List of 1599 Major News Events in History, Most Important Historical Events in 1599
| Date | Event |
|---|---|
| August 15, 1599 | Nine Years' War: Battle of Curlew Pass: Irish forces led by Hugh Roe O'Donnell successfully ambush English forces, led by Sir Conyers Clifford, sent to relieve Collooney Castle. |
| October 18, 1599 | Michael the Brave, Prince of Wallachia, defeats the Army of Andrew Báthory in the Battle of Șelimbăr, leading to the first recorded unification of the Romanian people. |
| November 10, 1599 | Åbo Bloodbath: Fourteen gentries who opposed Duke Charles were decapitated in the Old Great Square of Turku (Swedish: Åbo) for their involvement in the power struggle between King Sigismund and Duke Charles and the related peasant revolt known as the Cudgel War. |