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| Worthington Cup | |||||||||||
| 1998/99 Results | |||||||||||
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| First Round | |||||||||||
| Byes - The 20 Premier League clubs. | |||||||||||
| Tue | Aug | 11 | Barnet | 2 | - | 1 | Wolverhampton Wanderers | ||||
| Tue | Aug | 18 | Wolverhampton Wanderers | 5 | - | 0 | Barnet | ||||
| Wolves won 6-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Birmingham City | 2 | - | 0 | Millwall | ||||
| Wed | Aug | 19 | Millwall | 1 | - | 1 | Birmingham City | ||||
| Birmingham won 3-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Blackpool | 1 | - | 0 | Scunthorpe United | ||||
| Tue | Aug | 18 | Scunthorpe United | 1 | - | 1 | Blackpool | ||||
| Blackpool won 2-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Bolton Wanderers | 1 | - | 0 | Hartlepool United | ||||
| Tue | Aug | 25 | Hartlepool United | 0 | - | 3 | Bolton Wanderers | ||||
| Bolton won 4-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Bournemouth | 2 | - | 0 | Colchester United | ||||
| Tue | Aug | 18 | Colchester United | 3 | - | 2 | Bournemouth | ||||
| Bournemouth won 4-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Bradford City | 1 | - | 1 | Lincoln City | ||||
| Tue | Aug | 18 | Lincoln City | 0 | - | 1 | Bradford City | ||||
| Bradford City won 2-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Bristol City | 4 | - | 0 | Shrewsbury Town | ||||
| Tue | Aug | 18 | Shrewsbury Town | 4 | - | 3 | Bristol City | ||||
| Bristol City won 7-4 on aggregate | |||||||||||
| Tue | Aug | 11 | Bury | 1 | - | 1 | Burnley | ||||
| Tue | Aug | 18 | Burnley | 1 | - | 4 | Bury | ||||
| Bury won 5-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Cambridge United | 1 | - | 0 | Watford | ||||
| Tue | Aug | 18 | Watford | 1 | - | 1 | Cambridge United | ||||
| Cambridge United won 2-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Exeter City | 1 | - | 1 | Ipswich Town | ||||
| Tue | Aug | 18 | Ipswich Town | 5 | - | 1 | Exeter City | ||||
| Ipswich won 6-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Fulham | 2 | - | 1 | Cardiff City | ||||
| Tue | Aug | 18 | Cardiff City | 1 | - | 2 | Fulham | ||||
| Fulham won 4-2 on aggregate | |||||||||||
| Wed | Aug | 12 | Grimsby Town | 0 | - | 0 | Preston North End | ||||
| Tue | Aug | 18 | Preston North End | 0 | - | 0 | Grimsby Town | ||||
| Grimsby won 7-6 on penalties after finishing 0-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Huddersfield Town | 3 | - | 2 | Mansfield Town | ||||
| Tue | Aug | 18 | Mansfield Town | 1 | - | 1 | Huddersfield Town | ||||
| Huddersfield won 4-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Leyton Orient | 1 | - | 1 | Bristol Rovers | ||||
| Tue | Aug | 18 | Bristol Rovers | 1 | - | 2 | Leyton Orient | ||||
| Leyton Orient won 3-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Luton Town | 2 | - | 3 | Oxford United | ||||
| Tue | Aug | 18 | Oxford United | 1 | - | 3 | Luton Town | ||||
| Luton won 5-4 on aggregate | |||||||||||
| Tue | Aug | 11 | Macclesfield Town | 3 | - | 1 | Stoke City | ||||
| Wed | Aug | 19 | Stoke City | 1 | - | 0 | Macclesfield Town | ||||
| Macclesfield won 3-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Northampton Town | 2 | - | 1 | Brighton & Hove Albion | ||||
| Wed | Aug | 19 | Brighton & Hove Albion | 1 | - | 1 | Northampton Town | ||||
| Northampton won 3-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Notts County | 0 | - | 2 | Manchester City | ||||
| Wed | Aug | 19 | Manchester City | 7 | - | 1 | Notts County | ||||
