The Black Death
Coming from the east, the Black Death reached Italy sometime in 1348. Because Italy, Venice in particular, was one of the great mercantile centers of Medieval Europe, the plague quickly spread along the trade routes of the continent, reaching England by 1349.

1000CE 38 million 1066 Norman Invasion
1100CE 48 million 1170 Archbishop Thomas Becket murdered
1200CE 59 million 1215 King John signs Magna Carta
1300CE 70 million  
1347CE 75 million  
1352CE 50 million 1381 Peasant Revolt
1387-89 Canterbury Tales

Some Sources