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| 27.10.2009 | 20:45 | Barnsley FC | - | Manchester United | 0:2 (0:1) | |
| 20:45 | Sunderland AFC | - | Aston Villa | 1:3 (0:0, 0:0, 0:0) i.E. | ||
| 20:45 | Portsmouth FC | - | Stoke City | 4:0 (1:0) | ||
| 21:00 | Blackburn Rovers | - | Peterborough United | 5:2 (2:1) | ||
| 21:00 | Tottenham Hotspur | - | Everton FC | 2:0 (1:0) | ||
| 28.10.2009 | 20:45 | Manchester City | - | Scunthorpe United | 5:1 (2:1) | |
| 20:45 | Chelsea FC | - | Bolton Wanderers | 4:0 (2:0) | ||
| 20:45 | Arsenal FC | - | Liverpool FC | 2:1 (1:1) |
