| Shrewsbury Town FC v Reading FC 08/01/1966 | View match | |
| Millwall FC v Shrewsbury Town FC 15/01/1966 | £7.50 | |
| Queens Park Rangers FC v Shrewsbury Town FC 22/01/1966 | View match | |
| Shrewsbury Town FC v Queens Park Rangers FC 26/01/1966 | £4.50 | |
| York City FC v Shrewsbury Town FC 29/01/1966 | View match | |
| Shrewsbury Town FC v Oxford United FC 05/02/1966 | View match | |
| Shrewsbury Town FC v Carlisle United FC 12/02/1966 | View match | |
| Carlisle United FC v Shrewsbury Town FC 15/02/1966 | View match | |
| Swansea Town v Shrewsbury Town FC 19/02/1966 | View match | |
| Carlisle United FC v Shrewsbury Town FC 21/02/1966 | £3.00 | |
| Chelsea FC v Shrewsbury Town FC 05/03/1966 | View match | |
| Workington v Shrewsbury Town FC 11/03/1966 | View match |