1998–99 Scottish Cup
The 1998–99 Scottish Cup was the 114th staging of Scotland's most prestigious football knockout competition, also known for sponsorship reasons as the Tennent's Scottish Cup. The Cup was won by Rangers who defeated Celtic in the .
Semi-finals
----Largest Wins
A list of the largest wins from the competition.| Score | Home Team | Away Team | Stage |
| 0-6 | Hamilton Academical | Rangers | Fourth Round |
| 5-0 | Clyde | Spartans | Second Round |
| 6-1 | Greenock Morton | Clyde | Fourth Round |