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| 1386 |
| | | John I, newly victorious in Portugal, proposes an alliance with England which has never been revoked | |
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| 1386 |
| | | A clock, designed only to strike the hours, is installed in Salisbury cathedral and is still working today | |
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| 1386 |
| | | Jadwiga, 12-year-old queen of Poland, marries Jogaila, her 34-year-old pagan neighbour - uniting the crowns of Poland and Lithuania | |
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| 1386 |
| | | Jogaila, baptized a Roman Catholic before marrying Jadwiga, brings Lithuania into the Christian fold - the last part of Europe to be converted | |
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| 1387 |
| | | The Lords Appellant, a group of powerful barons, make political demands on Richard II and defeat the king's forces at Radcot Bridge, near Oxford | |
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| 1387 |
| | | Henry is one of the Lords Appellant, who are led by his uncle the Duke of Gloucester | |
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| c. 1387 |
| | | Chaucer begins an ambitious scheme for 100 Canterbury Tales, of which he completes only 24 by the time of his death | |
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| 1389 |
| | | Victory at Kosovo gives the Ottoman Turks control over Serbia, which becomes a vassal state | |
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| 1389 |
| | | With a victory near Falköping, Margaret becomes regent of Sweden as well as Denmark and Norway | |
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| 1389 |
| | | After two years, in which the Lords Appellant have been in the ascendant, John of Gaunt helps Richard II gradually to recover his authority as king | |
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