1998–99 FA Cup
The 1998–99 FA Cup was the 118th season of the FA Cup. The title defenders were Arsenal, who were [Arsenal F.C. 1–2 Manchester United F.C.|Manchester United F.C. (1999)|eliminated] in a semi-final replay by eventual winners Manchester United, who beat Newcastle United 2–0 in the final at the old Wembley Stadium. The goals were scored by Teddy Sheringham after 11 minutes, less than two minutes after coming on as a substitute for Roy Keane, and Paul Scholes on 53 minutes. It was the second leg of a historic treble for Manchester United; having already won the Premier League title the previous weekend, they went on to win the Champions League the following Wednesday.
Qualifying rounds
Following the reformatting of the qualifying rounds for this season, all participating clubs that were not members of the Premier League or Football League entered the competition at various preliminary stages of the tournament to secure one of 32 places available in the first round proper.The winners from the fourth qualifying round were Runcorn, West Auckland Town, Tamworth, Leigh RMI, Southport, Lancaster City, Telford United, Doncaster Rovers, Burton Albion, Gresley Rovers, Hednesford Town, Emley, Bedlington Terriers, Woking, Kingstonian, Enfield, Hayes, Stevenage Borough, Ford United, Hendon, Slough Town, Worcester City, Basingstoke Town, Camberley Town, Welling United, Boreham Wood, Rushden & Diamonds, Kidderminster Harriers, Yeovil Town, Salisbury City, Dulwich Hamlet and Cheltenham Town.
Bedlington Terriers, Ford United and Camberley Town were appearing in the competition proper for the first time. Of the others, Tamworth had not featured in the first round since 1990-91, Worcester City had not done so since 1987-88, Leigh RMI had not done so since 1982-83, Lancaster City had not done so since 1972-73, West Auckland Town since 1961-62 and Dulwich Hamlet since 1948-49. Additionally, Emley was appearing in the first round for the last time before relocating to Wakefield in 2000.
First round proper
The first round featured the 32 non-league teams from the qualifying rounds and the 48 teams from the third and fourth tiers of the Football League. Ford United and Camberley Town, from the Isthmian League Third Division at Step 9 of English football, were the lowest-ranked teams in the draw.The matches were played on 14 November 1998. There were ten replays, with three ties requiring a penalty shoot-out to settle.
Second round proper
The second round of the competition featured the winners of the first round ties. The matches were scheduled to be played on 5 December 1998, with eight replays and two penalty shoot-outs required, each of which featured a team who won on penalties in the previous round.Step 8 side Bedlington Terriers, from the Northern League First Division, was the lowest-ranked team in the draw courtesy of their stunning upset victory over Second Division strugglers Colchester United in the previous round.
Third round proper
The third round of the season's FA Cup was scheduled for 2 January 1999. This round marked the point at which the teams in the two highest divisions in the English league system, the Premier League and the Football League First Division entered the competition. The round featured three teams from the Football Conference at Step 5 who were the last non-league clubs left in the tournament: Yeovil Town, Southport and Rushden & Diamonds.There were six replays, with none of these games requiring a penalty shoot-out.
Fourth round proper
The fourth-round ties were played with the thirty-two winners of the previous round. The matches were originally scheduled for 23 January 1999. There were three replays. Third Division sides Cardiff City and Leyton Orient were the lowest-ranked teams in the draw.| Tie no | Home team | Score | Away team | Date |
| 1 | Leicester City | 0–3 | Coventry City | 23 January 1999 |
| 2 | Blackburn Rovers | 1–0 | Sunderland | 23 January 1999 |
| 3 | Aston Villa | 0–2 | Fulham | 23 January 1999 |
| 4 | Sheffield Wednesday | 2–0 | Stockport County | 23 January 1999 |
| 5 | Wolverhampton Wanderers | 1–2 | Arsenal | 24 January 1999 |
| 6 | Everton | 1–0 | Ipswich Town | 23 January 1999 |
| 7 | Wrexham | 1–1 | Huddersfield Town | 23 January 1999 |
| Replay | Huddersfield Town | 2–1 | Wrexham | 3 February 1999 |
| 8 | Sheffield United | 4–1 | Cardiff City | 27 January 1999 |
| 9 | Newcastle United | 3–0 | Bradford City | 23 January 1999 |
| 10 | Barnsley | 3–1 | AFC Bournemouth | 23 January 1999 |
| 11 | Bristol Rovers | 3–0 | Leyton Orient | 23 January 1999 |
| 12 | Portsmouth | 1–5 | Leeds United | 23 January 1999 |
| 13 | Manchester United | 2–1 | Liverpool | 24 January 1999 |
| 14 | Wimbledon | 1–1 | Tottenham Hotspur | 23 January 1999 |
| Replay | Tottenham Hotspur | 3–0 | Wimbledon | 2 February 1999 |
| 15 | Oxford United | 1–1 | Chelsea | 25 January 1999 |
| Replay | Chelsea | 4–2 | Oxford United | 3 February 1999 |
| 16 | Swansea City | 0–1 | Derby County | 23 January 1999 |
Fifth round proper
The fifth-round matches were scheduled for 13 February 1999. There were three replays but, in one game replayed, Arsenal had beaten Sheffield United in the original tie. However, both sides felt that Arsenal's winning goal had been gained unfairly after Marc Overmars scored following Nwankwo Kanu's failure to return the ball to the Blades after an injury. Arsenal's boss Arsene Wenger wrote himself into FA Cup folklore with an act of sportsmanship that saw him offer to play the game again.Bristol Rovers and Fulham, from the Second Division, were the lowest-ranked teams in the draw and the last teams from the First Round left in the competition.
