 |
 |
| League Cup | 21.03.1999 | Leicester City | - | Tottenham Hotspur | 0:1 | 77.892 |
| EM-Qualif. | 27.03.1999 | England | - | Polen | 3:1 | 73.836 |
| FA Cup | 22.05.1999 | Manchester United | - | Newcastle United | 2:0 | 79.101 |
| EM-Qualif. | 05.06.1999 | England | - | Schweden | 0:0 | 75.824 |
| Com. Shield | 01.08.1999 | Arsenal FC | - | Manchester United | 2:1 | 70.185 |
| EM-Qualif. | 04.09.1999 | England | - | Luxemburg | 6:0 | 68.772 |
| Ch. League | 22.09.1999 | Arsenal FC | - | AIK Solna | 3:1 | 71.227 |
| Ch. League | 19.10.1999 | Arsenal FC | - | FC Barcelona | 2:4 | 73.091 |
| Ch. League | 27.10.1999 | Arsenal FC | - | ACF Fiorentina | 0:1 | 73.256 |
| EM-Qualif. | 17.11.1999 | England | - | Schottland | 0:1 | 75.848 |
England