| Tranmere Rovers FC v Chester City FC 07/11/1989 | View match | |
| Tranmere Rovers FC v Walsall FC 10/11/1989 | View match | |
| Preston North End FC v Tranmere Rovers FC 18/11/1989 | View match | |
| Tranmere Rovers FC v Tottenham Hotspur FC 22/11/1989 | £5.00 | |
| Blackpool FC v Tranmere Rovers FC 25/11/1989 | View match | |
| Tottenham Hotspur FC v Tranmere Rovers FC 29/11/1989 | £4.00 | |
| Tranmere Rovers FC v Bury FC 02/12/1989 | £4.50 | |
| Rochdale FC v Tranmere Rovers FC 12/12/1989 | View match | |
| Tranmere Rovers FC v Chester City FC 15/12/1989 | View match | |
| Preston North End FC v Tranmere Rovers FC 26/12/1989 | View match | |
| Bristol Rovers FC v Tranmere Rovers FC 30/12/1989 | View match | |
| Tranmere Rovers FC v Bolton Wanderers FC 06/01/1990 | View match |