| 2023-07-06 19:30:5906/07/2023 |   Whitehaven AFC 2-5 Workington AFC | 2 - 5 | Friendlies 23/24 | N/A | Recap |
| 2023-07-08 15:00:3908/07/2023 |  Workington AFC 0-4 Dumbarton FC | 0 - 4 | Friendlies 23/24 | N/A | Recap |
| 2023-07-11 19:30:1911/07/2023 |  Workington AFC vs Morecambe FC | 19:30:19Postponed | Friendlies 23/24 | N/A | Recap |
| 2023-07-12 12:35:5212/07/2023 |  Queen of the South Youth 2-0 Workington AFC Development | 2 - 0 | Development friendlies 23/24 | N/A | Recap |
| 2023-07-15 15:00:1015/07/2023 |  Workington AFC 0-3 Carlisle United | 0 - 3 | Friendlies 23/24 | N/A | Recap |
| 2023-07-18 19:30:2418/07/2023 |  Carlisle City vs Workington AFC | 19:30:24Postponed | Friendlies 23/24 | N/A | Recap |
| 2023-07-22 15:00:0022/07/2023 |  Cleator Moor Celtic 2-1 Workington AFC Development | 2 - 1 | Development friendlies 23/24 | N/A | Recap |
| 2023-07-22 15:00:5822/07/2023 |  Whitley Bay 1-6 Workington AFC | 1 - 6 | Friendlies 23/24 | N/A | Recap |
| 2023-07-25 19:30:5625/07/2023 |  Workington AFC 3-1 Penrith AFC | 3 - 1 | Friendlies 23/24 | N/A | Recap |
| 2023-07-29 13:00:5029/07/2023 | Millom 1-2 Workington AFC Development | 1 - 2 | Development friendlies 23/24 | N/A | Recap |
| 2023-07-29 15:00:1229/07/2023 |  Ashington AFC 0-3 Workington AFC | 0 - 3 | Friendlies 23/24 | N/A | Recap |
| 2023-08-01 18:45:5601/08/2023 |  Kirkoswald FC 0-0 Workington AFC Development | 0 - 0 | Development friendlies 23/24 | N/A | Recap |
| 2023-08-05 15:00:2805/08/2023 |  Dunston 0-5 Workington AFC | 0 - 5 | Friendlies 23/24 | N/A | Recap |
| 2023-08-12 15:00:0012/08/2023 |  Workington AFC 5-0 Ashton United | 5 - 0 | NPL Premier 23/24 | N/A | Recap |
| 2023-08-15 19:45:0015/08/2023 |  Morpeth Town vs Workington AFC | 3 - 0 | NPL Premier 23/24 | N/A | Recap |
| 2023-08-19 14:00:5619/08/2023 | Workington AFC Development 0-3 Cleator Moor Celtic Reserves | 0 - 3 | County League Premier 23/24 | N/A | Recap |
| 2023-08-19 15:00:0019/08/2023 |  Ilkeston Town 6-1 Workington AFC | 6 - 1 | NPL Premier 23/24 | N/A | Recap |
| 2023-08-22 19:45:0022/08/2023 |  Workington AFC 1-4 Radcliffe | 1 - 4 | NPL Premier 23/24 | N/A | Recap |
| 2023-08-26 15:00:0026/08/2023 |  Workington AFC 2-1 Stafford Rangers | 2 - 1 | NPL Premier 23/24 | N/A | Recap |
| 2023-08-28 15:00:0028/08/2023 |  Bamber Bridge 3-0 Workington AFC | 3 - 0 | NPL Premier 23/24 | N/A | Recap |
| 2023-09-02 14:00:2202/09/2023 | Workington AFC Development 5-1 Carlisle City Development | 5 - 1 | County League Premier 23/24 | N/A | Recap |
| 2023-09-02 15:00:1802/09/2023 |  Workington AFC 6-0 Prestwich Heys | 6 - 0 | FA Cup 23/24 | N/A | Recap |
| 2023-09-09 14:00:1809/09/2023 |  Unisun Athletic 3-2 Workington AFC Development | 3 - 2 | County League Premier 23/24 | N/A | Recap |
| 2023-09-09 15:00:0009/09/2023 |  Workington AFC 5-3 Basford United | 5 - 3 | NPL Premier 23/24 | N/A | Recap |
| 2023-09-15 19:45:5215/09/2023 |  Darlington 3-1 Workington AFC | 1 - 3 | FA Cup 23/24 | N/A | Recap |
| 2023-09-23 14:00:2523/09/2023 |  Wigton Harriers vs Workington AFC Development | 14:00:2514:00 | County League Premier 23/24 | N/A | Preview |
| 2023-09-23 15:00:0023/09/2023 |  Bradford Park Avenue vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-09-26 19:45:0026/09/2023 |  Workington AFC vs Lancaster City | 19:45:0019:45 | NPL Premier 23/24 | N/A | Preview |
| 2023-09-30 15:00:0030/09/2023 |  Workington AFC vs FC United of Manchester | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-10-10 19:45:0010/10/2023 |  Warrington Rylands vs Workington AFC | 19:45:0019:45 | NPL Premier 23/24 | N/A | Preview |
