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| 1207 | Exile of Ivan Asen II |  |
| After the death of his uncle Kaloyan in 1207, Ivan Asen's cousin, Boril, usurped the throne and forced him to flee to the Russian principality of Galicia-Volhynia |
| 1217 | Battle of Kosovo | |
| Kosovo Captures King Boril & replaces him as King of Bulgaria |
| 1218 | Exile of Ivan Asen II | |
| The return of Andrew II of Hungary from the Fifth Crusade in 1218 provides an opportunity to establish a marriage alliance and to obtain (probably in 1221) the return of the disputed territories around Belgrade on the Danube as th |
| 1218 | Succession | |
| Sofia Succeeds as Emperor of Bulgaria, rules as Emperor (Tsar) of Bulgaria from 1218 to 1241, during the Second Bulgarian Empire |
| 1230 | Battle of Klokonista | |
| Klokonista Ivan Asen II defeats & captures Theodore of Epirus |
| 1232 | Siege of Belgrade | |
| Belgrade The Hungarians seize the Belgrade area and attack Sredec (Sofia), but are defeated by Ivan Asen II's brother Alexander |
| 1232 | Siege of Sofia | |
| Sofia The Hungarians seize the Belgrade area and attack Sredec (Sofia), but are defeated by Ivan Asen II's brother Alexander |
| 1234 | Rule of Serbia | |
| A Bulgarian-aided coup d'‚tat in Serbia topples Stefan Radoslav, a son-in-law of Theodore of Epirus , and replaces him with his brother Stefan Vladislav I, a son-in-law of Ivan Asen II |
| 1235 | Capture of Thrace | |
| Thrace Captures Thrace in alliance with John III Vatatzes of Nicaea |
| 1235 | Rule of Bulgaria | |
| Responsible for the restoration of the autocephalous Bulgarian patriarchate |
| 1236 | Alliance | |
| Ivan Asen II makes an alliance with John of Nicea |
| 1241 | Death | |
| 24th June Death of Ivan Asen II |
| 1241 | Invasion of Bulgaria | |
| Defeated by the Mongol army of Batu Khan in the course of its retreat from Hungary |
| 1242 | Invasion of Bulgaria | |
| A new Mongol invasion forces Bulgaria to become a tributary to the Golden Horde |
| 1242 | Rule of Bulgaria | |
| A new Mongol invasion forces Bulgaria to become a tributary to the Golden Horde |
