1. Round 16/08/1998 Southampton FC - Liverpool FC 1:2
2. Round 22/08/1998 Charlton Athletic - Southampton FC 5:0 red card
3. Round 29/08/1998 Southampton FC - Nottingham Forest 1:2
5. Round 12/09/1998 Newcastle United - Southampton FC 4:0
6. Round 19/09/1998 Southampton FC - Tottenham Hotspur 1:1
7. Round 28/09/1998 West Ham United - Southampton FC 1:0
8. Round 03/10/1998 Southampton FC - Manchester United 0:3
9. Round 17/10/1998 Arsenal FC - Southampton FC 1:1
10. Round 24/10/1998 Southampton FC - Coventry City 2:1
11. Round 31/10/1998 Sheffield Wednesday - Southampton FC 0:0
12. Round 07/11/1998 Southampton FC - Middlesbrough FC 3:3
13. Round 14/11/1998 Southampton FC - Aston Villa 1:4
14. Round 21/11/1998 Blackburn Rovers - Southampton FC 0:2
15. Round 28/11/1998 Southampton FC - Derby County 0:1
16. Round 05/12/1998 Leicester City - Southampton FC 2:0
17. Round 12/12/1998 Everton FC - Southampton FC 1:0
18. Round 19/12/1998 Southampton FC - Wimbledon FC 3:1
19. Round 26/12/1998 Southampton FC - Chelsea FC 0:2
20. Round 28/12/1998 Nottingham Forest - Southampton FC 1:1 yellow card
21. Round 09/01/1999 Southampton FC - Charlton Athletic 3:1
22. Round 16/01/1999 Liverpool FC - Southampton FC 7:1
23. Round 30/01/1999 Southampton FC - Leeds United 3:0
24. Round 06/02/1999 Chelsea FC - Southampton FC 1:0
26. Round 20/02/1999 Southampton FC - Newcastle United 2:1
27. Round 27/02/1999 Manchester United - Southampton FC 2:1
25. Round 02/03/1999 Tottenham Hotspur - Southampton FC 3:0
28. Round 06/03/1999 Southampton FC - West Ham United 1:0
29. Round 14/03/1999 Middlesbrough FC - Southampton FC 3:0
30. Round 20/03/1999 Southampton FC - Sheffield Wednesday 1:0
37. Round 08/05/1999 Wimbledon FC - Southampton FC 0:2
38. Round 16/05/1999 Southampton FC - Everton FC 2:0