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| 22.11.1989 | Derby County | - | West Bromwich Albion | 2:0 (2:0) | ||
| Oldham Athletic | - | Arsenal | 3:1 (1:0) | |||
| Tranmere Rovers | - | Tottenham Hotspur | 2:2 (0:1) | |||
| West Ham United | - | Wimbledon FC | 1:0 (1:0) | |||
| 20:30 | Nottingham Forest | - | Everton | 1:0 (0:0) | ||
| 20:45 | Manchester City | - | Coventry City | 0:1 (0:1) | ||
| 29.11.1989 | Exeter City | - | Sunderland | 2:2 (1:0) | ||
| 20:45 | Swindon Town | - | Southampton | 0:0 (0:0) | ||
| Partidos decisivos | ||||||
|---|---|---|---|---|---|---|
| 20:45 | Tottenham Hotspur | - | Tranmere Rovers | 4:0 (1:0) | ||
| 05.12.1989 | Sunderland | - | Exeter City | 5:2 (2:1) | ||
| 16.01.1990 | Southampton | - | Swindon Town | 4:2 (0:2, 2:2) pró. | ||
