| 1 | Sat 8 Jul 2023 | 40-4 v DumbartonWorkington AFC 0-4 Dumbarton | Friendly |
| 2 | Tue 25 Jul 2023 | 43-1 v PenrithWorkington AFC 3-1 Penrith | Friendly |
| 3 | Sat 29 Jul 2023 | 4 3-0 v Ashington AFCAshington AFC 0-3 Workington AFC | Friendly |
| 4 | Sat 5 Aug 2023 | 4 5-0 v DunstonDunston 0-5 Workington AFC | Friendly |
| 5 | Sat 12 Aug 2023 | 45-0 v Ashton UnitedWorkington AFC 5-0 Ashton United | Northern Premier League - Premier Division |
| 6 | Sat 19 Aug 2023 | 41-6 v Ilkeston TownIlkeston Town 6-1 Workington AFC | Northern Premier League - Premier Division |
| 7 | Tue 22 Aug 2023 | 41-4 v RadcliffeWorkington AFC 1-4 Radcliffe | Northern Premier League - Premier Division |
| 8 | Sat 26 Aug 2023 | 42-1 v Stafford RangersWorkington AFC 2-1 Stafford Rangers | Northern Premier League - Premier Division |
| 9 | Sat 2 Sep 2023 | 46-0 v Prestwich HeysWorkington AFC 6-0 Prestwich Heys | Emirates FA Cup First Qualifying Round |
| 10 | Sat 9 Sep 2023 | 45-3 v Basford UnitedWorkington AFC 5-3 Basford United | Northern Premier League - Premier Division |
| 11 | Fri 15 Sep 2023 | 41-3 v DarlingtonDarlington 3-1 Workington AFC | Emirates FA Cup Second Qualifying Round |
| 12 | Sat 23 Sep 2023 | 42-1 v Bradford (Park Avenue)Bradford (Park Avenue) 1-2 Workington AFC | Northern Premier League - Premier Division |
| 13 | Tue 26 Sep 2023 | 42-1 v Lancaster CityWorkington AFC 2-1 Lancaster City | Northern Premier League - Premier Division |
| 14 | Sat 30 Sep 2023 | 4 2-1 v FC United of ManchesterWorkington AFC 2-1 FC United of Manchester | Northern Premier League - Premier Division |
| 15 | Tue 10 Oct 2023 | 40-1 v Warrington RylandsWarrington Rylands 1-0 Workington AFC | Northern Premier League - Premier Division |
| 16 | Sat 21 Oct 2023 | 42-3 v Gainsborough TrinityWorkington AFC 2-3 Gainsborough Trinity | Northern Premier League - Premier Division |
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