War of the League of Cognac
1526 CE.
Shown on the map at 42.500°, 12.500°.
The War of the League of Cognac (1526–1530) was fought between the Habsburg dominions of Charles V—primarily the Holy Roman Empire and Spain—and the League of Cognac, an alliance including the Kingdom of France, Pope Clement VII, the Republic of Venice, the Kingdom of England, the Duchy of Milan, and the Republic of Florence.
Text from the Wikipedia article War of the League of Cognac, licensed CC BY-SA 4.0.