| Date | | | |
| 1588 | | Hugh Roe O'Donnel treacherously entrapped in his own country by the lord lieutenant's orders, and brought prisoner to Dublin Castle, whence he escaped to the O'Tooles of the mountains. Sir John Perrot, on resigning the lord lieutenancy, was escorted to his seat in Carew Castle, Pembrokeshire, by a guard of young citizens of Dublin, with shot. | |
| 1591 | | Trinity College, Dublin, founded by a charter from Elizabeth, on the site of the dissolved monastery of All Hallows or All Saints, which had been given the year before by the citizens for this purpose. | |
| 1593 | | Trinity College opened for the instruction of students. | |
| 1596 | | One hundred and forty-four barrels of gunpowder, intended for Dublin Castle, blew up on the Wood-quay, and destroyed forty or fifty houses, killed between 300 and 400 inhabitants, and damaged several churches. | |
| 1599 | | The Earl of Essex sent with a strong force from England against O'Neill - He lands in Dublin. | |
| 1603 | | King James I. proclaimed in Dublin. | |
| 1604 | | A plague in Dublin, which lasted from October to the December following, and broke out again on each of the two succeeding years. Circuits for judges itinerant established in Connaught and Munster. | |
| 1605 | | Several of the aldermen and principal citizens brought before the court of Castle Chamber, and fined for nonconformity. The customs of tanistry and gavelkins abolished by a decision of the court of King's Bench. | |
| 1606 | | A letter found in the council-chamber Dublin Castle, imputing a treasonable conspiracy to the Earls of Tyrone and Tyrconnel, who thereupon quitted the kingdom, and their estates confiscated. | |
| 1607 | | The charter of Dublin confirmed, and several new privileges granted to the city. | |