| Tottenham Hotspur FC v Watford FC 02/01/1999 | £5.00 | |
| Queens Park Rangers FC v Watford FC 20/02/1999 | £5.00 | |
| Queens Park Rangers FC v Watford FC 20/02/1999 | £3.50 | |
| Watford FC v Bury FC 20/03/1999 | £4.00 | |
| West Ham United FC v Watford FC 11/09/1999 | £5.00 | |
| Watford FC v Chelsea FC 18/09/1999 | £4.50 | |
| Arsenal FC v Watford FC 25/09/1999 | £3.00 | |
| Arsenal FC v Watford FC 25/09/1999 | £2.00 | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £4.00 | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £2.50 | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.00 | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.50 |