| 1 | Tue 2 Jul | 21-2 v WhitehavenWhitehaven 2-1 Workington AFC | Friendly |
| 2 | Sat 6 Jul | 34-0 v Coppull UnitedCoppull United 0-4 Workington AFC | Friendly |
| 3 | Tue 9 Jul | 22-1 v Carlisle CityWorkington AFC 2-1 Carlisle City | Friendly |
| 4 | Sat 13 Jul | 30-0 v Carlisle UnitedWorkington AFC 0-0 Carlisle United | Friendly |
| 5 | Tue 16 Jul | 171-2 v PenrithPenrith 2-1 Workington AFC | Friendly |
| 6 | Sat 20 Jul | 31-1 v MorecambeWorkington AFC 1-1 Morecambe | Friendly |
| 7 | Tue 30 Jul | 31-0 v Bolton WanderersWorkington AFC 1-0 Bolton Wanderers | Friendly |
| 8 | Sat 3 Aug | 31-3 v ClitheroeClitheroe 3-1 Workington AFC | Friendly |
| 9 | Sat 10 Aug | 30-2 v GuiseleyGuiseley 2-0 Workington AFC | Northern Premier League - Premier Division |
| 10 | Tue 13 Aug | 2 1-1 v Lancaster CityWorkington AFC 1-1 Lancaster City | Northern Premier League - Premier Division |
| 11 | Sat 17 Aug | 21-1 v Leek TownWorkington AFC 1-1 Leek Town | Northern Premier League - Premier Division |
| 12 | Tue 20 Aug | 32-0 v Prescot CablesPrescot Cables 0-2 Workington AFC | Northern Premier League - Premier Division |
| 13 | Sat 24 Aug | 30-3 v Ashton UnitedAshton United 3-0 Workington AFC | Northern Premier League - Premier Division |
| 14 | Mon 26 Aug | 32-1 v Hebburn TownWorkington AFC 2-1 Hebburn Town | Northern Premier League - Premier Division |
| 15 | Sat 31 Aug | 30-1 v Hebburn TownWorkington AFC 0-1 Hebburn Town | Emirates FA Cup First Qualifying Round |
| 16 | Sat 7 Sep | 21-1 v Warrington RylandsWorkington AFC 1-1 Warrington Rylands | Northern Premier League - Premier Division |
| 17 | Tue 10 Sep | 20-1 v Blyth SpartansBlyth Spartans 1-0 Workington AFC | Northern Premier League - Premier Division |
| 18 | Sat 14 Sep | 2 1-2 v Matlock TownMatlock Town 2-1 Workington AFC | Northern Premier League - Premier Division |
| 19 | Tue 17 Sep | 111-2 v Bamber BridgeWorkington AFC 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 20 | Sat 21 Sep | 113-1 v Whitby TownWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 21 | Sat 28 Sep | 125-0 v Mirehouse AFCMirehouse AFC 0-5 Workington AFC | Cumberland Senior Cup First Round |
| 22 | Sat 5 Oct | 113-1 v Morpeth TownWorkington AFC 3-1 Morpeth Town | Isuzu FA Trophy Third Qualifying Round |
| 23 | Sat 12 Oct | 32-1 v Ilkeston TownWorkington AFC 2-1 Ilkeston Town | Northern Premier League - Premier Division |
| 24 | Sat 19 Oct | 32-3 v Hyde UnitedHyde United 3-2 Workington AFC | Northern Premier League - Premier Division |
| 25 | Wed 23 Oct | 20-5 v Stockton TownStockton Town 5-0 Workington AFC | Northern Premier League - Premier Division |
| 26 | Sat 26 Oct | 2 2-3 v Bamber BridgeWorkington AFC 2-3 Bamber Bridge | Isuzu FA Trophy First Round |
| 27 | Sat 2 Nov | 22-1 v Worksop TownWorkington AFC 2-1 Worksop Town | Northern Premier League - Premier Division |
| 28 | Sat 9 Nov | 110-3 v Gainsborough TrinityGainsborough Trinity 3-0 Workington AFC | Northern Premier League - Premier Division |
| 29 | Tue 12 Nov | 153-3 v WhitehavenWorkington AFC 3-3 Whitehaven | Cumberland Senior Cup Second Round |
| 30 | Sat 16 Nov | 22-2 v FC United of ManchesterFC United of Manchester 2-2 Workington AFC | Northern Premier League - Premier Division |
| 31 | Sat 23 Nov | 2 3-1 v MickleoverMickleover 1-3 Workington AFC | Northern Premier League - Premier Division |
| 32 | Tue 26 Nov | 22-0 v Basford UnitedWorkington AFC 2-0 Basford United | Northern Premier League - Premier Division |
| 33 | Sat 30 Nov | 20-1 v MacclesfieldWorkington AFC 0-1 Macclesfield | Northern Premier League - Premier Division |
| 34 | Sat 14 Dec | 21-2 v Warrington RylandsWarrington Rylands 2-1 Workington AFC | Northern Premier League - Premier Division |
| 35 | Sat 21 Dec | 71-1 v Lancaster CityLancaster City 1-1 Workington AFC | Northern Premier League - Premier Division |
| 36 | Tue 11 Feb | 172-1 v Bamber BridgeBamber Bridge 1-2 Workington AFC | Northern Premier League - Premier Division |
| 37 | Sat 15 Feb | 171-0 v Hyde UnitedWorkington AFC 1-0 Hyde United | Northern Premier League - Premier Division |
| 38 | Sat 22 Feb | 32-4 v Worksop TownWorksop Town 4-2 Workington AFC | Northern Premier League - Premier Division |
| 39 | Sat 1 Mar | 140-1 v FC United of ManchesterWorkington AFC 0-1 FC United of Manchester | Northern Premier League - Premier Division |
| 40 | Sat 8 Mar | 144-1 v Blyth SpartansWorkington AFC 4-1 Blyth Spartans | Northern Premier League - Premier Division |
| 41 | Sat 15 Mar | 111-1 v Gainsborough TrinityWorkington AFC 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 42 | Sat 22 Mar | 171-2 v Basford UnitedBasford United 2-1 Workington AFC | Northern Premier League - Premier Division |
| 43 | Sat 29 Mar | 103-0 v MickleoverWorkington AFC 3-0 Mickleover | Northern Premier League - Premier Division |
| 44 | Sat 5 Apr | 10 2-3 v MacclesfieldMacclesfield 3-2 Workington AFC | Northern Premier League - Premier Division |
| 45 | Sat 12 Apr | 70-1 v Leek TownLeek Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 46 | Sat 19 Apr | 142-0 v Prescot CablesWorkington AFC 2-0 Prescot Cables | Northern Premier League - Premier Division |
| 47 | Mon 21 Apr | 20-1 v Morpeth TownMorpeth Town 1-0 Workington AFC | Northern Premier League - Premier Division |
| 48 | Sat 26 Apr | 105-1 v Ashton UnitedWorkington AFC 5-1 Ashton United | Northern Premier League - Premier Division |
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