1. Round 16/08/1998 Southampton FC - Liverpool FC 1:2
2. Round 22/08/1998 Charlton Athletic - Southampton FC 5:0
3. Round 29/08/1998 Southampton FC - Nottingham Forest 1:2
4. Round 08/09/1998 Leeds United - Southampton FC 3:0
5. Round 12/09/1998 Newcastle United - Southampton FC 4:0 yellow card
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 yellow card
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
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
25. Round 02/03/1999 Tottenham Hotspur - Southampton FC 3:0
28. Round 06/03/1999 Southampton FC - West Ham United 1:0
31. Round 03/04/1999 Southampton FC - Arsenal FC 0:0
32. Round 05/04/1999 Coventry City - Southampton FC 1:0
33. Round 10/04/1999 Aston Villa - Southampton FC 3:0
34. Round 17/04/1999 Southampton FC - Blackburn Rovers 3:3
35. Round 24/04/1999 Derby County - Southampton FC 0:0
36. Round 01/05/1999 Southampton FC - Leicester City 2:1
37. Round 08/05/1999 Wimbledon FC - Southampton FC 0:2