2008–09 FA Cup Fourth Round Proper Fourth Round Proper

| Tie_no | Home_team | Score | Away_team | Attendance |
|---|---|---|---|---|
| 1 | Liverpool | 1 – 1 | Everton | 43524 |
| replay | Everton | 1 – 0† | Liverpool | 37918 |
| 2 | Manchester United | 2 – 1 | Tottenham Hotspur | 75014 |
| 3 | Hull City | 2 – 0 | Millwall | 18639 |
| 4 | Sunderland | 0 – 0 | Blackburn Rovers | 22634 |
| replay | Blackburn Rovers | 2 – 1† | Sunderland | 10112 |
| 5 | Hartlepool United | 0 – 2 | West Ham United | 6849 |
| 6 | Sheffield United | 2 – 1 | Charlton Athletic | 15957 |
| 7 | Cardiff City | 0 – 0 | Arsenal | 20079 |
| replay | Arsenal | 4 – 0 | Cardiff City | 57237 |
| 8 | Portsmouth | 0 – 2 | Swansea City | 17357 |
| 9 | Chelsea | 3 – 1 | Ipswich Town | 41137 |