| Grimsby Town FC v Oldham Athletic FC 18/12/1965 | View match | |
| Grimsby Town FC v Swindon Town FC 27/12/1965 | View match | |
| Watford FC v Grimsby Town FC 01/01/1966 | View match | |
| Grimsby Town FC v Exeter City FC 08/01/1966 | View match | |
| Grimsby Town FC v Portsmouth FC 22/01/1966 | View match | |
| Portsmouth FC v Grimsby Town FC 26/01/1966 | View match | |
| Bristol Rovers FC v Grimsby Town FC 29/01/1966 | View match | |
| Grimsby Town FC v York City FC 05/02/1966 | View match | |
| Manchester City FC v Grimsby Town FC 12/02/1966 | £6.00 | |
| Oxford United FC v Grimsby Town FC 19/02/1966 | View match | |
| Grimsby Town FC v Swansea Town 26/02/1966 | View match | |
| Gillingham FC v Grimsby Town FC 05/03/1966 | View match |