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|
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| 23.10.1989 | Tranmere Rovers | - | Millwall FC | 3:2 | ||
| 24.10.1989 | Southampton FC | - | Charlton Athletic | 1:0 | ||
| Sunderland AFC | - | AFC Bournemouth | 1:1 | |||
| 20:30 | Everton FC | - | Luton Town | 3:0 | ||
| 20:45 | Crystal Palace | - | Nottingham Forest | 0:0 | ||
| 20:45 | Swindon Town | - | Bolton Wanderers | 3:3 | ||
| 25.10.1989 | Aston Villa | - | West Ham United | 0:0 | ||
| Derby County | - | Sheffield Wednesday | 2:1 | |||
| Exeter City | - | Blackpool FC | 3:0 | |||
| Manchester United | - | Tottenham Hotspur | 0:3 | |||
| Middlesbrough FC | - | Wimbledon FC | 1:1 | |||
| Newcastle United | - | West Bromwich Albion | 0:1 | |||
| Oldham Athletic | - | Scarborough FC | 7:0 | |||
| Queens Park Rangers | - | Coventry City | 1:2 | |||
| 20:45 | Arsenal FC | - | Liverpool FC | 1:0 | ||
| 20:45 | Manchester City | - | Norwich City | 3:1 | ||
| Entscheidungsspiele | ||||||
|---|---|---|---|---|---|---|
| 01.11.1989 | 20:45 | Nottingham Forest | - | Crystal Palace | 5:0 | |
| 07.11.1989 | AFC Bournemouth | - | Sunderland AFC | 0:1 | ||
| Bolton Wanderers | - | Swindon Town | 1:1 n.V. | |||
| 08.11.1989 | Wimbledon FC | - | Middlesbrough FC | 1:0 | ||
| 20:45 | West Ham United | - | Aston Villa | 1:0 | ||
| 14.11.1989 | Bolton Wanderers | - | Swindon Town | 1:1 n.V. | ||
| 21.11.1989 | Swindon Town | - | Bolton Wanderers | 2:1 n.V. | ||