| Manchester City won 9-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Oldham Athletic | 3 | - | 2 | Crewe Alexandra | ||||
| Tue | Aug | 18 | Crewe Alexandra | 2 | - | 0 | Oldham Athletic | ||||
| Crewe won 4-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Peterborough United | 1 | - | 1 | Reading | ||||
| Wed | Aug | 26 | Reading | 2 | - | 0 | Peterborough United | ||||
| Reading won 3-1 on aggregate | |||||||||||
| Tue | Aug | 11 | Plymouth Argyle | 1 | - | 3 | Portsmouth | ||||
| Tue | Aug | 18 | Portsmouth | 3 | - | 2 | Plymouth Argyle | ||||
| Portsmouth won 6-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Port Vale | 1 | - | 2 | Chester City | ||||
| Tue | Aug | 18 | Chester | 2 | - | 2 | Port Vale | ||||
| Chester won 4-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Rotherham United | 0 | - | 1 | Chesterfield | ||||
| Tue | Aug | 18 | Chesterfield | 2 | - | 0 | Rotherham United | ||||
| Chesterfield won 3-0 on aggregate | |||||||||||
| Wed | Aug | 12 | Scarborough | 0 | - | 1 | Barnsley | ||||
| Tue | Aug | 18 | Barnsley | 3 | - | 0 | Scarborough | ||||
| Barnsley won 4-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Sheffield United | 3 | - | 1 | Darlington | ||||
| Tue | Aug | 18 | Darlington | 2 | - | 2 | Sheffield United | ||||
| Sheffield United won 5-3 on aggregate | |||||||||||
| Tue | Aug | 11 | Southend United | 1 | - | 0 | Gillingham | ||||
| Tue | Aug | 18 | Gillingham | 0 | - | 1 | Southend United | ||||
| Southend won 2-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Stockport County | 2 | - | 2 | Hull City | ||||
| Tue | Aug | 18 | Hull City | 0 | - | 0 | Stockport County | ||||
| Hull won on away goals after finishing 2-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Swansea City | 1 | - | 1 | Norwich City | ||||
| Tue | Aug | 18 | Norwich City | 1 | - | 0 | Swansea City | ||||
| Norwich won 2-1 on aggregate | |||||||||||
| Wed | Aug | 12 | Swindon Town | 2 | - | 1 | Wycombe Wanderers | ||||
| Tue | Aug | 18 | Wycombe Wanderers | 2 | - | 0 | Swindon Town | ||||
| Wycombe won 3-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Torquay United | 1 | - | 1 | Crystal Palace | ||||
| Tue | Aug | 25 | Crystal Palace | 2 | - | 1 | Torquay United | ||||
| Crystal Palace won 3-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Tranmere Rovers | 3 | - | 0 | Carlisle United | ||||
| Tue | Aug | 18 | Carlisle United | 0 | - | 1 | Tranmere Rovers | ||||
| Tranmere won 4-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Walsall | 0 | - | 0 | Queens Park Rangers | ||||
| Wed | Aug | 26 | Queens Park Rangers | 3 | - | 1 | Walsall | ||||
| QPR won 3-1 on aggregate | |||||||||||
| Tue | Aug | 11 | West Bromwich Albion | 2 | - | 1 | Brentford | ||||
| Tue | Aug | 18 | Brentford | 3 | - | 0 | West Bromwich Albion | ||||
| Brentford won 4-2 on aggregate | |||||||||||
| Tue | Aug | 11 | Wigan Athletic | 1 | - | 0 | Rochdale | ||||
| Tue | Aug | 18 | Rochdale | 0 | - | 1 | Wigan Athletic | ||||
| Wigan Athletic won 2-0 on aggregate | |||||||||||
| Tue | Aug | 11 | Wrexham | 0 | - | 2 | Halifax Town | ||||
| Tue | Aug | 18 | Halifax Town | 0 | - | 2 | Wrexham | ||||
| Halifax won 4-2 on penalties after finishing 2-2 on aggregate | |||||||||||
| Tue | Aug | 11 | York City | 0 | - | 2 | Sunderland | ||||
| Tue | Aug | 18 | Sunderland | 2 | - | 1 | York City | ||||
| Sunderland won 4-1 on aggregate | |||||||||||
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| Second Round | |||||||||||
| Byes - The 8 Premier League clubs involved in European competitions (Arsenal, Aston Villa, Blackburn Rovers, Chelsea, Leeds United, Liverpool, Manchester United, Newcastle United). | |||||||||||
