Wins and Losses of the Second Bulgarian Empire, 1185–1396
Battles, sieges, raids and campaigns of the Second Bulgarian Empire from 1185 to 1396. Of the 151 with a known outcome: 69 won, 7 drawn and 75 lost.
By opponent
| Opponent | Won | Drawn | Lost | Won % |
|---|---|---|---|---|
| Byzantium | 37 | 3 | 24 | 58% |
| Ottomans | 5 | 0 | 20 | 20% |
| Latin Empire | 11 | 1 | 10 | 50% |
| Nicaea | 5 | 1 | 5 | 45% |
| Tatars | 3 | 0 | 6 | 33% |
| Hungary | 2 | 1 | 4 | 29% |
| Serbia | 2 | 1 | 3 | 33% |
| Amadeus of Savoy | 2 | 0 | 1 | 67% |
| Turks of Aydin | 1 | 0 | 1 | 50% |
| Epirus | 1 | 0 | 0 | 100% |
| Venice | 0 | 0 | 1 | 0% |
| Total | 69 | 7 | 75 | 46% |
By ruler
| Ruler | Won | Drawn | Lost | Won % |
|---|---|---|---|---|
| Peter IV (Theodore-Peter) | 0 | 0 | 1 | 0% |
| Ivan Asen I | 11 | 0 | 3 | 79% |
| Kaloyan | 13 | 1 | 6 | 65% |
| Boril | 1 | 1 | 4 | 17% |
| Ivan Asen II | 3 | 1 | 2 | 50% |
| Kaliman Asen I | 0 | 0 | 1 | 0% |
| Michael II Asen | 5 | 2 | 3 | 50% |
| Constantine Tih Asen | 3 | 0 | 7 | 30% |
| Ivailo | 6 | 0 | 3 | 67% |
| George Terter I | 1 | 0 | 2 | 33% |
| Theodore Svetoslav | 4 | 0 | 2 | 67% |
| George Terter II | 2 | 0 | 1 | 67% |
| Michael III Shishman Asen | 4 | 1 | 3 | 50% |
| Ivan Stefan | 0 | 0 | 1 | 0% |
| Ivan Alexander | 5 | 1 | 11 | 29% |
| Ivan Sratsimir | 1 | 0 | 3 | 25% |
| Ivan Shishman | 1 | 0 | 12 | 8% |
| Total | 60 | 7 | 65 | 45% |
Every engagement
Showing 161 of 161
- 1185Lost
Attempt on Preslav
Siege · against Byzantium · Peter IV (Theodore-Peter)
Peter attacks the old capital, but its walls hold.
Jr., p. 31
- 1186Won
Night battle against John Kantakouzenos
Battle · against Byzantium · Ivan Asen I
The blinded commander underrates Asen and is routed in a night attack in the mountains.
Bozhilov & Gyuzelev, p. 626 · Jr., p. 32
- 1186Lost
Isaac II's first campaign
Campaign · against Byzantium · Ivan Asen I
The emperor drives the brothers across the Danube; they return in the autumn with Cumans.
Jr., p. 33
- ~1186Won
Battle near Lardea
Battle · against Byzantium · Ivan Asen I
Asen all but routs the army led by the emperor himself.
Bozhilov & Gyuzelev, p. 626
- ~1186Won
Success near Beroe and raid toward Philippopolis
Raid · against Byzantium · Ivan Asen I
Bozhilov & Gyuzelev, p. 626
- 1187Lost
The Cumans at Adrianople
September · Battle · against Byzantium · Ivan Asen I
Isaac narrowly beats the Cumans besieging the city after their feigned flight.
Jr., p. 33
- 1188Won
Siege of Lovech
Siege · against Byzantium · Ivan Asen I
Isaac's failed campaign ends in a treaty; Asen's wife is left as a hostage.
Bozhilov & Gyuzelev, p. 627 · Jr., p. 33 · Bozhilov, p. 35
- 1190Won
Siege · against Byzantium · Ivan Asen I
Isaac II lifts the siege on a rumour of an attack from behind.
