27th February 2000

Final Leicester City 2-1 Tranmere Rovers

2nd February 2000

Semi Final 2nd Leg Leicester City 1-0 Aston Villa

26th January 2000

Semi Final 2nd Leg Tranmere Rovers 3-0 Bolton Wanderers

25th January 2000

Semi Final 1st Leg Aston Villa 0-0 Leicester City

12th January 2000

Quarter Final Leicester City 3-3 Fulham
Semi Final 1st Leg Bolton Wanderers 0-1 Tranmere Rovers

11th January 2000

Quarter Final West Ham United 1-3 Aston Villa

15th December 1999

4th Round Leicester City 0-0 Leeds United

14th December 1999

Quarter Final Bolton Wanderers 2-1
Quarter Final Tranmere Rovers 2-1 Middlesbrough

1st December 1999

4th Round Aston Villa 4-0 Southampton
4th Round Fulham 3-1 Tottenham Hotspur

30th November 1999

4th Round Birmingham City 2-3 West Ham United
4th Round Bolton Wanderers 1-0 Sheffield Wednesday
4th Round Huddersfield Town 1-2
4th Round Middlesbrough 2-2 Arsenal
4th Round Tranmere Rovers 4-0 Barnsley

13th October 1999

3rd Round Aston Villa 3-0 Manchester United
3rd Round Chelsea 0-1 Huddersfield Town
3rd Round Derby County 1-2 Bolton Wanderers
3rd Round Leeds United 1-0 Blackburn Rovers
3rd Round Leicester City 2-0 Grimsby Town
3rd Round Middlesbrough 1-0 Watford
3rd Round Sheffield Wednesday 4-1 Nottingham Forest
3rd Round Southampton 2-1 Liverpool
3rd Round Tottenham Hotspur 3-1
3rd Round West Ham United 2-0 AFC Bournemouth

12th October 1999

3rd Round Arsenal 2-1 Preston North End
3rd Round Birmingham City 2-0 Newcastle United
3rd Round Bradford City 2-3 Barnsley
3rd Round Tranmere Rovers 2-0 Oxford United
3rd Round West Bromwich Albion 1-2 Fulham
3rd Round 3-2 Sunderland

22nd September 1999

2nd Round 2nd Leg Blackburn Rovers 3-1 Portsmouth
2nd Round 2nd Leg Bristol City 0-0 Nottingham Forest
2nd Round 2nd Leg Coventry City 3-1 Tranmere Rovers
2nd Round 2nd Leg Derby County 3-1 Swansea City
2nd Round 2nd Leg Everton 0-1 Oxford United
2nd Round 2nd Leg Leicester City 4-2 Crystal Palace
2nd Round 2nd Leg Reading 2-2 Bradford City
2nd Round 2nd Leg Sheffield Wednesday 3-1 Stoke City

21st September 1999

2nd Round 2nd Leg Aston Villa 5-0
2nd Round 2nd Leg Bolton Wanderers 2-0
2nd Round 2nd Leg AFC Bournemouth 0-0 Charlton Athletic
2nd Round 2nd Leg Bristol Rovers 0-1 Birmingham City
2nd Round 2nd Leg Fulham 2-0 Norwich City
2nd Round 2nd Leg Ipswich Town 1-1
2nd Round 2nd Leg Leyton Orient 1-0 Grimsby Town
2nd Round 2nd Leg Liverpool 4-2 Hull City
2nd Round 2nd Leg Middlesbrough 2-1
2nd Round 2nd Leg Notts. County 2-2 Huddersfield Town
2nd Round 2nd Leg Preston North End 3-0 Sheffield United
2nd Round 2nd Leg Southampton 4-3 Manchester City
2nd Round 2nd Leg 3-3 Barnsley
2nd Round 2nd Leg Walsall 0-5 Sunderland
2nd Round 2nd Leg Wigan Athletic 3-1 Watford
2nd Round 2nd Leg 3-1 Cardiff City
2nd Round 2nd Leg Wycombe Wanderers 3-4 West Bromwich Albion

15th September 1999

2nd Round 1st Leg Manchester City 0-0 Southampton
2nd Round 1st Leg Nottingham Forest 2-1 Bristol City

14th September 1999

2nd Round 1st Leg Barnsley 1-1
2nd Round 1st Leg Birmingham City 2-0 Bristol Rovers
2nd Round 1st Leg Bradford City 1-1 Reading
2nd Round 1st Leg Cardiff City 1-1
2nd Round 1st Leg Charlton Athletic 0-0 AFC Bournemouth
2nd Round 1st Leg 0-1 Aston Villa
2nd Round 1st Leg 0-0 Middlesbrough
2nd Round 1st Leg 2-1 Ipswich Town
2nd Round 1st Leg Crystal Palace 3-3 Leicester City
2nd Round 1st Leg 1-4 Bolton Wanderers
2nd Round 1st Leg Grimsby Town 4-1 Leyton Orient
2nd Round 1st Leg Huddersfield Town 2-1 Notts. County
2nd Round 1st Leg Hull City 1-5 Liverpool
2nd Round 1st Leg Norwich City 0-4 Fulham
2nd Round 1st Leg Oxford United 1-1 Everton
2nd Round 1st Leg Portsmouth 0-3 Blackburn Rovers
2nd Round 1st Leg Sheffield United 2-0 Preston North End
2nd Round 1st Leg Stoke City 0-0 Sheffield Wednesday
2nd Round 1st Leg Sunderland 3-2 Walsall
2nd Round 1st Leg Swansea City 0-0 Derby County
2nd Round 1st Leg Tranmere Rovers 5-1 Coventry City
2nd Round 1st Leg Watford 2-0 Wigan Athletic
2nd Round 1st Leg West Bromwich Albion 1-1 Wycombe Wanderers

