| Coventry City FC v Newcastle United FC 19/09/1998 | View match | |
| Southend United FC v Coventry City FC 22/09/1998 | View match | |
| Charlton Athletic FC v Coventry City FC 26/09/1998 | £3.00 | |
| Coventry City FC v Aston Villa FC 03/10/1998 | View match | |
| Coventry City FC v Sheffield Wednesday FC 18/10/1998 | View match | |
| Southampton FC v Coventry City FC 24/10/1998 | View match | |
| Luton Town FC v Coventry City FC 27/10/1998 | £4.50 | |
| Coventry City FC v Arsenal FC 31/10/1998 | View match | |
| Blackburn Rovers FC v Coventry City FC 07/11/1998 | View match | |
| Coventry City FC v Everton FC 15/11/1998 | View match | |
| Middlesbrough FC v Coventry City FC 21/11/1998 | View match | |
| Coventry City FC v Leicester City FC 28/11/1998 | View match |