| League | Date | Home Team | Score | Away Team | PL | 16-05-1999 | Coventry | 2 - 2 | Leeds | PL | 08-05-1999 | Derby | 0 - 0 | Coventry | PL | 01-05-1999 | Coventry | 2 - 1 | Wimbledon | PL | 24-04-1999 | Leicester | 1 - 0 | Coventry | PL | 17-04-1999 | Coventry | 1 - 2 | Middlesbrough | PL | 11-04-1999 | Everton | 2 - 0 | Coventry | PL | 05-04-1999 | Coventry | 1 - 0 | Southampton | PL | 03-04-1999 | Sheffield Weds | 1 - 2 | Coventry | PL | 20-03-1999 | Arsenal | 2 - 0 | Coventry | PL | 13-03-1999 | Coventry | 1 - 1 | Blackburn | PL | 06-03-1999 | Coventry | 2 - 1 | Charlton | PL | 27-02-1999 | Aston Villa | 1 - 4 | Coventry | PL | 20-02-1999 | Coventry | 0 - 1 | Man United | PL | 17-02-1999 | Newcastle | 4 - 1 | Coventry | PL | 06-02-1999 | Tottenham | 0 - 0 | Coventry | PL | 30-01-1999 | Coventry | 2 - 1 | Liverpool | PL | 16-01-1999 | Chelsea | 2 - 1 | Coventry | PL | 09-01-1999 | Coventry | 4 - 0 | Notts Forest | PL | 28-12-1998 | West Ham | 2 - 0 | Coventry | PL | 26-12-1998 | Coventry | 1 - 1 | Tottenham | PL | 19-12-1998 | Coventry | 1 - 1 | Derby | PL | 14-12-1998 | Leeds | 2 - 0 | Coventry | PL | 05-12-1998 | Wimbledon | 2 - 1 | Coventry | PL | 28-11-1998 | Coventry | 1 - 1 | Leicester | PL | 21-11-1998 | Middlesbrough | 2 - 0 | Coventry | PL | 15-11-1998 | Coventry | 3 - 0 | Everton | PL | 07-11-1998 | Blackburn | 1 - 2 | Coventry | PL | 31-10-1998 | Coventry | 0 - 1 | Arsenal | PL | 24-10-1998 | Southampton | 2 - 1 | Coventry | PL | 18-10-1998 | Coventry | 1 - 0 | Sheffield Weds | PL | 03-10-1998 | Coventry | 1 - 2 | Aston Villa | PL | 26-09-1998 | Charlton | 1 - 1 | Coventry | PL | 19-09-1998 | Coventry | 1 - 5 | Newcastle | PL | 12-09-1998 | Man United | 2 - 0 | Coventry | PL | 09-09-1998 | Liverpool | 2 - 0 | Coventry | PL | 29-08-1998 | Coventry | 0 - 0 | West Ham | PL | 22-08-1998 | Notts Forest | 1 - 0 | Coventry | PL | 15-08-1998 | Coventry | 2 - 1 | Chelsea |
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