22nd May 1999

Final Manchester United 2-0 Newcastle United

14th April 1999

Semi Final Replay Manchester United 2-1 Arsenal

11th April 1999

Semi Final Manchester United 0-0 Arsenal
Semi Final Newcastle United 2-0 Tottenham Hotspur

16th March 1999

6th Round Barnsley 0-1 Tottenham Hotspur

10th March 1999

6th Round Replay Chelsea 0-2 Manchester United

7th March 1999

6th Round Manchester United 0-0 Chelsea
6th Round Newcastle United 4-1 Everton

6th March 1999

6th Round Arsenal 1-0 Derby County

24th February 1999

5th Round Replay Blackburn Rovers 0-1 Newcastle United
5th Round Replay Derby County 3-1 Huddersfield Town
5th Round Replay Tottenham Hotspur 2-0 Leeds United

23rd February 1999

5th Round Replay Arsenal 2-1 Sheffield United

14th February 1999

5th Round Manchester United 1-0 Fulham
5th Round Newcastle United 0-0 Blackburn Rovers

13th February 1999

5th Round Arsenal 2-1 Sheffield United
5th Round Barnsley 4-1 Bristol Rovers
5th Round Everton 2-1 Coventry City
5th Round Huddersfield Town 2-2 Derby County
5th Round Leeds United 1-1 Tottenham Hotspur
5th Round Sheffield Wednesday 0-1 Chelsea

3rd February 1999

4th Round Replay Chelsea 4-2 Oxford United
4th Round Replay Huddersfield Town 2-1

2nd February 1999

4th Round Replay Tottenham Hotspur 3-0

27th January 1999

4th Round Sheffield United 4-1 Cardiff City

25th January 1999

4th Round Oxford United 1-1 Chelsea

24th January 1999

4th Round Manchester United 2-1 Liverpool
4th Round Wolverhampton Wanderers 1-2 Arsenal

23rd January 1999

3rd Round Replay Notts. County 3-4 Sheffield United
4th Round Aston Villa 0-2 Fulham
4th Round Barnsley 3-1 AFC Bournemouth
4th Round Blackburn Rovers 3-1 Sunderland
4th Round Bristol Rovers 3-0 Leyton Orient
4th Round Everton 1-0 Ipswich Town
4th Round Leicester City 0-3 Coventry City
4th Round Newcastle United 3-0 Bradford City
4th Round Portsmouth 1-5 Leeds United
4th Round Sheffield Wednesday 2-0
4th Round Swansea City 0-1 Derby County
4th Round 1-1 Tottenham Hotspur
4th Round 1-1 Huddersfield Town

19th January 1999

3rd Round Replay Barnsley 3-1

13th January 1999

3rd Round Replay Fulham 1-0 Southampton
3rd Round Replay Leeds United 3-1
3rd Round Replay Swansea City 1-0 West Ham United

12th January 1999

3rd Round Replay 1-2 Cardiff City

4th January 1999

3rd Round Preston North End 2-4 Arsenal

3rd January 1999

3rd Round Manchester United 3-1 Middlesbrough
3rd Round Port Vale 0-3 Liverpool
3rd Round Sheffield Wednesday 4-1 Norwich City

2nd January 1999

3rd Round Aston Villa 3-0 Hull City
3rd Round Blackburn Rovers 2-0 Charlton Athletic
3rd Round Bolton Wanderers 1-2 Wolverhampton Wanderers
3rd Round AFC Bournemouth 1-0 West Bromwich Albion
3rd Round Bradford City 2-1 Grimsby Town
3rd Round Bristol City 0-2 Everton
3rd Round 0-3
3rd Round Cardiff City 1-1
3rd Round Coventry City 7-0
3rd Round 1-3 Oxford United
3rd Round Leicester City 4-2 Birmingham City
3rd Round Lincoln City 0-1 Sunderland
3rd Round Newcastle United 2-1 Crystal Palace
3rd Round Nottingham Forest 0-1 Portsmouth
3rd Round Oldham Athletic 0-2 Chelsea
3rd Round Plymouth Argyle 0-3 Derby County
3rd Round Queens Park Rangers 0-1 Huddersfield Town
3rd Round Rotherham United 0-1 Bristol Rovers
3rd Round 0-0 Leeds United
3rd Round Sheffield United 1-1 Notts. County
3rd Round Southampton 1-1 Fulham
3rd Round 0-2 Leyton Orient
3rd Round 0-0 Barnsley
3rd Round Tottenham Hotspur 5-2 Watford
3rd Round Tranmere Rovers 0-1 Ipswich Town
3rd Round West Ham United 1-1 Swansea City
3rd Round 1-0 Manchester City
3rd Round 4-3 Scunthorpe United

