The 1999–2000 season was the 103rd season of competitive football in Scotland.
[1] In the 1999–2000 Scottish Third Division, Queen's Park pipped Berwick Rangers to the title on the final day of the season with a 3–2 victory at Cowdenbeath despite facing the threat of administration four months earlier, Berwick finished second and due to league reconstruction Forfar Athletic were also promoted in third place.
Average coefficient – 5.125 Key: