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| | | | Battles |
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| 1356 |
| | | The battle of Poitiers ends, on the third day, with victory for the English and the capture of the French king, John II | |
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| 1380 |
| | | Dimitri, grand prince of Moscow, leads other Russian princes in a crushing victory over the Mongols on the Kulikovo plain | |
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| 1385 |
| | | The victory at Aljubarrota, securing the Portuguese throne for John I, is commemorated in the Dominican abbey called Batalha | |
|  | The abbey of Batalha
Fotofile CG
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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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| 1402 |
| | | The Ottoman sultan Bayazid is defeated and captured near Ankara by Timur, who keeps the sultan in captivity until his death the following year | |
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| 1410 |
| | | The Poles defeat the Teutonic knights between Tannenberg and Grunwald, bringing the coastal strip around Gdansk into the Polish kingdom | |
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| 1415 |
| | | Henry V wins a victory on St Crispin's day at Agincourt, against a much larger and more heavily armed French force | |
|  | Indenture committing an English gentleman to fight with Henry V in France
National Archives, Kew
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| 1444 |
| | | A Turkish army routs the Hungarians at Varna on the Black Sea, beginning a process which brings the Turks to the gates of Belgrade by 1456 | |
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| 1453 |
| | | The French win a convincing victory at Castillon, recovering the last stronghold (except Calais) held by the English in France | |
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