| 2023-10-14 15:00:0014/10/2023 |  Matlock Town vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-10-21 14:00:5721/10/2023 |  Aspatria FC vs Workington AFC Development | 14:00:5714:00 | County League Premier 23/24 | N/A | Preview |
| 2023-10-21 15:00:0021/10/2023 |  Workington AFC vs Gainsborough Trinity | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-10-24 19:45:0024/10/2023 |  Marske United vs Workington AFC | 19:45:0019:45 | NPL Premier 23/24 | N/A | Preview |
| 2023-10-28 15:00:0028/10/2023 |  Marine vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-11-04 14:00:1704/11/2023 | Workington AFC Development vs Unisun Athletic | 14:00:1714:00 | County League Premier 23/24 | N/A | Preview |
| 2023-11-04 15:00:0004/11/2023 |  Workington AFC vs Worksop Town | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-11-11 15:00:0011/11/2023 |  Guiseley vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-11-18 15:00:0018/11/2023 |  Workington AFC vs Macclesfield | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-11-25 15:00:0025/11/2023 |  Whitby Town vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-12-02 15:00:0002/12/2023 |  Workington AFC vs Hyde United | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-12-09 15:00:0009/12/2023 | Workington AFC vs Morpeth Town | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-12-16 15:00:0016/12/2023 | Ashton United vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-12-23 15:00:0023/12/2023 | Workington AFC vs Ilkeston Town | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2023-12-26 15:00:0026/12/2023 |  Atherton Collieries vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-01-01 15:00:0001/01/2024 | Workington AFC vs Bamber Bridge | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-01-06 15:00:0006/01/2024 | Radcliffe vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-01-13 15:00:0013/01/2024 | Basford United vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-01-20 15:00:0020/01/2024 | Workington AFC vs Warrington Rylands | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-01-27 15:00:0027/01/2024 | Workington AFC vs Whitby Town | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-02-03 15:00:0003/02/2024 | Hyde United vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-02-10 15:00:0010/02/2024 | Workington AFC vs Bradford Park Avenue | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-02-17 15:00:0017/02/2024 | Lancaster City vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-02-24 15:00:0024/02/2024 | Workington AFC vs Matlock Town | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-03-02 15:00:0002/03/2024 | FC United of Manchester vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-03-16 15:00:0016/03/2024 | Workington AFC vs Marske United | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-03-23 15:00:0023/03/2024 | Gainsborough Trinity vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-03-30 15:00:0030/03/2024 | Stafford Rangers vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-04-01 15:00:0001/04/2024 | Workington AFC vs Atherton Collieries | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-04-06 15:00:0006/04/2024 | Worksop Town vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-04-13 15:00:0013/04/2024 | Workington AFC vs Marine | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-04-20 15:00:0020/04/2024 | Macclesfield vs Workington AFC | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
| 2024-04-27 15:00:0027/04/2024 | Workington AFC vs Guiseley | 15:00:0015:00 | NPL Premier 23/24 | N/A | Preview |