25th August 1999

1st Round 2nd Leg Bristol Rovers 2-2 Luton Town
1st Round 2nd Leg Queens Park Rangers 1-2 Cardiff City
1st Round 2nd Leg Stoke City 3-0

24th August 1999

1st Round 2nd Leg 3-2 AFC Bournemouth
1st Round 2nd Leg Barnsley 2-2 Lincoln City
1st Round 2nd Leg Bolton Wanderers 5-3
1st Round 2nd Leg Bristol City 2-1 Cambridge United
1st Round 2nd Leg Burnley 0-1 Manchester City
1st Round 2nd Leg Cheltenham Town 2-1 Norwich City
1st Round 2nd Leg 2-1
1st Round 2nd Leg 1-0
1st Round 2nd Leg Crystal Palace 3-1 Colchester United
1st Round 2nd Leg Exeter City 1-2 Birmingham City
1st Round 2nd Leg Fulham 3-1 Northampton Town
1st Round 2nd Leg 2-0 Brighton & Hove Albion
1st Round 2nd Leg Grimsby Town 6-0 Carlisle United
1st Round 2nd Leg Huddersfield Town 0-0 Scunthorpe United
1st Round 2nd Leg Hull City 2-0 Rotherham United
1st Round 2nd Leg Ipswich Town 2-0 Brentford
1st Round 2nd Leg Leyton Orient 1-1
1st Round 2nd Leg Mansfield Town 1-0 Nottingham Forest
1st Round 2nd Leg Millwall 1-1 Swansea City
1st Round 2nd Leg Notts. County 2-0
1st Round 2nd Leg Oldham Athletic 1-1
1st Round 2nd Leg Oxford United 1-0 Southend United
1st Round 2nd Leg Peterborough United 1-2 Reading
1st Round 2nd Leg Plymouth Argyle 1-4 Walsall
1st Round 2nd Leg Port Vale 4-4
1st Round 2nd Leg Portsmouth 3-0
1st Round 2nd Leg Shrewsbury Town 0-3 Sheffield United
1st Round 2nd Leg Tranmere Rovers 3-1 Blackpool
1st Round 2nd Leg West Bromwich Albion 5-1
1st Round 2nd Leg Wigan Athletic 2-1
1st Round 2nd Leg Wolverhampton Wanderers 2-4 Wycombe Wanderers
1st Round 2nd Leg 0-2 Preston North End

17th August 1999

1st Round 1st Leg 0-0 Portsmouth

11th August 1999

1st Round 1st Leg Brentford 0-2 Ipswich Town
1st Round 1st Leg Brighton & Hove Albion 0-2
1st Round 1st Leg Manchester City 5-0 Burnley
1st Round 1st Leg Nottingham Forest 3-0 Mansfield Town
1st Round 1st Leg Reading 0-0 Peterborough United
1st Round 1st Leg Swansea City 2-0 Millwall

10th August 1999

1st Round 1st Leg Birmingham City 3-0 Exeter City
1st Round 1st Leg Blackpool 2-1 Tranmere Rovers
1st Round 1st Leg AFC Bournemouth 2-0
1st Round 1st Leg 1-0 Notts. County
1st Round 1st Leg Cambridge United 2-2 Bristol City
1st Round 1st Leg Cardiff City 1-2 Queens Park Rangers
1st Round 1st Leg Carlisle United 0-0 Grimsby Town
1st Round 1st Leg 2-1 Port Vale
1st Round 1st Leg Colchester United 2-2 Crystal Palace
1st Round 1st Leg 1-1 Bolton Wanderers
1st Round 1st Leg 0-0 West Bromwich Albion
1st Round 1st Leg 3-3
1st Round 1st Leg Lincoln City 2-4 Barnsley
1st Round 1st Leg Luton Town 0-2 Bristol Rovers
1st Round 1st Leg 1-1 Stoke City
1st Round 1st Leg Northampton Town 1-2 Fulham
1st Round 1st Leg Norwich City 2-0 Cheltenham Town
1st Round 1st Leg Preston North End 1-0
1st Round 1st Leg 1-2
1st Round 1st Leg Rotherham United 0-1 Hull City
1st Round 1st Leg Scunthorpe United 0-2 Huddersfield Town
1st Round 1st Leg Sheffield United 3-0 Shrewsbury Town
1st Round 1st Leg Southend United 0-2 Oxford United
1st Round 1st Leg 2-0 Oldham Athletic
1st Round 1st Leg 0-1 Leyton Orient
1st Round 1st Leg Walsall 4-1 Plymouth Argyle
1st Round 1st Leg Wycombe Wanderers 0-1 Wolverhampton Wanderers
1st Round 1st Leg 0-1 Wigan Athletic