| Manchester United FC v Coventry City FC 12/09/1998 | £4.00 | |
| Manchester United FC v Coventry City FC 12/09/1998 | £6.00 | |
| Charlton Athletic FC v Coventry City FC 26/09/1998 | £3.00 | |
| Luton Town FC v Coventry City FC 27/10/1998 | £4.50 | |
| Coventry City FC v Tottenham Hotspur FC 26/12/1998 | £5.00 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £3.50 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £3.50 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £1.00 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £4.00 | |
| Tottenham Hotspur FC v Coventry City FC 06/02/1999 | £4.50 | |
| Tottenham Hotspur FC v Coventry City FC 06/02/1999 | £2.00 | |
| Aston Villa FC v Coventry City FC 27/02/1999 | £3.50 |