| Tue | Sep | 15 | Barnsley | 3 | - | 0 | Reading | ||||
| Wed | Sep | 23 | Reading | 1 | - | 1 | Barnsley | ||||
| Barnsley won 4-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Blackpool | 2 | - | 1 | Tranmere Rovers | ||||
| Tue | Sep | 22 | Tranmere Rovers | 3 | - | 1 | Blackpool | ||||
| Tranmere won 4-3 on aggregate | |||||||||||
| Tue | Sep | 15 | Bolton Wanderers | 3 | - | 1 | Hull City | ||||
| Tue | Sep | 22 | Hull City | 2 | - | 3 | Bolton Wanderers | ||||
| Bolton won 6-3 on aggregate | |||||||||||
| Tue | Sep | 15 | Bournemouth | 1 | - | 1 | Wolverhampton Wanderers | ||||
| Tue | Sep | 22 | Wolverhampton Wanderers | 1 | - | 2 | Bournemouth | ||||
| Bournemouth won 3-2 on aggregate | |||||||||||
| Tue | Sep | 15 | Brentford | 2 | - | 3 | Tottenham Hotspur | ||||
| Wed | Sep | 23 | Tottenham Hotspur | 3 | - | 2 | Brentford | ||||
| Spurs won 6-4 on aggregate | |||||||||||
| Wed | Sep | 16 | Bristol City | 1 | - | 1 | Crewe Alexandra | ||||
| Tue | Sep | 22 | Crewe Alexandra | 2 | - | 0 | Bristol City | ||||
| Crewe won 3-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Bury | 3 | - | 0 | Crystal Palace | ||||
| Wed | Sep | 23 | Crystal Palace | 2 | - | 1 | Bury | ||||
| Bury won 4-2 on aggregate | |||||||||||
| Wed | Sep | 16 | Coventry City | 1 | - | 0 | Southend United | ||||
| Tue | Sep | 22 | Southend United | 0 | - | 4 | Coventry City | ||||
| Coventry won 5-0 on aggregate | |||||||||||
| Wed | Sep | 16 | Derby County | 1 | - | 1 | Manchester City | ||||
| Wed | Sep | 23 | Manchester City | 0 | - | 1 | Derby County | ||||
| Derby won 2-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Fulham | 1 | - | 1 | Southampton | ||||
| Wed | Sep | 23 | Southampton | 0 | - | 1 | Fulham | ||||
| Fulham won 2-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Halifax Town | 1 | - | 2 | Bradford City | ||||
| Tue | Sep | 22 | Bradford City | 3 | - | 1 | Halifax Town | ||||
| Bradford City won 5-2 on aggregate | |||||||||||
| Tue | Sep | 15 | Huddersfield Town | 1 | - | 1 | Everton | ||||
| Wed | Sep | 23 | Everton | 2 | - | 1 | Huddersfield Town | ||||
| Everton won 3-2 on aggregate | |||||||||||
| Tue | Sep | 15 | Ipswich Town | 2 | - | 1 | Luton Town | ||||
| Tue | Sep | 22 | Luton Town | 4 | - | 2 | Ipswich Town | ||||
| Luton won 5-4 on aggregate | |||||||||||
| Wed | Sep | 16 | Leicester City | 3 | - | 0 | Chesterfield | ||||
| Tue | Sep | 22 | Chesterfield | 1 | - | 3 | Leicester City | ||||
| Leicester won 6-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Leyton Orient | 1 | - | 5 | Nottingham Forest | ||||
| Tue | Sep | 22 | Nottingham Forest | 0 | - | 0 | Leyton Orient | ||||
| Nottingham Forest won 5-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Macclesfield Town | 0 | - | 3 | Birmingham City | ||||
| Tue | Sep | 22 | Birmingham City | 6 | - | 0 | Macclesfield Town | ||||
| Birmingham won 9-0 on aggregate | |||||||||||
| Wed | Sep | 16 | Middlesbrough | 2 | - | 0 | Wycombe Wanderers | ||||
| Tue | Sep | 22 | Wycombe Wanderers | 1 | - | 1 | Middlesbrough | ||||
| Middlesbrough won 3-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Northampton Town | 2 | - | 0 | West Ham United | ||||
| Tue | Sep | 22 | West Ham United | 1 | - | 0 | Northampton Town | ||||
| Northampton won 2-1 on aggregate | |||||||||||
| Wed | Sep | 16 | Norwich City | 1 | - | 0 | Wigan Athletic | ||||
| Tue | Sep | 22 | Wigan Athletic | 2 | - | 3 | Norwich City | ||||
| Norwich won 4-2 on aggregate | |||||||||||
| Tue | Sep | 15 | Portsmouth | 2 | - | 1 | Wimbledon | ||||
