| Coventry City FC v Leicester City FC 28/11/1998 | View match | |
| Wimbledon v Coventry City FC 05/12/1998 | View match | |
| Leeds United FC v Coventry City FC 14/12/1998 | View match | |
| Coventry City FC v Derby County FC 19/12/1998 | View match | |
| Coventry City FC v Tottenham Hotspur FC 26/12/1998 | £5.00 | |
| West Ham United FC v Coventry City FC 28/12/1998 | £6.00 | |
| Coventry City FC v Macclesfield Town FC 02/01/1999 | View match | |
| Coventry City FC v Nottingham Forest FC 09/01/1999 | View match | |
| 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 |