Football League Cup   
1998-1999
   


Sunday 21st March 1999
  Final  Leicester City 0-1 Tottenham Hotspur
 
Wednesday 17th February 1999
  Semi-Final Second Leg Leicester City 1-1 Sunderland
 
Tuesday 16th February 1999
  Semi-Final Second Leg Wimbledon 0-1 Tottenham Hotspur
 
Wednesday 27th January 1999
  Semi-Final First Leg Tottenham Hotspur 0-0 Wimbledon
 
Tuesday 26th January 1999
  Semi-Final First Leg Sunderland 1-2 Leicester City
 
Wednesday 2nd December 1998
  Quarter-Final  Leicester City 1-0 Blackburn Rovers
  Quarter-Final  Tottenham Hotspur 3-1 Manchester United
 
Tuesday 1st December 1998
  Quarter-Final  Sunderland 3-0 Luton Town
  Quarter-Final  Wimbledon 2-1 Chelsea
 
Wednesday 11th November 1998
  Fourth Round  Arsenal 0-5 Chelsea
  Fourth Round  Everton 1-1 Sunderland
  Fourth Round  Leicester City 2-1 Leeds United
  Fourth Round  Manchester United 2-1 Nottingham Forest
  Fourth Round  Newcastle United 1-1 Blackburn Rovers
 
Tuesday 10th November 1998
  Fourth Round  Bolton Wanderers 1-2 Wimbledon
  Fourth Round  Liverpool 1-3 Tottenham Hotspur
  Fourth Round  Luton Town 1-0 Barnsley
 
Wednesday 28th October 1998
  Third Round  Birmingham City 1-2 Wimbledon
  Third Round  Chelsea 4-1 Aston Villa
  Third Round  Crewe Alexandra 0-1 Blackburn Rovers
  Third Round  Derby County 1-2 Arsenal
  Third Round  Leeds United 1-0 Bradford City
  Third Round  Manchester United 2-0 Bury
  Third Round  Middlesbrough 2-3 Everton
 
Tuesday 27th October 1998
  Third Round  Barnsley 2-1 AFC Bournemouth
  Third Round  Charlton Athletic 1-2 Leicester City
  Third Round  Liverpool 3-1 Fulham
  Third Round  Luton Town 2-0 Coventry City
  Third Round  Northampton Town 1-3 Tottenham Hotspur
  Third Round  Norwich City 1-1 Bolton Wanderers
  Third Round  Nottingham Forest 3-3 Cambridge United   (4-3 pens) 9192
  Third Round  Sunderland 2-1 Grimsby Town
  Third Round  Tranmere Rovers 0-1 Newcastle United
 
Wednesday 23rd September 1998
  Second Round Second Leg Crystal Palace 2-1 Bury
  Second Round Second Leg Everton 2-1 Huddersfield Town
  Second Round Second Leg Manchester City 0-1 Derby County
  Second Round Second Leg Reading 1-1 Barnsley
  Second Round Second Leg Southampton 0-1 Fulham
  Second Round Second Leg Tottenham Hotspur 3-2 Brentford
 
Tuesday 22nd September 1998
  Second Round Second Leg Birmingham City 6-0 Macclesfield Town
  Second Round Second Leg Bradford City 3-1 Halifax Town
  Second Round Second Leg Cambridge United 1-1 Sheffield Wednesday 8502
  Second Round Second Leg Charlton Athletic 1-0 Queens Park Rangers
  Second Round Second Leg Chester City 0-1 Sunderland
  Second Round Second Leg Chesterfield 1-3 Leicester City
  Second Round Second Leg Crewe Alexandra 2-0 Bristol City
  Second Round Second Leg Grimsby Town 2-0 Sheffield United
  Second Round Second Leg Hull City 2-3 Bolton Wanderers
  Second Round Second Leg Luton Town 4-2 Ipswich Town
  Second Round Second Leg Nottingham Forest 0-0 Leyton Orient
  Second Round Second Leg Southend United 0-4 Coventry City
  Second Round Second Leg Tranmere Rovers 3-1 Blackpool
  Second Round Second Leg West Ham United 1-0 Northampton Town
  Second Round Second Leg Wigan Athletic 2-3 Norwich City
  Second Round Second Leg Wimbledon 4-1 Portsmouth
  Second Round Second Leg Wolverhampton Wanderers 1-2 AFC Bournemouth
  Second Round Second Leg Wycombe Wanderers 1-1 Middlesbrough
 
Wednesday 16th September 1998
  Second Round First Leg Bristol City 1-1 Crewe Alexandra
  Second Round First Leg Coventry City 1-0 Southend United
  Second Round First Leg Derby County 1-1 Manchester City
  Second Round First Leg Leicester City 3-0 Chesterfield
  Second Round First Leg Middlesbrough 2-0 Wycombe Wanderers
  Second Round First Leg Norwich City 1-0 Wigan Athletic
  Second Round First Leg Queens Park Rangers 0-2 Charlton Athletic
  Second Round First Leg Sheffield Wednesday 0-1 Cambridge United 8921
 