Angelov & Cholpanov, p. 100 · Bozhilov & Gyuzelev, p. 629 · Jr., p. 43
- 1190Won
Battle · against Byzantium · Ivan Asen I
The retreating Byzantine army is cut down in the pass; the emperor barely escapes.
Angelov & Cholpanov, p. 100 · Bozhilov & Gyuzelev, p. 629 · Jr., p. 43
- 1191Won
Capture of Varna and Anchialos
Campaign · against Byzantium · Ivan Asen I
Dated 1190, 1191 or 1192; the Byzantines soon take both towns back.
Angelov & Cholpanov, p. 104 · Bozhilov & Gyuzelev, p. 630 · Bozhilov, p. 32
- ~1191Won
Sredets, Niš and Stobi
Campaign · against Byzantium · Ivan Asen I
Asen takes and razes Sredets, takes Stobi and reaches Niš.
Angelov & Cholpanov, p. 104 · Bozhilov & Gyuzelev, p. 630
- 1193Lost
Repulsed at Philippopolis and Beroe
Battle · against Byzantium · Ivan Asen I
Constantine Angelos drives off the Cumans at Philippopolis and the Vlachs near Beroe.
Angelov & Cholpanov, p. 104 · Jr., p. 44
- 1194Won
Arcadiopolis
Battle · against Byzantium · Ivan Asen I
The armies of Alexios Gidos and Basil Vatatzes are destroyed; Vatatzes is killed.
Angelov & Cholpanov, p. 105 · Bozhilov & Gyuzelev, p. 630 · Jr., p. 45
- 1195Won
Serres: Alexios Aspietes captured
Battle · against Byzantium · Ivan Asen I
Asen surprises the camp before Serres and takes its general prisoner; Melnik and Strumica fall too.
Angelov & Cholpanov, p. 105 · Bozhilov & Gyuzelev, p. 632 · Jr., p. 46
- 1196Won
Ambush at Amphipolis
Battle · against Byzantium · Ivan Asen I
The sebastokrator Isaac Komnenos is captured. Fine dates the capture 1195, the military history 1196.
Angelov & Cholpanov, p. 105 · Bozhilov & Gyuzelev, p. 632 · Jr., p. 46
- 1196Civil war
Peter besieges Ivanko in Tarnovo
Siege · Peter IV (Theodore-Peter)
After Asen's murder Ivanko holds Tarnovo, then flees to the Byzantines.
Bozhilov & Gyuzelev, p. 633 · Jr., p. 46
- ~1197Won
Siege of Strumica
Siege · against Byzantium · Dobromir Chrysos
Alexios III besieges Chrysos for two months without success.
Jr., p. 47
- 1198Lost
Krichim
Siege · against Byzantium · Ivanko
The Byzantines take Ivanko's fortress.
Angelov & Cholpanov, p. 106
- 1198Won
Ambush at Batkun
Battle · against Byzantium · Ivanko
Manuel Kamytzes is captured.
Angelov & Cholpanov, p. 107 · Jr., p. 48
- 1199Won
Batrachokastron
Battle · against Byzantium · Ivanko
A heavy defeat for the Byzantine army; soon after, Ivanko is seized by a trick.
Bozhilov & Gyuzelev, p. 640 · Bozhilov, p. 45
- 1199Drawn
Raid into Eastern Thrace
Raid · against Byzantium · Kaloyan
The Vize garrison beats the raiders, and is then beaten in turn by the Cumans.
Angelov & Cholpanov, p. 108
- 1199Won
Siege of Prosek
Siege · against Byzantium · Dobromir Chrysos
Chrysos' stronghold above the Vardar holds.
Angelov & Cholpanov, p. 109 · Jr., p. 50
- 1200Lost
Stenimachos
Siege · against Byzantium · Ivanko
Alexios III takes Stenimachos, and Ivanko is captured on false oaths.
Angelov & Cholpanov, p. 107 · Bozhilov, p. 45
- 1201Won
- 1201Won
Constantia
Siege · against Byzantium · Kaloyan
Today's Simeonovgrad; taken without much effort.
