| Manchester United FC v Tottenham Hotspur FC 25/10/1989 | £2.50 | |
| Liverpool FC v Tottenham Hotspur FC 29/10/1989 | £5.50 | |
| Southampton FC v Tottenham Hotspur FC 04/11/1989 | £2.50 | |
| Southampton FC v Tottenham Hotspur FC 04/11/1989 | £3.00 | |
| Southampton FC v Tottenham Hotspur FC 04/11/1989 | £1.80 | |
| Southampton FC v Tottenham Hotspur FC 04/11/1989 | £1.50 | |
| Tottenham Hotspur FC v Wimbledon 11/11/1989 | £4.00 | |
| Tottenham Hotspur FC v Wimbledon 11/11/1989 | £2.50 | |
| Tottenham Hotspur FC v Wimbledon 11/11/1989 | £4.50 | |
| Crystal Palace FC v Tottenham Hotspur FC 18/11/1989 | £4.50 | |
| Crystal Palace FC v Tottenham Hotspur FC 18/11/1989 | £5.00 | |
| Tranmere Rovers FC v Tottenham Hotspur FC 22/11/1989 | £5.00 |