| Tottenham Hotspur FC v Wimbledon 11/11/1989 | £4.00 | |
| Tottenham Hotspur FC v Wimbledon 11/11/1989 | £4.50 | |
| Crystal Palace FC v Tottenham Hotspur FC 18/11/1989 | £5.00 | |
| Crystal Palace FC v Tottenham Hotspur FC 18/11/1989 | £4.50 | |
| Tranmere Rovers FC v Tottenham Hotspur FC 22/11/1989 | £5.00 | |
| Tottenham Hotspur FC v Derby County FC 25/11/1989 | £5.50 | |
| Tottenham Hotspur FC v Tranmere Rovers FC 29/11/1989 | £4.00 | |
| Luton Town FC v Tottenham Hotspur FC 02/12/1989 | £3.50 | |
| Tottenham Hotspur FC v Everton FC 09/12/1989 | £3.00 | |
| Manchester United FC v Tottenham Hotspur FC 16/12/1989 | £3.00 | |
| Manchester United FC v Tottenham Hotspur FC 16/12/1989 | £1.50 | |
| Tottenham Hotspur FC v Millwall FC 26/12/1989 | £4.50 |