| Monday 8th October 2001 | |||
| Bolton Wanderers | 1-0 | Nottingham Forest | |
| Tuesday 9th October 2001 | |||
| Barnsley | 0-1 | Newcastle United | |
| Coventry City | 0-2 | Chelsea | |
| Crewe Alexandra | 2-3 | Ipswich Town | |
| Gillingham | 0-2 | Southampton | |
| Leicester City | 0-6 | Leeds United | |
| Liverpool | 1-2 | Grimsby Town | aet |
| Tranmere Rovers | 0-4 | Tottenham Hotspur | |
| Watford | 4-1 | Bradford City | |
| West Bromwich Albion | 0-1 | Charlton Athletic | |
| Wednesday 10th October 2001 | |||
| Aston Villa | 1-0 | Reading | |
| Blackburn Rovers | 2-1 | Middlesbrough | aet |
| Fulham | 5-2 | Derby County | |
| Manchester City | 6-0 | Birmingham City | |
| Sheffield Wednesday | 2-2 | Crystal Palace | aet |
| (Sheffield Wednesday won on penalties) | |||
| Monday 5th November 2001 | |||
| Arsenal | 4-0 | Manchester United | |
