18. Round | 18/12/1999 | Sunderland AFC | - | Southampton FC | 2:0 | ||||
31. Round | 01/04/2000 | Southampton FC | - | Sunderland AFC | 1:2 | ||||
32. Round | 08/04/2000 | Bradford City | - | Southampton FC | 1:2 | ||||
33. Round | 15/04/2000 | Southampton FC | - | Watford FC | 2:0 | ||||
34. Round | 22/04/2000 | Southampton FC | - | Manchester United | 1:3 | ||||
35. Round | 24/04/2000 | Derby County | - | Southampton FC | 2:0 | ||||
36. Round | 29/04/2000 | Southampton FC | - | Leicester City | 1:2 | ||||
37. Round | 07/05/2000 | Liverpool FC | - | Southampton FC | 0:0 | ||||
38. Round | 14/05/2000 | Southampton FC | - | Wimbledon FC | 2:0 |