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| 26/10/2004 | 19:45 | AFC Bournemouth | - | Cardiff City | 4:5 (1:1, 2:2, 3:3) pso | |
| 19:45 | Burnley FC | - | Aston Villa | 3:1 (1:0) | ||
| 19:45 | Crewe Alexandra | - | Manchester United | 0:3 (0:1) | ||
| 19:45 | Doncaster Rovers | - | Nottingham Forest | 0:2 (0:1) | ||
| 19:45 | Millwall FC | - | Liverpool FC | 0:3 (0:1) | ||
| 19:45 | Portsmouth FC | - | Leeds United | 2:1 (2:1) | ||
| 19:45 | Sheffield United | - | Watford FC | 2:4 (0:0, 0:0, 0:0) pso | ||
| 27/10/2004 | 19:45 | Birmingham City | - | Fulham FC | 0:1 (0:0) | |
| 19:45 | Chelsea FC | - | West Ham United | 1:0 (0:0) | ||
| 19:45 | Manchester City | - | Arsenal FC | 1:2 (0:0) | ||
| 19:45 | Newcastle United | - | Norwich City | 2:1 (2:0) | ||
| 19:45 | Southampton FC | - | Colchester United | 3:2 (0:1) | ||
| 20:00 | Bolton Wanderers | - | Tottenham Hotspur | 3:4 (1:1, 2:2) aet | ||
| 20:00 | Charlton Athletic | - | Crystal Palace | 1:2 (1:1) | ||
| 20:00 | Everton FC | - | Preston North End | 2:0 (0:0) | ||
| 20:00 | Middlesbrough FC | - | Coventry City | 3:0 (2:0) |