Angelov & Cholpanov, p. 111 · Bozhilov & Gyuzelev, p. 641 · Bozhilov, p. 45
- 1201Won
Varna
24 March · Siege · against Byzantium · Kaloyan
Stormed on Good Friday after a three-day siege.
Angelov & Cholpanov, p. 115 · Bozhilov & Gyuzelev, p. 641 · Jr., p. 49
- 1202Lost
End of Chrysos' principality
Campaign · against Byzantium · Dobromir Chrysos
After his raid to the Peloponnese the Byzantines take back Strumica and his other forts.
Angelov & Cholpanov, p. 110 · Jr., p. 50
- 1203Won
War with Hungary on the Morava
Campaign · against Hungary · Kaloyan
Kaloyan recovers Belgrade and Braničevo.
Angelov & Cholpanov, p. 115
- 1205Won
14 April · Battle · against Latin Empire · Kaloyan
Emperor Baldwin is captured and Louis of Blois killed.
Angelov & Cholpanov, p. 117 · Bozhilov & Gyuzelev, p. 662 · Jr., p. 99 · Nicol, p. 32 · Bozhilov, p. 51
- 1205Won
The pursuit through Thrace
Campaign · against Latin Empire · Kaloyan
Taken and razed: Karyoupolis, Heraclea, Rhaidestos, Panion, Traianopolis, Mosynopolis, Peritheorion.
Angelov & Cholpanov, p. 122 · Jr., p. 101
- 1205Won
Serres
June · Siege · against Latin Empire · Kaloyan
A fight before the town, then the citadel surrenders to Kaloyan's mercy.
Angelov & Cholpanov, p. 123 · Bozhilov & Gyuzelev, p. 663 · Jr., p. 102
- 1205Won
Boniface's detachment at Serres
Battle · against Latin Empire · Kaloyan
The force sent toward Serres is routed by the Cumans.
Angelov & Cholpanov, p. 124
- 1205Lost
First attempt on Thessaloniki
Siege · against Latin Empire · Kaloyan
The lower town is briefly taken, but the attempt fails.
Angelov & Cholpanov, p. 123 · Jr., p. 102
- 1205Won
Philippopolis
Siege · against Latin Empire · Kaloyan
The city, held by Alexios Aspietes, is taken and punished.
Angelov & Cholpanov, p. 124 · Bozhilov & Gyuzelev, p. 664
- 1206Won
Rusion
31 January · Battle · against Latin Empire · Kaloyan
The constable Thierry de Termonde's force is destroyed; about ten of 120 knights escape.
Angelov & Cholpanov, p. 124 · Bozhilov & Gyuzelev, p. 664 · Bozhilov, p. 64
- 1206Won
Kaloyan's Thracian campaign
Campaign · against Latin Empire · Kaloyan
Apros stormed, Rhaidestos surrenders; Panion, Heraclea, Daonion, Tzurulon and Athyra fall.
Angelov & Cholpanov, p. 124
- 1206Lost
First siege of Didymoteicho
June · Siege · against Latin Empire · Kaloyan
Kaloyan diverts the Maritsa and breaches the walls, but withdraws as Henry approaches.
Angelov & Cholpanov, p. 125 · Bozhilov & Gyuzelev, p. 665 · Jr., p. 104 · Bozhilov, p. 64
- 1206Won
Second siege of Didymoteicho
Siege · against Latin Empire · Kaloyan
The town is taken and razed.
Angelov & Cholpanov, p. 127 · Jr., p. 104
- 1206Lost
Repulsed at Adrianople
Battle · against Latin Empire · Kaloyan
The Latins drive the Bulgarians off and pursue them to Beroe.
Angelov & Cholpanov, p. 127
- 1206Lost
Henry's raid
Campaign · against Latin Empire · Kaloyan
Henry takes Beroe, Aetos, Thermopolis and Anchialos; one Latin detachment is beaten in the passes.
Angelov & Cholpanov, p. 127
- 1207Lost
Siege of Adrianople
April · Siege · against Latin Empire · Kaloyan
For all its 33 trebuchets the siege fails when the Cumans leave.
