1. Ronde | 27.08.1988 | Derby County | - | Middlesbrough FC | 1:0 | ||||
7. Ronde | 08.10.1988 | Middlesbrough FC | - | West Ham United | 1:0 | ||||
8. Ronde | 26.10.1988 | Newcastle United | - | Middlesbrough FC | 3:0 | ||||
12. Ronde | 12.11.1988 | Middlesbrough FC | - | Queens Park Rangers | 1:0 | ||||
13. Ronde | 19.11.1988 | Arsenal FC | - | Middlesbrough FC | 3:0 | ||||
14. Ronde | 26.11.1988 | Middlesbrough FC | - | Sheffield Wednesday | 0:1 | ||||
15. Ronde | 03.12.1988 | Nottingham Forest | - | Middlesbrough FC | 2:2 | ||||
16. Ronde | 10.12.1988 | Middlesbrough FC | - | Aston Villa | 3:3 | ||||
17. Ronde | 17.12.1988 | Middlesbrough FC | - | Charlton Athletic | 0:0 | ||||
18. Ronde | 26.12.1988 | Everton FC | - | Middlesbrough FC | 2:1 | ||||
19. Ronde | 31.12.1988 | Norwich City | - | Middlesbrough FC | 0:0 | ||||
20. Ronde | 02.01.1989 | Middlesbrough FC | - | Manchester United | 1:0 |