16. Round | 28/11/1999 | Arsenal FC | - | Derby County | 2:1 | ||||
22. Round | 15/01/2000 | Arsenal FC | - | Sunderland AFC | 4:1 | ||||
23. Round | 24/01/2000 | Manchester United | - | Arsenal FC | 1:1 | ||||
24. Round | 05/02/2000 | Bradford City | - | Arsenal FC | 2:1 | ||||
38. Round | 14/05/2000 | Newcastle United | - | Arsenal FC | 4:2 |