Year 1416 (MCDXVI) was a leap year starting on Wednesday of the Julian calendar.

• January 21 – King Henry V summons the English Parliament to meet on March 16.
• January 27 – The Republic of Ragusa is the first state in Europe to outlaw slavery.
• February 9 – Sigismund, King of the Romans, creates the independent Duchy of Savoy with Count Amadeus the Peaceful becoming the first Duke of Savoy and taking the regnal title Amadeus VIII.
• March 1 – Sigismund, King of Germany arrives in Paris to reach an agreement with the Franch government, but is unable to because of difficulty in reaching an agreement satisfactory to the Orleanist and Burgundian factions of government.
• March 11 – The Battle of Valmont takes place in the neighboring towns of Valmont and Harfleur, as Thomas Beaufort, Duke of Exeter and his English Army troops inflict heavy casualties on a larger group of French soldiers commanded by
• March 16 – The Treason Act 1415 takes effect in England, making coin clipping a treasonable offense.

• April 2 – Alfonso V becomes the new King of Aragon and the new King of Sicily upon the death of his father, King Ferdinand I of Aragon.
• May 3 – Unable to reach an agreement with France, King Sigismund of Germany travels to London, where he is welcomed by King Henry V of England.
• May 29 – At the Battle of Gallipoli, Venetian admiral Pietro Loredan destroys the Ottoman fleet.
• May 30 – The Catholic Church burns Jerome of Prague as a heretic.
• June 2 – The Truce of Harfleur between England and France comes to an end after 27 days, and the French siege of Harfleur begins again on June 5.^[1]
• June 6 – The Convocation of Canterbury, to investigate and charge the participants in the 1414 Oldcastle Revolt, ends after more than two months.^[2]
• June 20 – Raoul de Gaucourt and Regnault de Chartres, held prisoners of war in England since being captured during the siege of Harfleur, are paroled in order to serve as England's emissaries to begin discussions of a truce with King Charles VI of France.^[3]

• July 1 – Henry Chichele, the Roman Catholic Archbishop of Canterbury and Primate of All England, begins the firat of his semiannual inquisitions, directing the archdeacons to seek out heretics and bring them to trial.
• July 12 – The Battle of Sant'Egidio is fought in Italy, soldier of fortune Braccio da Montone, Prince of Capua, conquers Umbria and its capital, Perugia.
• July 16 – Following the Venetian Navy triumph over the Ottomans at Gallipoli, Dolfino Venier, the Republic of Venice's ambassador to the Ottoman Empire, reaches an agreement with the Ottoman Sultan Mehmed I to begin discussing a treaty.
• August 15 – Sigismund, King of Germany, and King Henry V of England conclude the Treaty of Canterbury, an alliance of the two nations against France.
• September 3 – King Henry V summons the English Parliament for the third time in less than a year, directing tvhe MPs to assemble on October 19.

• October 19 – The English Parliament is opened by King Henry V. The House of Commons elects Roger Flower as its Speaker.
• November 8 – Admiral Pietro Loredan is hailed as a hero upon his return to Venice after the Battle of Gallipoli.
• November 14 – China's Emperor Yongle and his fleet return to Nanjing from his fourth expedition for treasure after having been away since 1413.^[4]
• November 19 – At Nanjing, the Emperor Yongle bestows gifts at a grand ceremony to princes, civil officials, military officers, and the ambassadors of 18 countries.^[4]
• December 16 (26 Shawwal 819 AH) –Hasan ibn Ajlan, the Vice Sultan of the Hejaz, becomes the Emir of Mecca again upon the surrender of Rumaythah ibn Muhammad, who usurped the Emirate in February.^[5]
• December 28 – China's Yongle makes announces a fifth treasure voyage.^[6]
• December 30 (10 Dhu al-Qadah 819 AH) – Hamsa Bhat, the Vizier for Ali Shah, the Sultan of Kashmir, is assassinated and Zayn al-Abidin is appointed to replace him.

• The Trezzo sull'Adda Bridge (the longest arch bridge in the world at the time) is destroyed.
• The Hussite Bible is completed by Tamás Pécsi and Bálint Újlaki.

• February 26 – Christopher of Bavaria (d. 1448)
• March 27 – Antonio Squarcialupi, Italian organist and composer (d. 1480)
• March 28 – Jodha of Mandore, Ruler of Marwar (d. 1489)
• May 25 – Jakobus, nobleman from Lichtenberg in the northern part of Alsace (d. 1480)
• October 26 – Edmund Grey, 1st Earl of Kent (d. 1490)
• date unknown
  • Benedetto Cotrugli, Ragusan/Croatian merchant, economist, scientist, diplomat and humanist (d. 1469)
  • Pal Engjëlli, Albanian Catholic clergyman (d. 1470)
  • Francis of Paola, founder of the Order of the Minims (d. 1507)
  • Piero di Cosimo de' Medici, ruler of Florence (d. 1469)
• probable – Jacquetta of Luxembourg, English duchess and countess (d. 1472)

• February 2 – Racek Kobyla of Dvorce, Bohemian Hetman and Burgrave.
• February 27 – Eleanor of Castile, queen consort of Navarre (b. c. 1363)
• April 2 – King Ferdinand I of Aragon (b. 1379)^[7]
• May 21 – Anna of Celje, queen consort of Poland (b. c. 1381)
• May 30 – Jerome of Prague, Czech theologian (executed) (b. 1379)
• June 15 – John, Duke of Berry, son of John II of France (b. 1340)
• September 4 – John I, Count of Nassau-Siegen, German count^[8]
• October 1 – Yaqub Spata, lord of Arta
• October 14 – Henry the Mild, Duke of Brunswick-Lüneburg
• December 29 – Mathew Swetenham, bowbearer of Henry IV
• date unknown – The Limbourg brothers, painters of the Très Riches Heures du Duc de Berry.
• probable
  • Owain Glyndŵr, Welsh prince and leader of the Welsh Revolt
  • Julian of Norwich, English anchoress, mystic and author