| Arsenal FC v Tottenham Hotspur FC 20/01/1990 | £5.50 | |
| Arsenal FC v Tottenham Hotspur FC 20/01/1990 | £6.50 | |
| Arsenal FC v Tottenham Hotspur FC 20/01/1990 | £3.50 | |
| Tottenham Hotspur FC v Nottingham Forest FC 24/01/1990 | £4.50 | |
| Tottenham Hotspur FC v Nottingham Forest FC 24/01/1990 | £4.00 | |
| Tottenham Hotspur FC v Nottingham Forest FC 24/01/1990 | £3.50 | |
| Tottenham Hotspur FC v Norwich City FC 04/02/1990 | £4.00 | |
| Chelsea FC v Tottenham Hotspur FC 10/02/1990 | £3.00 | |
| Chelsea FC v Tottenham Hotspur FC 10/02/1990 | £3.00 | |
| Tottenham Hotspur FC v Aston Villa FC 21/02/1990 | £4.50 | |
| Derby County FC v Tottenham Hotspur FC 24/02/1990 | £3.50 | |
| Tottenham Hotspur FC v Crystal Palace FC 03/03/1990 | £3.00 |