| League | Date | Home Team | Score | Away Team |
|---|---|---|---|---|
| PL | 14-05-2000 | Newcastle | 4 - 2 | Arsenal |
| PL | 09-05-2000 | Arsenal | 3 - 3 | Sheffield Weds |
| PL | 06-05-2000 | Arsenal | 2 - 1 | Chelsea |
| PL | 02-05-2000 | Arsenal | 2 - 1 | West Ham |
| PL | 29-04-2000 | Everton | 0 - 1 | Arsenal |
| PL | 23-04-2000 | Watford | 2 - 3 | Arsenal |
| PL | 16-04-2000 | Leeds | 0 - 4 | Arsenal |
| PL | 01-04-2000 | Wimbledon | 1 - 3 | Arsenal |
| PL | 26-03-2000 | Arsenal | 3 - 0 | Coventry |
| PL | 19-03-2000 | Arsenal | 2 - 1 | Tottenham |
| PL | 12-03-2000 | Middlesbrough | 2 - 1 | Arsenal |
| PL | 05-03-2000 | Aston Villa | 1 - 1 | Arsenal |
| PL | 26-02-2000 | Arsenal | 3 - 1 | Southampton |
| PL | 13-02-2000 | Arsenal | 0 - 1 | Liverpool |
| PL | 05-02-2000 | Bradford | 2 - 1 | Arsenal |
| PL | 24-01-2000 | Man United | 1 - 1 | Arsenal |
| PL | 15-01-2000 | Arsenal | 4 - 1 | Sunderland |
| PL | 03-01-2000 | Sheffield Weds | 1 - 1 | Arsenal |
| PL | 28-12-1999 | Arsenal | 2 - 0 | Leeds |
| PL | 26-12-1999 | Coventry | 3 - 2 | Arsenal |
| PL | 18-12-1999 | Arsenal | 1 - 1 | Wimbledon |
| PL | 04-12-1999 | Leicester | 0 - 3 | Arsenal |
| PL | 28-11-1999 | Arsenal | 2 - 1 | Derby |
| PL | 20-11-1999 | Arsenal | 5 - 1 | Middlesbrough |
| PL | 07-11-1999 | Tottenham | 2 - 1 | Arsenal |
| PL | 30-10-1999 | Arsenal | 0 - 0 | Newcastle |
| PL | 23-10-1999 | Chelsea | 2 - 3 | Arsenal |
| PL | 16-10-1999 | Arsenal | 4 - 1 | Everton |
| PL | 03-10-1999 | West Ham | 2 - 1 | Arsenal |
| PL | 25-09-1999 | Arsenal | 1 - 0 | Watford |
| PL | 18-09-1999 | Southampton | 0 - 1 | Arsenal |
| PL | 11-09-1999 | Arsenal | 3 - 1 | Aston Villa |
| PL | 28-08-1999 | Liverpool | 2 - 0 | Arsenal |
| PL | 25-08-1999 | Arsenal | 2 - 0 | Bradford |
| PL | 22-08-1999 | Arsenal | 1 - 2 | Man United |
| PL | 14-08-1999 | Sunderland | 0 - 0 | Arsenal |
| PL | 10-08-1999 | Derby | 1 - 2 | Arsenal |
| PL | 07-08-1999 | Arsenal | 2 - 1 | Leicester |