| 1 | Sat 8 Jul | 90-4 v DumbartonWorkington AFC 0-4 Dumbarton | Friendly |
| 2 | Sat 15 Jul | 100-3 v Carlisle UnitedWorkington AFC 0-3 Carlisle United | Friendly |
| 3 | Tue 25 Jul | 93-1 v PenrithWorkington AFC 3-1 Penrith | Friendly |
| 4 | Sat 29 Jul | 93-0 v Ashington AFCAshington AFC 0-3 Workington AFC | Friendly |
| 5 | Sat 5 Aug | 155-0 v DunstonDunston 0-5 Workington AFC | Friendly |
| 6 | Sat 12 Aug | 95-0 v Ashton UnitedWorkington AFC 5-0 Ashton United | Northern Premier League - Premier Division |
| 7 | Tue 15 Aug | 90-3 v Morpeth TownMorpeth Town 3-0 Workington AFC | Northern Premier League - Premier Division |
| 8 | Sat 19 Aug | 91-6 v Ilkeston TownIlkeston Town 6-1 Workington AFC | Northern Premier League - Premier Division |
| 9 | Tue 22 Aug | 91-4 v RadcliffeWorkington AFC 1-4 Radcliffe | Northern Premier League - Premier Division |
| 10 | Sat 26 Aug | 102-1 v Stafford RangersWorkington AFC 2-1 Stafford Rangers | Northern Premier League - Premier Division |
| 11 | Sat 2 Sep | 106-0 v Prestwich HeysWorkington AFC 6-0 Prestwich Heys | Emirates FA Cup First Qualifying Round |
| 12 | Fri 15 Sep | 101-3 v DarlingtonDarlington 3-1 Workington AFC | Emirates FA Cup Second Qualifying Round |
| 13 | Sat 23 Sep | 102-1 v Bradford (Park Avenue)Bradford (Park Avenue) 1-2 Workington AFC | Northern Premier League - Premier Division |
| 14 | Tue 26 Sep | 102-1 v Lancaster CityWorkington AFC 2-1 Lancaster City | Northern Premier League - Premier Division |
| 15 | Sat 30 Sep | 102-1 v FC United of ManchesterWorkington AFC 2-1 FC United of Manchester | Northern Premier League - Premier Division |
| 16 | Sat 7 Oct | 171-3 v Hyde UnitedWorkington AFC 1-3 Hyde United | Isuzu FA Trophy Third Qualifying Round |
| 17 | Tue 10 Oct | 100-1 v Warrington RylandsWarrington Rylands 1-0 Workington AFC | Northern Premier League - Premier Division |
| 18 | Sat 14 Oct | 102-2 v Matlock TownMatlock Town 2-2 Workington AFC | Northern Premier League - Premier Division |
| 19 | Sat 21 Oct | 102-3 v Gainsborough TrinityWorkington AFC 2-3 Gainsborough Trinity | Northern Premier League - Premier Division |
| 20 | Sat 11 Nov | 163-4 v GuiseleyGuiseley 4-3 Workington AFC | Northern Premier League - Premier Division |
| 21 | Sat 18 Nov | 103-0 v Basford UnitedBasford United 0-3 Workington AFC | Northern Premier League - Premier Division |
| 22 | Sat 25 Nov | 101-1 v Whitby TownWhitby Town 1-1 Workington AFC | Northern Premier League - Premier Division |
| 23 | Tue 28 Nov | 164-4 v MarineMarine 4-4 Workington AFC | Northern Premier League - Premier Division |
| 24 | Sat 9 Dec | 162-2 v Morpeth TownWorkington AFC 2-2 Morpeth Town | Northern Premier League - Premier Division |
| 25 | Tue 12 Dec | 103-3 v Worksop TownWorkington AFC 3-3 Worksop Town | Northern Premier League - Premier Division |
| 26 | Sat 16 Dec | 92-2 v Ashton UnitedAshton United 2-2 Workington AFC | Northern Premier League - Premier Division |
| 27 | Tue 19 Dec | 9 0-0 v MacclesfieldWorkington AFC 0-0 Macclesfield | Northern Premier League - Premier Division |
| 28 | Tue 26 Dec | 103-4 v Atherton CollieriesAtherton Collieries 4-3 Workington AFC | Northern Premier League - Premier Division |
| 29 | Mon 1 Jan | 162-2 v Bamber BridgeWorkington AFC 2-2 Bamber Bridge | Northern Premier League - Premier Division |
| 30 | Sat 20 Jan | 92-2 v Warrington RylandsWorkington AFC 2-2 Warrington Rylands | Northern Premier League - Premier Division |
| 31 | Sat 27 Jan | 90-0 v Whitby TownWorkington AFC 0-0 Whitby Town | Northern Premier League - Premier Division |
| 32 | Sat 10 Feb | 90-2 v Bradford (Park Avenue)Workington AFC 0-2 Bradford (Park Avenue) | Northern Premier League - Premier Division |
| 33 | Sat 17 Feb | 91-1 v Lancaster CityLancaster City 1-1 Workington AFC | Northern Premier League - Premier Division |
| 34 | Sat 24 Feb | 102-1 v Matlock TownWorkington AFC 2-1 Matlock Town | Northern Premier League - Premier Division |
| 35 | Sat 2 Mar | 93-1 v FC United of ManchesterFC United of Manchester 1-3 Workington AFC | Northern Premier League - Premier Division |
| 36 | Sat 9 Mar | 9 0-1 v Hyde UnitedWorkington AFC 0-1 Hyde United | Northern Premier League - Premier Division |
| 37 | Sat 23 Mar | 102-4 v Gainsborough TrinityGainsborough Trinity 4-2 Workington AFC | Northern Premier League - Premier Division |
| 38 | Sat 30 Mar | 160-1 v Stafford RangersStafford Rangers 1-0 Workington AFC | Northern Premier League - Premier Division |
| 39 | Mon 1 Apr | 92-3 v Atherton CollieriesWorkington AFC 2-3 Atherton Collieries | Northern Premier League - Premier Division |
| 40 | Sat 6 Apr | 161-2 v Worksop TownWorksop Town 2-1 Workington AFC | Northern Premier League - Premier Division |
| 41 | Wed 10 Apr | 103-0 v Maryport AthleticMaryport Athletic 0-3 Workington AFC | Cumberland Senior Cup Semi Final |
| 42 | Sat 13 Apr | 160-3 v MarineWorkington AFC 0-3 Marine | Northern Premier League - Premier Division |
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