1386 (MCCCLXXXVI) was a common year starting on Monday of the Julian calendar, the 1386th year of the Common Era (CE) and Anno Domini (AD) designations, the 386th year of the 2ndmillennium, the 86th year of the 14thcentury, and the 7th year of the 1380s decade. As of the start of 1386, the Gregorian calendar was 8 days ahead of the Julian calendar, which was the dominant calendar of the time.

• Elizabeta Kotromanic, the mother of the overthrown Queen Mary of Hungary and Croatia, arranges the assassination of Charles of Durazzo, the ruler of Hungary, Naples, Achaea and Croatia.
  • Mary is reinstated as Queen of Hungary and Croatia.
  • Charles' son, Ladislas, becomes King of Naples.
  • A period of interregnum begins in Achaea, lasting until 1396. Rule of Achaea is sought by numerous pretenders, none of whom can be considered to have reigned.
• July 9 – Battle of Sempach: The Swiss safeguard independence from Habsburg rule.
• Queen Jadwiga of Poland marries Grand Duke Jagiello of Lithuania, unifying their two countries.
• Abu al-Abbas is reinstated as ruler of the Marinid dynasty in present-day Morocco.
• John of Gaunt leaves England to make good his claim to the throne of Castile by right of his second marriage to Constanza of Castile in 1371.
• The Timurid Empire raids Georgia and takes King Bagrat V prisoner. Bagrat is subsequently freed by an army led by his son, George.
• Hundred Years' War – Battle of Margate: The English defeat an invading French and Castilian naval force.
• Dan I of Wallachia (now southern Romania) is killed in battle against the Bulgarians and is succeeded by Mircea the Old.
• May 9 – King John I of Portugal and King Richard II of England ratified the Treaty of Windsor.
• May 20 – First mention of the city of Piteşti, now in Romania.
• Founding of Ruprecht Karl University of Heidelberg, the oldest university in Germany.
• The Venetians take control of the island of Corfu.
• The Brancacci Chapel begins to be built in Florence.
• Rozhdestvensky monastery is built in Muscovy.

• March 12 – Ashikaga Yoshimochi, Japanese shogun (died 1428)
• June 24 – Giovanni da Capistrano, Italian saint (died 1456)
• Donatello, Italian artist (died 1466)
• Niccolò Piccinino, Italian mercenary (died 1444)

• July 9 – Duke Leopold III of Austria (killed in battle) (born 1351)
• James Audley, English knight
• William Langland, English poet (born 1332)