Angelov & Cholpanov, p. 128 · Jr., p. 105
- 1207Won
Death of Boniface of Montferrat
4 September · Battle · against Latin Empire · Kaloyan
The king of Thessaloniki is ambushed north of Mosynopolis and killed.
Angelov & Cholpanov, p. 129 · Jr., p. 105 · Nicol, p. 32
- 1207Lost
Siege of Thessaloniki
October · Siege · against Latin Empire · Kaloyan
Kaloyan is killed under the walls and the siege abandoned.
Angelov & Cholpanov, p. 129 · Bozhilov & Gyuzelev, p. 668 · Jr., p. 105
- 1208Won
Ambush near Rusion
Battle · against Latin Empire · Boril
Three hundred Vlachs beat Henry's vanguard.
Angelov & Cholpanov, p. 130
- 1208Drawn
Battle · against Latin Empire · Boril
The sources disagree: the military history counts it a Bulgarian success, Fine and Božilov an indecisive fight.
Angelov & Cholpanov, p. 130 · Bozhilov & Gyuzelev, p. 685 · Jr., p. 111
- 1208Lost
31 July · Battle · against Latin Empire · Boril
Boril is defeated. Božilov gives 31 July, the military history 1 August.
Angelov & Cholpanov, p. 131 · Bozhilov & Gyuzelev, p. 685 · Jr., p. 111 · Bozhilov, p. 70
- 1211Civil war
Revolt in Vidin
Campaign · Boril
Boril puts the revolt down with Hungarian help.
Angelov & Cholpanov, p. 132 · Jr., p. 117
- 1211Lost
Pelagonia
Battle · against Latin Empire · Boril
Boril and Strez are beaten by the Thessalonian barons and Michael of Epirus on the plain of Bitola.
Angelov & Cholpanov, p. 132 · Bozhilov & Gyuzelev, p. 692 · Jr., p. 117 · Bozhilov, p. 99
- 1211Lost
Melnik
Siege · against Latin Empire · Boril
Boril besieges Alexios Slav, and is then beaten by the Latins and Slav.
Angelov & Cholpanov, p. 132
- 1214Lost
Campaign on Niš
Campaign · against Serbia · Boril
A night panic in camp breaks up the Bulgarian-Latin army.
Angelov & Cholpanov, p. 133
- 1218Civil war
Siege of Tarnovo
Siege · Ivan Asen II
Ivan Asen II besieges Boril for seven months and takes the throne.
Angelov & Cholpanov, p. 134 · Bozhilov & Gyuzelev, p. 697 · Bozhilov, p. 73
- 1230Won
9 March · Battle · against Epirus · Ivan Asen II
Theodore Komnenos is captured; the tsardom reaches from the Black Sea to the Adriatic. Fine places it in April.
Angelov & Cholpanov, p. 135 · Bozhilov & Gyuzelev, p. 709 · Jr., p. 142 · Nicol, p. 34 · Bozhilov, p. 96
- 1232Drawn
Hungarian siege of Vidin
Siege · against Hungary · Ivan Asen II
The Hungarians take Belgrade and Braničevo; Alexander is beaten before the walls, but Vidin holds.
Jr., p. 147
- 1235Won
Conquest of Eastern Thrace
Campaign · against Latin Empire · Ivan Asen II
Together with Nicaea the Bulgarians take the lands from Gallipoli to Tzurulon.
Angelov & Cholpanov, p. 138 · Jr., p. 148
- 1235Lost
Siege · against Latin Empire · Ivan Asen II
Geoffrey of Villehardouin's fleet breaks the blockade.
Angelov & Cholpanov, p. 139 · Bozhilov & Gyuzelev, p. 728 · Jr., p. 148 · Nicol, p. 34
- 1237Lost
Tzurulon
Siege · against Nicaea · Ivan Asen II
Now allied with the Latins, Ivan Asen abandons the siege on news of the tsaritsa's death.
Angelov & Cholpanov, p. 139 · Bozhilov & Gyuzelev, p. 729 · Jr., p. 149 · Bozhilov, p. 104
- 1241Won
Tatar attack repulsed
Battle · against Tatars · Ivan Asen II
Only one uncertain source speaks of this victory.
