1999-05-10	Tottenham Hotspur	- Chelsea FC	2	- 2
1999-05-11	Leeds United	- Arsenal FC	1	- 0
1999-05-12	Blackburn Rovers	- Manchester United	0	- 0
1999-05-16	Southampton FC	- Everton FC	2	- 0
1999-05-16	Nottingham Forest	- Leicester City	1	- 0
1999-05-16	Newcastle United	- Blackburn Rovers	1	- 1
1999-05-16	Manchester United	- Tottenham Hotspur	2	- 1
1999-05-16	Liverpool FC	- Milton Keynes	3	- 0
1999-05-16	Coventry City	- Leeds United	2	- 2
1999-05-16	Chelsea FC	- Derby County	2	- 1
1999-05-16	Charlton Athletic	- Sheffield Wednesday	0	- 1
1999-05-16	Arsenal FC	- Aston Villa	1	- 0
1999-05-16	West Ham United	- Middlesbrough FC	4	- 0