksop TownWorkington AFC 2-1 Worksop Town | Northern Premier League - Premier Division |
| 24 | Sat 9 Nov | 10-3 v Gainsborough TrinityGainsborough Trinity 3-0 Workington AFC | Northern Premier League - Premier Division |
| 25 | Sat 16 Nov | 12-2 v FC United of ManchesterFC United of Manchester 2-2 Workington AFC | Northern Premier League - Premier Division |
| 26 | Sat 23 Nov | 13-1 v MickleoverMickleover 1-3 Workington AFC | Northern Premier League - Premier Division |
| 27 | Tue 26 Nov | 12-0 v Basford UnitedWorkington AFC 2-0 Basford United | Northern Premier League - Premier Division |
| 28 | Sat 30 Nov | 10-1 v MacclesfieldWorkington AFC 0-1 Macclesfield | Northern Premier League - Premier Division |
| 29 | Sat 14 Dec | 11-2 v Warrington RylandsWarrington Rylands 2-1 Workington AFC | Northern Premier League - Premier Division |
| 30 | Sat 21 Dec | 11-1 v Lancaster CityLancaster City 1-1 Workington AFC | Northern Premier League - Premier Division |
| 31 | Thu 26 Dec | 12-2 v Morpeth TownWorkington AFC 2-2 Morpeth Town | Northern Premier League - Premier Division |
| 32 | Wed 1 Jan | 11-3 v Hebburn TownHebburn Town 3-1 Workington AFC | Northern Premier League - Premier Division |
| 33 | Sat 4 Jan | 10-2 v GuiseleyWorkington AFC 0-2 Guiseley | Northern Premier League - Premier Division |
| 34 | Sat 18 Jan | 14-2 v Matlock TownWorkington AFC 4-2 Matlock Town | Northern Premier League - Premier Division |
| 35 | Sat 25 Jan | 1 3-1 v Whitby TownWhitby Town 1-3 Workington AFC | Northern Premier League - Premier Division |
| 36 | Sat 1 Feb | 11-3 v Stockton TownWorkington AFC 1-3 Stockton Town | Northern Premier League - Premier Division |
| 37 | Sat 8 Feb | 10-1 v Ilkeston TownIlkeston Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 38 | Tue 11 Feb | 12-1 v Bamber BridgeBamber Bridge 1-2 Workington AFC | Northern Premier League - Premier Division |
| 39 | Sat 12 Apr | 10-1 v Leek TownLeek Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 40 | Sat 19 Apr | 12-0 v Prescot CablesWorkington AFC 2-0 Prescot Cables | Northern Premier League - Premier Division |
| 41 | Mon 21 Apr | 10-1 v Morpeth TownMorpeth Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 42 | Sat 26 Apr | 15-1 v Ashton UnitedWorkington AFC 5-1 Ashton United | Northern Premier League - Premier Division |
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