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| 1st(1st leg) | Wycombe Wanderers | - | Birmingham City | 3:4 (1:3) | ||
| 2nd (2nd leg) | Birmingham City | - | Wycombe Wanderers | 1:0 (0:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Birmingham City | ||||
| 1st(1st leg) | Walsall FC | - | West Ham United | 0:1 (0:0) | ||
| 2nd (2nd leg) | West Ham United | - | Walsall FC | 1:1 (1:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: West Ham United | ||||
| 1st(1st leg) | Tranmere Rovers | - | Swindon Town | 1:1 (0:0) | ||
| 2nd (2nd leg) | Swindon Town | - | Tranmere Rovers | 0:1 (0:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Tranmere Rovers | ||||
| 1st(1st leg) | Sunderland AFC | - | Luton Town | 3:0 (0:0) | ||
| 2nd (2nd leg) | Luton Town | - | Sunderland AFC | 1:2 (0:2) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Sunderland AFC | ||||
| 1st(1st leg) | Sheffield United | - | Colchester United | 3:0 (1:0) | ||
| 2nd (2nd leg) | Colchester United | - | Sheffield United | 0:1 (0:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: Sheffield United | ||||
| 1st(1st leg) | Preston North End | - | Coventry City | 1:3 (0:2) | ||
| 2nd (2nd leg) | Coventry City | - | Preston North End | 4:1 (3:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: Coventry City | ||||
| 1st(1st leg) | Oldham Athletic | - | Sheffield Wednesday | 1:3 (1:1) | ||
| 2nd (2nd leg) | Sheffield Wednesday | - | Oldham Athletic | 5:1 (1:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: Sheffield Wednesday | ||||
| 1st(1st leg) | Notts County | - | Watford FC | 1:3 (0:0) | ||
| 2nd (2nd leg) | Watford FC | - | Notts County | 0:2 (0:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Watford FC | ||||
| 1st(1st leg) | Norwich City | - | Blackpool FC | 3:3 (3:2) | ||
| 2nd (2nd leg) | Blackpool FC | - | Norwich City | 0:5 (0:2) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 02/10/2000 | Winner: Norwich City | ||||
| 1st(1st leg) | Wimbledon FC | - | Wigan Athletic | 0:0 (0:0) | ||
| 2nd (2nd leg) | Wigan Athletic | - | Wimbledon FC | 1:2 (0:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Wimbledon FC | ||||
| 1st(1st leg) | Millwall FC | - | Ipswich Town | 2:0 (1:0) | ||
| 2nd (2nd leg) | Ipswich Town | - | Millwall FC | 5:0 (0:0, 2:0) aet | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Ipswich Town | ||||
| 1st(1st leg) | Middlesbrough FC | - | Macclesfield Town | 2:1 (0:0) | ||
| 2nd (2nd leg) | Macclesfield Town | - | Middlesbrough FC | 1:3 (1:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Middlesbrough FC | ||||
| 1st(1st leg) | Derby County | - | West Bromwich Albion | 1:2 (1:0) | ||
| 2nd (2nd leg) | West Bromwich Albion | - | Derby County | 2:4 (2:2) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Derby County | ||||
| 1st(1st leg) | Darlington FC | - | Bradford City | 0:1 (0:1) | ||
| 2nd (2nd leg) | Bradford City | - | Darlington FC | 7:2 (4:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 25/09/2000 | Winner: Bradford City | ||||
| 1st(1st leg) | Chesterfield FC | - | Fulham FC | 1:0 (0:0) | ||
| 2nd (2nd leg) | Fulham FC | - | Chesterfield FC | 4:0 (1:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: Fulham FC | ||||
| 1st(1st leg) | Burnley FC | - | Crystal Palace | 2:2 (0:1) | ||
| 2nd (2nd leg) | Crystal Palace | - | Burnley FC | 1:1 (0:1, 1:1) aet | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Crystal Palace | ||||
| 1st(1st leg) | Brentford FC | - | Tottenham Hotspur | 0:0 (0:0) | ||
| 2nd (2nd leg) | Tottenham Hotspur | - | Brentford FC | 2:0 (0:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Tottenham Hotspur | ||||
| 1st(1st leg) | Blackburn Rovers | - | Portsmouth FC | 4:0 (2:0) | ||
| 2nd (2nd leg) | Portsmouth FC | - | Blackburn Rovers | 1:1 (0:0) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Blackburn Rovers | ||||
| 1st(1st leg) | Barnsley FC | - | Crewe Alexandra | 4:0 (1:0) | ||
| 2nd (2nd leg) | Crewe Alexandra | - | Barnsley FC | 0:3 (0:1) | ||
| 1st(1st leg): 19/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Barnsley FC | ||||
| 1st(1st leg) | Stoke City | - | Charlton Athletic | 2:1 (1:1) | ||
| 2nd (2nd leg) | Charlton Athletic | - | Stoke City | 4:3 (1:1, 3:2) aet | ||
| 1st(1st leg): 20/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Stoke City | ||||
| 1st(1st leg) | Southampton FC | - | Mansfield Town | 2:0 (1:0) | ||
| 2nd (2nd leg) | Mansfield Town | - | Southampton FC | 1:3 (0:2) | ||
| 1st(1st leg): 20/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Southampton FC | ||||
| 1st(1st leg) | Newcastle United | - | Leyton Orient | 2:0 (1:0) | ||
| 2nd (2nd leg) | Leyton Orient | - | Newcastle United | 1:1 (1:1) | ||
| 1st(1st leg): 20/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Newcastle United | ||||
| 1st(1st leg) | Manchester City | - | Gillingham FC | 1:1 (0:0) | ||
| 2nd (2nd leg) | Gillingham FC | - | Manchester City | 2:4 (1:0, 2:2) aet | ||
| 1st(1st leg): 20/09/2000 | 2nd (2nd leg): 26/09/2000 | Winner: Manchester City | ||||
| 1st(1st leg) | Everton FC | - | Bristol Rovers | 1:1 (0:0) | ||
| 2nd (2nd leg) | Bristol Rovers | - | Everton FC | 4:2 (0:1, 1:1, 1:1) pso | ||
| 1st(1st leg): 20/09/2000 | 2nd (2nd leg): 27/09/2000 | Winner: Bristol Rovers | ||||
| 1st(1st leg) | Grimsby Town | - | Wolverhampton Wanderers | 3:2 (1:2) | ||
| 2nd (2nd leg) | Wolverhampton Wanderers | - | Grimsby Town | 2:0 (1:0) | ||
| 1st(1st leg): 26/09/2000 | 2nd (2nd leg): 02/10/2000 | Winner: Wolverhampton Wanderers | ||||
