The area is subjugated by the Persian Achaemenid Empire.
The region is incorporated into the Kingdom of Macedonia.
The Roman Republic conquers the region, making it part of the province of Macedonia.
The territory becomes part of the Ottoman Empire, remaining so until the early 20th century.
After the Balkan Wars, the territory comes under Serbian rule.
The territory is established as a constituent state of communist Yugoslavia.
North Macedonia peacefully secedes from Yugoslavia.
North Macedonia becomes a member of the United Nations.