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| H (Match allé) | AFC Bournemouth | - | Colchester United | 2:0 (1:0) | ||
| R (match retour) | Colchester United | - | AFC Bournemouth | 3:2 (1:2) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: AFC Bournemouth | ||||
| H (Match allé) | Barnet FC | - | Wolverhampton Wanderers | 2:1 (0:0) | ||
| R (match retour) | Wolverhampton Wanderers | - | Barnet FC | 5:0 (3:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 19.08.1998 | vainqueur: Wolverhampton Wanderers | ||||
| H (Match allé) | Birmingham City | - | Millwall FC | 2:0 (0:0) | ||
| R (match retour) | Millwall FC | - | Birmingham City | 1:1 (1:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 19.08.1998 | vainqueur: Birmingham City | ||||
| H (Match allé) | Blackpool FC | - | Scunthorpe United | 1:0 (1:0) | ||
| R (match retour) | Scunthorpe United | - | Blackpool FC | 1:1 (1:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Blackpool FC | ||||
| H (Match allé) | Bolton Wanderers | - | Hartlepool United | 1:0 (0:0) | ||
| R (match retour) | Hartlepool United | - | Bolton Wanderers | 0:3 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 25.08.1998 | vainqueur: Bolton Wanderers | ||||
| H (Match allé) | Bradford City | - | Lincoln City | 1:1 (0:0) | ||
| R (match retour) | Lincoln City | - | Bradford City | 0:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Bradford City | ||||
| H (Match allé) | Bristol City | - | Shrewsbury Town | 4:0 (3:0) | ||
| R (match retour) | Shrewsbury Town | - | Bristol City | 4:3 (2:2) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Bristol City | ||||
| H (Match allé) | Bury FC | - | Burnley FC | 1:1 (1:1) | ||
| R (match retour) | Burnley FC | - | Bury FC | 1:4 (1:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Bury FC | ||||
| H (Match allé) | Cambridge United | - | Watford FC | 1:0 (1:0) | ||
| R (match retour) | Watford FC | - | Cambridge United | 1:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Cambridge United | ||||
| H (Match allé) | Exeter City | - | Ipswich Town | 1:1 (0:1) | ||
| R (match retour) | Ipswich Town | - | Exeter City | 5:1 (3:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Ipswich Town | ||||
| H (Match allé) | Fulham FC | - | Cardiff City | 2:1 (1:1) | ||
| R (match retour) | Cardiff City | - | Fulham FC | 1:2 (0:2) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Fulham FC | ||||
| H (Match allé) | Huddersfield Town | - | Mansfield Town | 3:2 (1:2) | ||
| R (match retour) | Mansfield Town | - | Huddersfield Town | 1:1 (0:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Huddersfield Town | ||||
| H (Match allé) | Leyton Orient | - | Bristol Rovers | 1:1 (1:0) | ||
| R (match retour) | Bristol Rovers | - | Leyton Orient | 1:2 (1:1, 1:1) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Leyton Orient | ||||
| H (Match allé) | Luton Town | - | Oxford United | 2:3 (0:2) | ||
| R (match retour) | Oxford United | - | Luton Town | 1:3 (1:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Luton Town | ||||
| H (Match allé) | Macclesfield Town | - | Stoke City | 3:1 (1:1) | ||
| R (match retour) | Stoke City | - | Macclesfield Town | 1:0 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 19.08.1998 | vainqueur: Macclesfield Town | ||||
| H (Match allé) | Northampton Town | - | Brighton & Hove Albion | 2:1 (1:0) | ||
| R (match retour) | Brighton & Hove Albion | - | Northampton Town | 1:1 (0:0, 1:0) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 19.08.1998 | vainqueur: Northampton Town | ||||
| H (Match allé) | Notts County | - | Manchester City | 0:2 (0:0) | ||
| R (match retour) | Manchester City | - | Notts County | 7:1 (4:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 19.08.1998 | vainqueur: Manchester City | ||||
| H (Match allé) | Oldham Athletic | - | Crewe Alexandra | 3:2 (3:1) | ||
| R (match retour) | Crewe Alexandra | - | Oldham Athletic | 2:0 (1:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Crewe Alexandra | ||||
| H (Match allé) | Peterborough United | - | Reading FC | 1:1 (0:0) | ||
| R (match retour) | Reading FC | - | Peterborough United | 2:0 (1:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 26.08.1998 | vainqueur: Reading FC | ||||
| H (Match allé) | Plymouth Argyle | - | Portsmouth FC | 1:3 (1:3) | ||
| R (match retour) | Portsmouth FC | - | Plymouth Argyle | 3:2 (2:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Portsmouth FC | ||||
| H (Match allé) | Port Vale FC | - | Chester City | 1:2 (0:2) | ||
| R (match retour) | Chester City | - | Port Vale FC | 2:2 (0:1) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Chester City | ||||
| H (Match allé) | Rotherham United | - | Chesterfield FC | 0:1 (0:1) | ||
| R (match retour) | Chesterfield FC | - | Rotherham United | 2:0 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Chesterfield FC | ||||
| H (Match allé) | Sheffield United | - | Darlington FC | 3:1 (1:0) | ||
| R (match retour) | Darlington FC | - | Sheffield United | 2:2 (0:0, 2:0) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Sheffield United | ||||
| H (Match allé) | Southend United | - | Gillingham FC | 1:0 (0:0) | ||
| R (match retour) | Gillingham FC | - | Southend United | 0:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Southend United | ||||
| H (Match allé) | Stockport County | - | Hull City | 2:2 (1:2) | ||
| R (match retour) | Hull City | - | Stockport County | 0:0 (0:0, 0:0) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Hull City | ||||
| H (Match allé) | Swansea City | - | Norwich City | 1:1 (0:0) | ||
| R (match retour) | Norwich City | - | Swansea City | 1:0 (0:0, 0:0) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Norwich City | ||||
| H (Match allé) | Torquay United | - | Crystal Palace | 1:1 (1:1) | ||
| R (match retour) | Crystal Palace | - | Torquay United | 2:1 (1:0, 1:1) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 25.08.1998 | vainqueur: Crystal Palace | ||||
| H (Match allé) | Tranmere Rovers | - | Carlisle United | 3:0 (1:0) | ||
| R (match retour) | Carlisle United | - | Tranmere Rovers | 0:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Tranmere Rovers | ||||
| H (Match allé) | Walsall FC | - | Queens Park Rangers | 0:0 (0:0) | ||
| R (match retour) | Queens Park Rangers | - | Walsall FC | 3:1 (0:0, 1:1) ap | ||
| H (Match allé): 11.08.1998 | R (match retour): 26.08.1998 | vainqueur: Queens Park Rangers | ||||
| H (Match allé) | West Bromwich Albion | - | Brentford FC | 2:1 (2:0) | ||
| R (match retour) | Brentford FC | - | West Bromwich Albion | 3:0 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Brentford FC | ||||
| H (Match allé) | Wigan Athletic | - | Rochdale AFC | 1:0 (0:0) | ||
| R (match retour) | Rochdale AFC | - | Wigan Athletic | 0:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Wigan Athletic | ||||
| H (Match allé) | Wrexham AFC | - | Halifax Town | 0:2 (0:1) | ||
| R (match retour) | Halifax Town | - | Wrexham AFC | 4:2 (0:1, 0:2, 0:2) tab | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Halifax Town | ||||
| H (Match allé) | York City | - | Sunderland AFC | 0:2 (0:2) | ||
| R (match retour) | Sunderland AFC | - | York City | 2:1 (0:0) | ||
| H (Match allé): 11.08.1998 | R (match retour): 18.08.1998 | vainqueur: Sunderland AFC | ||||
| H (Match allé) | Grimsby Town | - | Preston North End | 0:0 (0:0) | ||
| R (match retour) | Preston North End | - | Grimsby Town | 6:7 (0:0, 0:0, 0:0) tab | ||
| H (Match allé): 12.08.1998 | R (match retour): 18.08.1998 | vainqueur: Grimsby Town | ||||
| H (Match allé) | Scarborough FC | - | Barnsley FC | 0:1 (0:1) | ||
| R (match retour) | Barnsley FC | - | Scarborough FC | 3:0 (2:0) | ||
| H (Match allé): 12.08.1998 | R (match retour): 18.08.1998 | vainqueur: Barnsley FC | ||||
| H (Match allé) | Swindon Town | - | Wycombe Wanderers | 2:1 (1:0) | ||
| R (match retour) | Wycombe Wanderers | - | Swindon Town | 2:0 (1:0) | ||
| H (Match allé): 12.08.1998 | R (match retour): 18.08.1998 | vainqueur: Wycombe Wanderers | ||||