| Tie no | Home team | Score | Away team | Date |
| 1 | Sheffield Wednesday | 0–1 | Chelsea | 13 February 1999 |
| 2 | Everton | 2–1 | Coventry City | 13 February 1999 |
| 3 | Newcastle United | 0–0 | Blackburn Rovers | 14 February 1999 |
| Replay | Blackburn Rovers | 0–1 | Newcastle United | 24 February 1999 |
| 4 | Barnsley | 4–1 | Bristol Rovers | 13 February 1999 |
| 5 | Manchester United | 1–0 | Fulham | 14 February 1999 |
| 6 | Huddersfield Town | 2–2 | Derby County | 13 February 1999 |
| Replay | Derby County | 3–1 | Huddersfield Town | 24 February 1999 |
| 7 | Arsenal | 2–1 | Sheffield United | 13 February 1999 |
| Rematch | Arsenal | 2–1 | Sheffield United | 23 February 1999 |
| 8 | Leeds United | 1–1 | Tottenham Hotspur | 13 February 1999 |
| Replay | Tottenham Hotspur | 2–0 | Leeds United | 24 February 1999 |
Sixth round proper
The four quarter-final games were scheduled for 6 March 1999, although only the match between Arsenal and Derby County was played on this date. One of the ties, Manchester United–Chelsea, resulted in a draw and went to a replay, which United won.Barnsley, who lost 1–0 at home to Tottenham Hotspur, was the last team left in the competition from outside the Premier League.
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Replay
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Semi-finals
The semi-finals were played on 11 April 1999. The original match between Manchester United and Arsenal finished as a goalless draw, as Roy Keane's goal for Manchester United was contoversially ruled out for offside, and the tie went to a replay; it was to be the last replay of a drawn semi-final, with all future ties decided by extra time and penalties.In the replay, David Beckham opened the scoring for Manchester United in the 17th minute with a strike from 30 yards. Dennis Bergkamp equalised via a deflected shot from the same distance midway through the second half, before Arsenal had a second goal disallowed for offside against Nicolas Anelka. In the immediate aftermath, Keane was sent off for a foul on Overmars that earned him a second yellow card. In the final minutes of normal time, Phil Neville conceded a penalty with a foul on Ray Parlour, only for Manchester United goalkeeper Peter Schmeichel to correctly guess which way Bergkamp would shoot and save the kick. In extra time, Ryan Giggs intercepted a wayward pass from Patrick Vieira just inside the Manchester United half, before dribbling past Vieira, Lee Dixon, Martin Keown and Tony Adams, and beating Arsenal goalkeeper David Seaman with a left-footed strike into the roof of the net. It was hailed almost immediately as one of the greatest goals ever scored in the history of the competition.
The other semi-final between Newcastle and Tottenham was goalless after 90 minutes, but two extra-time goals from Newcastle's Alan Shearer put the Magpies into their second consecutive FA Cup final and ended Spurs' hopes of adding to the League Cup title they had earned earlier in the season.
Replay
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Final
The final took place on 22 May 1999 and was played at the old Wembley Stadium, between Manchester United and Newcastle United. Manchester United had finished as champions and Newcastle 13th in the Premier League that season. The final was a slightly one-sided affair, Manchester United claiming a record 10th success with a 2–0 win. Goals from Teddy Sheringham and Paul Scholes were scored in the 11th and 53rd minutes respectively. It was the buildup to Manchester United's Treble. Manchester United also became the first team to win the double three times.Media coverage
In the United Kingdom, ITV were the free-to-air broadcasters for the second consecutive season, while Sky Sports were the subscription broadcasters for the eleventh consecutive season.The matches shown live on ITV Sport were:
• Port Vale 0-3 Liverpool
• Wolverhampton Wanderers 1-2 Arsenal
• Manchester United 1-0 Fulham
• Newcastle United 4-1 Everton
• Newcastle United 2-0 Tottenham Hotspur
• Manchester United 2-0 Newcastle United
The matches shown live on Sky Sports were:
• Manchester City 3-0 Halifax Town
• Boreham Wood 2-3 Luton Town
• Leigh RMI 0-2 Fulham
• Darlington 1-1 Manchester City
• Kingstonian 0-0 Leyton Orient
• Brentford 2-2 Oldham Athletic
• Manchester United 3-1 Middlesbrough
• Preston North End 2-4 Arsenal
• Fulham 1-0 Southampton
• Manchester United 2-1 Liverpool
• Oxford United 1-1 Chelsea
• Tottenham Hotspur 3-0 Wimbledon
• Newcastle United 0-0 Blackburn Rovers
• Tottenham Hotspur 2-0 Leeds United
• Manchester United 0-0 Chelsea
• Chelsea 0-2 Manchester United
• Manchester United 0-0 Arsenal
• Arsenal 1-2 Manchester United
• Manchester United 2-0 Newcastle United