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| 28.01.1989 | Blackburn Rovers | - | Sheffield Wednesday | 2:1 (2:1) | ||
| Bradford City | - | Hull City | 1:2 (1:2) | |||
| Grimsby Town | - | Reading FC | 1:1 (1:1) | |||
| Hartlepool United | - | AFC Bournemouth | 1:1 (1:1) | |||
| Manchester United | - | Oxford United | 4:0 (1:0) | |||
| Norwich City | - | Sutton United | 8:0 (8:0) | |||
| Sheffield United | - | Colchester United | 3:3 (3:3) | |||
| Stoke City | - | Barnsley FC | 3:3 (3:3) | |||
| Watford FC | - | Derby County | 2:1 (2:1) | |||
| Charlton Athletic | - | Kettering Town | 2:1 (2:1) | |||
| 16:00 | Aston Villa | - | Wimbledon FC | 0:1 (0:0) | ||
| 16:00 | Brentford FC | - | Manchester City | 3:1 (2:0) | ||
| 16:00 | Nottingham Forest | - | Leeds United | 2:0 (1:0) | ||
| 16:00 | Plymouth Argyle | - | Everton FC | 1:1 (0:0) | ||
| 16:00 | Swindon Town | - | West Ham United | 0:0 (0:0) | ||
| 29.01.1989 | 16:00 | Millwall FC | - | Liverpool FC | 0:2 (0:0) | |
| match décisif | ||||||
|---|---|---|---|---|---|---|
| 31.01.1989 | Barnsley FC | - | Stoke City | 2:1 (2:1) | ||
| AFC Bournemouth | - | Hartlepool United | 5:2 (3:1) | |||
| Colchester United | - | Sheffield United | 0:2 (0:2) | |||
| Everton FC | - | Plymouth Argyle | 4:0 (2:0) | |||
| 01.02.1989 | Reading FC | - | Grimsby Town | 1:2 (1:2) | ||
| 20:45 | West Ham United | - | Swindon Town | 1:0 (0:0) | ||
