1. Round 07/08/1999 Coventry City - Southampton FC 0:1
2. Round 11/08/1999 Southampton FC - Leeds United 0:3
3. Round 15/08/1999 Southampton FC - Newcastle United 4:2 GoalGoal
4. Round 21/08/1999 Everton FC - Southampton FC 4:1
6. Round 28/08/1999 Southampton FC - Sheffield Wednesday 2:0 Goal
7. Round 11/09/1999 Middlesbrough FC - Southampton FC 3:2 Goal
8. Round 18/09/1999 Southampton FC - Arsenal FC 0:1
9. Round 25/09/1999 Manchester United - Southampton FC 3:3
10. Round 04/10/1999 Southampton FC - Derby County 3:3
11. Round 16/10/1999 Leicester City - Southampton FC 2:1 yellow card
12. Round 23/10/1999 Southampton FC - Liverpool FC 1:1
13. Round 30/10/1999 Wimbledon FC - Southampton FC 1:1
14. Round 06/11/1999 Aston Villa - Southampton FC 0:1 yellow card
15. Round 20/11/1999 Southampton FC - Tottenham Hotspur 0:1
16. Round 28/11/1999 Leeds United - Southampton FC 1:0 yellow card
17. Round 04/12/1999 Southampton FC - Coventry City 0:0
18. Round 18/12/1999 Sunderland AFC - Southampton FC 2:0 yellow card
19. Round 26/12/1999 Southampton FC - Chelsea FC 1:2
20. Round 28/12/1999 Watford FC - Southampton FC 3:2
25. Round 12/02/2000 Sheffield Wednesday - Southampton FC 0:1
26. Round 26/02/2000 Arsenal FC - Southampton FC 3:1 yellow card
27. Round 04/03/2000 Southampton FC - Middlesbrough FC 1:1
5. Round 08/03/2000 West Ham United - Southampton FC 2:0
28. Round 11/03/2000 Tottenham Hotspur - Southampton FC 7:2 yellow card
29. Round 18/03/2000 Southampton FC - Aston Villa 2:0 yellow card
30. Round 25/03/2000 Chelsea FC - Southampton FC 1:1
31. Round 01/04/2000 Southampton FC - Sunderland AFC 1:2
34. Round 22/04/2000 Southampton FC - Manchester United 1:3
35. Round 24/04/2000 Derby County - Southampton FC 2:0 yellow card
36. Round 29/04/2000 Southampton FC - Leicester City 1:2 Goal yellow card
37. Round 07/05/2000 Liverpool FC - Southampton FC 0:0
38. Round 14/05/2000 Southampton FC - Wimbledon FC 2:0