1898–99 FA Cup
| Country | England | ||
|---|---|---|---|
| Champions | Sheffield United | ||
| Runners-up | Derby County | ||
|
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The 1898–1899 FA Cup was the 28th season of the world's oldest association football competition, the Football Association Challenge Cup (more usually known as the FA Cup). The cup was won by Sheffield United, who defeated Derby County 4–1 in the final of the competition, played at Crystal Palace in London.
Matches were scheduled to be played at the stadium of the team named first on the date specified for each round, which was always a Saturday. If scores were level after 90 minutes had been played, a replay would take place at the stadium of the second-named team later the same week. If the replayed match was drawn further replays would be held at neutral venues until a winner was determined. If scores were level after 90 minutes had been played in a replay, a 30-minute period of extra time would be played.
The format of the FA Cup for the season had a preliminary round, five qualifying rounds, three proper rounds, and the semi finals and final.
The First Round Proper contained sixteen ties between 32 teams. The 18 First Division sides were given a bye to this round, as were Newton Heath, Woolwich Arsenal and Manchester City from the Second Division, and non-league Southampton. Most of the other Second Division sides were entered into the Third Qualifying Round, with the exceptions of Barnsley, who started in the Second Qualifying Round, and Burton Swifts, Blackpool and Loughborough who were placed in the First Qualifying Round. Of those sides, only Grimsby Town, Small Heath and Glossop North End qualified to the FA Cup Proper. Seven non-league sides also qualified.
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