| Tue | Sep | 22 | Wimbledon | 4 | - | 1 | Portsmouth | ||||
| Wimbledon won 5-3 on aggregate | |||||||||||
| Wed | Sep | 16 | Queens Park Rangers | 0 | - | 2 | Charlton Athletic | ||||
| Tue | Sep | 22 | Charlton Athletic | 1 | - | 0 | Queens Park Rangers | ||||
| Charlton won 3-0 on aggregate | |||||||||||
| Tue | Sep | 15 | Sheffield United | 2 | - | 1 | Grimsby Town | ||||
| Tue | Sep | 22 | Grimsby Town | 2 | - | 0 | Sheffield United | ||||
| Grimsby won 3-2 on aggregate | |||||||||||
| Wed | Sep | 16 | Sheffield Wednesday | 0 | - | 1 | Cambridge United | ||||
| Tue | Sep | 22 | Cambridge United | 1 | - | 1 | Sheffield Wednesday | ||||
| Cambridge United won 2-1 on aggregate | |||||||||||
| Tue | Sep | 15 | Sunderland | 3 | - | 0 | Chester City | ||||
| Tue | Sep | 22 | Chester City | 0 | - | 1 | Sunderland | ||||
| Sunderland won 4-0 on aggregate | |||||||||||
| Third Round | |||||||||||
| Tue | Oct | 27 | Barnsley | 2 | - | 1 | Bournemouth | ||||
| Wed | Oct | 28 | Birmingham City | 1 | - | 2 | Wimbledon | ||||
| Tue | Oct | 27 | Charlton Athletic | 1 | - | 2 | Leicester City | ||||
| Wed | Oct | 28 | Chelsea (holders) | 4 | - | 1 | Aston Villa | ||||
| Wed | Oct | 28 | Crewe Alexandra | 0 | - | 1 | Blackburn Rovers | ||||
| Wed | Oct | 28 | Derby County | 1 | - | 2 | Arsenal | ||||
| Wed | Oct | 28 | Leeds United | 1 | - | 0 | Bradford City | ||||
| Tue | Oct | 27 | Liverpool | 3 | - | 1 | Fulham | ||||
| Tue | Oct | 27 | Luton Town | 2 | - | 0 | Coventry City | ||||
| Wed | Oct | 28 | Manchester United | 2 | - | 0 | Bury | ||||
| Wed | Oct | 28 | Middlesbrough | 2 | - | 3 | Everton | ||||
| Tue | Oct | 27 | Northampton Town | 1 | - | 3 | Tottenham Hotspur | ||||
| Tue | Oct | 27 | Norwich City | 1 | - | 1 | Bolton Wanderers | ||||
| Bolton won 3-1 on penalties | |||||||||||
| Tue | Oct | 27 | Nottingham Forest | 3 | - | 3 | Cambridge United | ||||
| Nottingham Forest won 4-3 on penalties | |||||||||||
| Tue | Oct | 27 | Sunderland | 2 | - | 1 | Grimsby Town | ||||
| Tue | Oct | 27 | Tranmere Rovers | 0 | - | 1 | Newcastle United | ||||
| Fourth Round | |||||||||||
| Wed | Nov | 11 | Arsenal | 0 | - | 5 | Chelsea (holders) | ||||
| Tue | Nov | 10 | Bolton Wanderers | 1 | - | 2 | Wimbledon | ||||
| Wed | Nov | 11 | Everton | 1 | - | 1 | Sunderland | ||||
| Sunderland won 5-4 on penalties | |||||||||||
| Wed | Nov | 11 | Leicester City | 2 | - | 1 | Leeds United | ||||
| Tue | Nov | 10 | Liverpool | 1 | - | 3 | Tottenham Hotspur | ||||
| Tue | Nov | 10 | Luton Town | 1 | - | 0 | Barnsley | ||||
| Wed | Nov | 11 | Manchester United | 2 | - | 1 | Nottingham Forest | ||||
| Wed | Nov | 11 | Newcastle United | 1 | - | 1 | Blackburn Rovers | ||||
| Blackburn won 4-2 on penalties | |||||||||||
| Fifth Round | |||||||||||
| Wed | Dec | 2 | Leicester City | 1 | - | 0 | Blackburn Rovers | ||||
| Tue | Dec | 1 | Sunderland | 3 | - | 0 | Luton Town | ||||
| Wed | Dec | 2 | Tottenham Hotspur | 3 | - | 1 | Manchester United | ||||
| Tue | Dec | 1 | Wimbledon | 2 | - | 1 | Chelsea (holders) | ||||
| Semi-Finals (home and away legs) | |||||||||||
| Tue | Jan | 26 | Sunderland | 1 | - | 2 | Leicester City | ||||
| Wed | Feb | 17 | Leicester City | 1 | - | 1 | Sunderland | ||||
| Leicester City won 3-2 on aggregate | |||||||||||
| Wed | Jan | 27 | Tottenham Hotspur | 0 | - | 0 | Wimbledon | ||||
| Tue | Feb | 16 | Wimbledon | 0 | - | 1 | Tottenham Hotspur | ||||
| Spurs won 1-0 on aggregate | |||||||||||
| Final (at Wembley Stadium, London) | |||||||||||
| Sun | Mar | 21 | Tottenham Hotspur | 1 | - | 0 | Leicester City | ||||
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