Year 1369 (MCCCLXIX) was a common year starting on Monday of the Julian calendar.

• February – Vladislav I of Wallachia liberates Vidin from the Hungarians, resulting in the restoration of Ivan Sratsimir on the throne of Bulgaria, in the autumn.
• March 14 – Battle of Montiel: Pedro of Castile loses to an alliance between the French and his half-brother, Henry II.
• May – King Charles V of France renounces the Treaty of Brétigny, and war is declared between France and England.
• September – Hundred Years' War: The French burn Portsmouth, England;^[1] the English raid Picardy and Normandy.^[2]
• November 30 – Hundred Years' War: Charles V of France recaptures most of Aquitaine from the English.^[2]
• December – Financed by Charles V of France, Welshman Owain Lawgoch launches an invasion fleet against the English, in an attempt to claim the throne of Wales.^[3] A storm causes Owain to abandon the invasion.

• The Ottoman Empire invades Bulgaria.
• Venice repels a Hungarian invasion.
• The Thai Ayutthaya Kingdom conquers Cambodia for a second time.^{[citation needed]}
• Charles V of France orders Hugues Aubriot to construct the fortress of the Bastille in Paris.
• Timur names the city of Samarkand as the capital of his empire.
• Košice becomes the first town in Europe to be granted its own coat of arms.
• The Hongwu Emperor of the Chinese Ming dynasty issues a decree ordering every country magistrate in the empire to open a Confucian school of learning.
• The official production of Jingdezhen porcelain in Ming dynasty China is on record.

• May 28th – Muzio Sforza, Italian condottiero (d. 1424)
• date unknown – William de Ros, 6th Baron de Ros, Lord Treasurer of England (d. 1414)
• probable – King Constantine I of Georgia (d. c. 1412)
• approximate – Jan Hus, Czech priest and philosopher (d. 1415)
• approximate – Margareta, Swedish Sami missionary (d. 1425)

• January 17 – King Peter I of Cyprus (murdered) (b. 1328)
• March 23 – King Peter of Castile (b. 1334) (murdered after the battle of Montiel)
• August 15 – Philippa of Hainault, queen of Edward III of England (b. 1311) (dropsy)
• October 3 – Margaret, Countess of Tyrol (b. 1318)
• November 13 – Thomas de Beauchamp, 11th Earl of Warwick
• date unknown
  • Sir John Chandos, English knight
  • Agnes Dunbar, Countess of Moray
  • Magnus the Pious, Duke of Brunswick-Lüneburg
  • Ramathibodi I, first king of Ayutthaya (b. 1314)