15th December 1998

2nd Round Replay Brentford 2-2 Oldham Athletic
2nd Round Replay Bristol Rovers 5-0 Exeter City
2nd Round Replay Leyton Orient 2-1
2nd Round Replay Manchester City 1-0
2nd Round Replay Plymouth Argyle 3-2 Wycombe Wanderers
2nd Round Replay Rotherham United 4-0
2nd Round Replay 4-2
2nd Round Replay Wigan Athletic 0-0 Notts. County

6th December 1998

2nd Round 0-0 Leyton Orient

5th December 1998

2nd Round Cardiff City 3-1
2nd Round 0-0
2nd Round Exeter City 2-2 Bristol Rovers
2nd Round Fulham 4-2
2nd Round Lincoln City 4-1 Stevenage
2nd Round Luton Town 1-2 Hull City
2nd Round 4-1 Cambridge United
2nd Round Mansfield Town 1-2
2nd Round Notts. County 1-1 Wigan Athletic
2nd Round Oldham Athletic 1-1 Brentford
2nd Round Preston North End 2-0 Walsall
2nd Round 0-0 Rotherham United
2nd Round Scunthorpe United 2-0
2nd Round Swansea City 1-0 Stoke City
2nd Round 0-1 AFC Bournemouth
2nd Round 2-1
2nd Round Wycombe Wanderers 1-1 Plymouth Argyle
2nd Round 2-0 Northampton Town

4th December 1998

2nd Round 1-1 Manchester City

1st December 1998

1st Round Replay 0-0 Plymouth Argyle
1st Round Replay Notts. County 3-0

24th November 1998

1st Round Replay Exeter City 4-1
1st Round Replay 0-2 Fulham
1st Round Replay 2-0
1st Round Replay Rotherham United 3-1
1st Round Replay 1-1
1st Round Replay 1-1
1st Round Replay 2-1

23rd November 1998

1st Round Replay Stevenage 2-0

17th November 1998

1st Round 3-2 Burnley

15th November 1998

1st Round 2-3 Luton Town
1st Round 1-1 Rotherham United
1st Round Fulham 1-1
1st Round 0-0 Notts. County

14th November 1998

1st Round 1-2 AFC Bournemouth
1st Round 4-1 Colchester United
1st Round Brentford 5-0
1st Round Bristol Rovers 3-0
1st Round Cardiff City 6-0
1st Round Cheltenham Town 0-1 Lincoln City
1st Round 0-1
1st Round 2-2
1st Round 2-1 Carlisle United
1st Round 3-1
1st Round 1-0 Burton Albion
1st Round Leyton Orient 4-2 Brighton & Hove Albion
1st Round 2-2
1st Round Mansfield Town 2-1
1st Round Northampton Town 2-1
1st Round Oldham Athletic 2-0
1st Round Plymouth Argyle 0-0
1st Round Preston North End 3-0
1st Round Reading 0-1 Stoke City
1st Round 1-1 Stevenage
1st Round 1-0 Shrewsbury Town
1st Round 0-2 Hull City
1st Round 1-1
1st Round Southend United 0-1
1st Round 2-2 Exeter City
1st Round 0-2 Cambridge United
1st Round Walsall 1-0
1st Round Wigan Athletic 4-3 Blackpool
1st Round 0-1 Scunthorpe United
1st Round 0-1
1st Round 1-0 Peterborough United
1st Round Wycombe Wanderers 1-0
1st Round 2-2

13th November 1998

1st Round Manchester City 3-0
1st Round Swansea City 3-0 Millwall