Tuesday 15th September 1998
  Second Round First Leg AFC Bournemouth 1-1 Wolverhampton Wanderers
  Second Round First Leg Barnsley 3-0 Reading
  Second Round First Leg Blackpool 2-1 Tranmere Rovers
  Second Round First Leg Bolton Wanderers 3-1 Hull City
  Second Round First Leg Brentford 2-3 Tottenham Hotspur
  Second Round First Leg Bury 3-0 Crystal Palace
  Second Round First Leg Fulham 1-1 Southampton
  Second Round First Leg Halifax Town 1-2 Bradford City
  Second Round First Leg Huddersfield Town 1-1 Everton
  Second Round First Leg Ipswich Town 2-1 Luton Town
  Second Round First Leg Leyton Orient 1-5 Nottingham Forest
  Second Round First Leg Macclesfield Town 0-3 Birmingham City
  Second Round First Leg Northampton Town 2-0 West Ham United
  Second Round First Leg Portsmouth 2-1 Wimbledon
  Second Round First Leg Sheffield United 2-1 Grimsby Town
  Second Round First Leg Sunderland 3-0 Chester City
 
Wednesday 26th August 1998
  First Round Second Leg Queens Park Rangers 3-1 Walsall
  First Round Second Leg Reading 2-0 Peterborough United
 
Tuesday 25th August 1998
  First Round Second Leg Crystal Palace 2-1 Torquay United
  First Round Second Leg Hartlepool United 0-3 Bolton Wanderers
 
Wednesday 19th August 1998
  First Round Second Leg Brighton and Hove Albion 1-1 Northampton Town
  First Round Second Leg Manchester City 7-1 Notts County
  First Round Second Leg Millwall 1-1 Birmingham City
  First Round Second Leg Stoke City 1-0 Macclesfield Town
 
Tuesday 18th August 1998
  First Round Second Leg Barnsley 3-0 Scarborough
  First Round Second Leg Brentford 3-0 West Bromwich Albion
  First Round Second Leg Bristol Rovers 1-2 Leyton Orient
  First Round Second Leg Burnley 1-4 Bury
  First Round Second Leg Cardiff City 1-2 Fulham
  First Round Second Leg Carlisle United 0-1 Tranmere Rovers
  First Round Second Leg Chester City 2-2 Port Vale
  First Round Second Leg Chesterfield 2-0 Rotherham United
  First Round Second Leg Colchester United 3-2 AFC Bournemouth
  First Round Second Leg Crewe Alexandra 2-0 Oldham Athletic
  First Round Second Leg Darlington 2-2 Sheffield United
  First Round Second Leg Gillingham 0-1 Southend United
  First Round Second Leg Halifax Town 0-2 Wrexham
  First Round Second Leg Hull City 0-0 Stockport County
  First Round Second Leg Ipswich Town 5-1 Exeter City
  First Round Second Leg Lincoln City 0-1 Bradford City
  First Round Second Leg Mansfield Town 1-1 Huddersfield Town
  First Round Second Leg Norwich City 1-0 Swansea City
  First Round Second Leg Oxford United 1-3 Luton Town
  First Round Second Leg Portsmouth 3-2 Plymouth Argyle
  First Round Second Leg Preston North End 0-0 Grimsby Town
  First Round Second Leg Rochdale 0-1 Wigan Athletic
  First Round Second Leg Scunthorpe United 1-1 Blackpool
  First Round Second Leg Shrewsbury Town 4-3 Bristol City
  First Round Second Leg Sunderland 2-1 York City
  First Round Second Leg Watford 1-1 Cambridge United 6817
  First Round Second Leg Wolverhampton Wanderers 5-0 Barnet
  First Round Second Leg Wycombe Wanderers 2-0 Swindon Town
 
Wednesday 12th August 1998
  First Round First Leg Grimsby Town 0-0 Preston North End
  First Round First Leg Scarborough 0-1 Barnsley
  First Round First Leg Swindon Town 2-1 Wycombe Wanderers
 
Tuesday 11th August 1998
  First Round First Leg AFC Bournemouth 2-0 Colchester United
  First Round First Leg Barnet 2-1 Wolverhampton Wanderers
  First Round First Leg Birmingham City 2-0 Millwall
  First Round First Leg Blackpool 1-0 Scunthorpe United
  First Round First Leg Bolton Wanderers 1-0 Hartlepool United
  First Round First Leg Bradford City 1-1 Lincoln City
  First Round First Leg Bristol City 4-0 Shrewsbury Town
  First Round First Leg Bury 1-1 Burnley
  First Round First Leg Cambridge United 1-0 Watford 3073
  First Round First Leg Exeter City 1-1 Ipswich Town
  First Round First Leg Fulham 2-1 Cardiff City
  First Round First Leg Huddersfield Town 3-2 Mansfield Town
  First Round First Leg Leyton Orient 1-1 Bristol Rovers
  First Round First Leg Luton Town 2-3 Oxford United
  First Round First Leg Macclesfield Town 3-1 Stoke City
  First Round First Leg Northampton Town 2-1 Brighton and Hove Albion
  First Round First Leg Notts County 0-2 Manchester City
  First Round First Leg Oldham Athletic 3-2 Crewe Alexandra
  First Round First Leg Peterborough United 1-1 Reading
  First Round First Leg Plymouth Argyle 1-3 Portsmouth
  First Round First Leg Port Vale 1-2 Chester City
  First Round First Leg Rotherham United 0-1 Chesterfield
  First Round First Leg Sheffield United 3-1 Darlington
  First Round First Leg Southend United 1-0 Gillingham
  First Round First Leg Stockport County 2-2 Hull City
  First Round First Leg Swansea City 1-1 Norwich City
  First Round First Leg Torquay United 1-1 Crystal Palace
  First Round First Leg Tranmere Rovers 3-0 Carlisle United
  First Round First Leg Walsall 0-0 Queens Park Rangers
  First Round First Leg West Bromwich Albion 2-1 Brentford
  First Round First Leg Wigan Athletic 1-0 Rochdale
  First Round First Leg Wrexham 0-2 Halifax Town
  First Round First Leg York City 0-2 Sunderland