1494

January–March

• January 4 - The Cetinje Octoechos, the first incunabulum written in the Serbian recension of Church Slavonic, and the first book printed in Cyrillic in Southeast Europe, is completed in Cetinje.
• January 25 - Alfonso II becomes King of Naples.
• February 5 - The war between the Grand Duchy of Moscow and the Grand Duchy of Lithuania ends after almost seven years, with the Tsar Ivan III signing a "treaty of Eternal Peace" with Lithuania's Grand Duke Alexander Jagiellon. Lithuania is guaranteed its independence in return for ceding its territories captured by Moscow.
• March 16 - Maximilian, King of the Romans, marries Bianca Maria Sforza, sister of the Duke of Milan after the annulment of his marriage to Anne, Duchess of Brittany.
• March 24 - An earthquake estimated centuries later at 5.5 magnitude, strikes the Chinese city of Qujing, destroying 200 homes.

April–June

• April 30 - On his second voyage to the New World, Columbus and his crew become the first Europeans to sail into what is now Guantanamo Bay in Cuba.
• May 5 - Christopher Columbus first sights Jamaica.
• May 7 - The infant Amda Seyon II succeeds his father Eskender as Emperor of Ethiopia.
• May 31 - First Battle of Acentejo: Natives of the island of Tenerife, known as Guanches, defeat the invading Spanish forces.
• May - Maximilian I, Holy Roman Emperor, recognises the pretender Perkin Warbeck as rightful King of England.
• June 7 - Treaty of Tordesillas: Spain and Portugal divide the New World between themselves.

July–September

• July 2 -
• *In a battle fought at the village of Igris in territory claimed by Hungary and the Ottoman state of Wallachia, the Hungarian General Pál Kinizsi defeats Turkish armies led by the Ottoman governor Basarab II of Wallachia.
• *Spain ratifies the Treaty of Tordesillas to divide the lands discovered outside of Europe between Spain and Portugal, essentially granting Spain almost all of the lands in the Americas and Portugal all of the lands in Africa.
• July 29 - Jan V Zatorski, ruler of the Duchy of Zator, sells the Duchy to King Jan I Olbracht of Poland for 80,000 florins, on condition that he retains his title and the right to continue to live in his castle for the rest of his life.
• August 29 - King Charles VIII of France departs from Grenoble with 30,000 troops and 10,000 naval crew on his way toward Italy, in order to assert his claim to become King of Naples (a post occupied by King Alfonso II and to go to war.
• September 5 - The Kingdom of Portugal ratifies its agreement with Spain, the Treaty of Tordesillas, conceding that Spain has jurisdiction of most of the New World, with the exception of what will eventually become the Portuguese colony of Brazil, initially a longitude of 42°30' W.
• September 8 - The three day Battle of Rapallo, fought as part of the Italian War of 1494–1495 between the Kingdom of France and the Kingdom of Naples, is won by the French naval fleet, which then captures and loots Rapallo, near Genoa, after the Neapolitans flee.
• September 11 - King Charles VIII of France and Ludovico Sforza, regent for the Duke of Milan, meet in Asti and conclude an alliance against King Alfonso II of Naples.
• September 24 - The earliest hurricane to be specifically recorded by historians, strikes the island of Hispaniola near the Spanish colonial capital, La Isabela, the day after Christopher Columbus arrives at Saona, following five months of explorations.

October–December

• October 13 - The British administrator assigned to Ireland, Sir Edward Poynings, arrives at Ireland with about 1,000 men and lands at Howth.
• October 21 - France and Milan, with at least 14,000 troops, capture the town of Mordano, part of the Lordship of Imola, an ally of Naples. The French then begin killing at least 300 of the Mordano defenders and pillaging the town, while the Kingdom of Naples refuses to come to Mordano's defense.
• October 22 - Ludovico Sforza becomes Duke of Milan upon the death of his nephew, the Duke Gian Galeazzo Sforza, and invites Charles VIII of France to invade Italy in support of his claim, beginning the First Italian War in the Italian Wars.
• October 26 - Amda Seyon II is deposed and killed, and his uncle Na'od succeeds him as Emperor of Ethiopia.
• November 8 - Facing little opposition in his march across Italy, King Charles VIII of France captures Pisa.
• November 9 - The Medici Bank becomes insolvent and the House of Medici is expelled from Florence.
• November 10 - Fra Luca Pacioli's Summa de arithmetica, geometria, proportioni et proportionalità is published in Venice, containing the first printed account of algebra in the vernacular, and the first published description of the double-entry accounting system.
• November 17 - Italian War of 1494–98: The armies of King Charles VIII of France enter Florence. Charles is dissuaded from destroying the city by the Florentine leader, Girolamo Savonarola, who had recently taken control from the Medici family. After being persuaded that he has a divine role of reformation of the Roman Catholic Church, King Charles spares Florence from destruction and leaves the city on November 28, guiding his troops onward toward Rome.
• December 1 - The Irish Parliament opens at Drogheda on the first Monday after Saint Andrew's Day as summoned by Sir Edward Poynings, to pass the two "Poynings' Laws" restricting Irish self-government. The more drastic of the two laws provides that laws already enacted in England apply to Ireland as well, while the other law directs that the Irish Parliament cannot be summoned without prior approval by the King of England.
• December 25 - Second Battle of Acentejo: The Spanish crush the native forces of the island of Tenerife, leading to the subjugation of this last bastion of resistance in the Canary Islands.
• December 31 - King Charles VIII of France and the French Army peacefully march into Rome after being granted free passage by Pope Alexander VI.

Date unknown

• Aztec forces conquer and sack Mitla.
• Johann Reuchlin publishes De verbo mirifico.
• Charles VIII of France purchases the right to the Byzantine Empire from exiled pretender, Andreas Palaiologos.