Angelov & Cholpanov, p. 139 · Bozhilov & Gyuzelev, p. 730
- 1242Lost
The Tatars returning from Hungary
Raid · against Tatars · Kaliman Asen I
The horde crosses Bulgaria, lays it waste and imposes tribute.
- 1246Lost
Vatatzes' campaign
Campaign · against Nicaea · Michael II Asen
In three months Nicaea takes the lands south of the Balkan range; Serres falls by Dragota's treachery.
Bozhilov & Gyuzelev, p. 736 · Jr., p. 174 · Nicol, p. 44
- 1254Drawn
Raid into Serbia
Raid · against Serbia · Michael II Asen
Allied with Dubrovnik, the army reaches the Lim and plunders Bijelo Polje; the peace restores the borders.
Bozhilov & Gyuzelev, p. 739 · Jr., p. 219
- 1254Won
Michael Asen's Rhodope campaign
Campaign · against Nicaea · Michael II Asen
Stenimachos, Perushtitsa, Krichim, Tsepina, Ustra, Perperek and other forts are won back.
Angelov & Cholpanov, p. 146
- 1254Lost
Panic on the Maritsa
Battle · against Nicaea · Michael II Asen
The Nicaean vanguard scatters the Bulgarian outposts and the army withdraws; Beroe is taken.
Angelov & Cholpanov, p. 149 · Bozhilov & Gyuzelev, p. 740
- 1255Won
Siege of Tsepina
Siege · against Nicaea · Michael II Asen
Theodore II Laskaris fails to take the fortress.
Angelov & Cholpanov, p. 149
- 1255Won
Ambush near Tsepina
Battle · against Nicaea · Michael II Asen
Strategopoulos' and Tornikes' column loses its baggage.
Angelov & Cholpanov, p. 150
- 1255Lost
Melnik and the Rupel gorge
Battle · against Nicaea · Dragota
Dragota's rising ends with his palisade turned and his death.
Angelov & Cholpanov, p. 150
- 1255Lost
- 1255Won
Second march on Tsepina
Campaign · against Nicaea · Michael II Asen
A snowstorm at Makrolivada turns the emperor back.
Angelov & Cholpanov, p. 151
- 1256Won
Cuman raid near Didymoteicho
Raid · against Nicaea · Michael II Asen
Manuel Laskaris flees and Constantine Margarites is captured; the Cumans winter in Thrace.
Angelov & Cholpanov, p. 151 · Bozhilov & Gyuzelev, p. 741
- 1256Drawn
Skirmishes at Bulgarophygon
Campaign · against Nicaea · Michael II Asen
No pitched battle; the peace brokered by Rostislav cedes Tsepina.
Angelov & Cholpanov, p. 152 · Jr., p. 177
- 1257Lost
Mesembria
14 June · Siege · against Venice · Constantine Tih Asen
Latins on Venetian galleys take and plunder the town.
Angelov & Cholpanov, p. 152 · Jr., p. 189
- 1257Civil war
- 1260Won
Vidin taken back from Rostislav
Campaign · against Hungary · Constantine Tih Asen
Constantine Tih recovers Vidin and attacks the Banate of Severin.
Jr., p. 191
- 1260Lost
Banate of Severin
Battle · against Hungary · Constantine Tih Asen
Master Lawrence routs the Bulgarian army.
Angelov & Cholpanov, p. 152 · Bozhilov & Gyuzelev, p. 753
- 1261Lost
Stephen V's campaign
Campaign · against Hungary · Constantine Tih Asen
The Hungarians reach the mouth of the Iskar and Tarnovo, and besiege Lom.
Angelov & Cholpanov, p. 152 · Jr., p. 192
- 1262Won
Campaign in south-east Thrace
Campaign · against Byzantium · Constantine Tih Asen
Skopelos, Petra, Skopos and Bryse are taken.
Angelov & Cholpanov, p. 152
- 1263Lost
Michael Glabas' campaign
Campaign · against Byzantium · Constantine Tih Asen
Byzantium takes Agathopolis, Sozopolis, Anchialos, Philippopolis and the coastal forts.
Angelov & Cholpanov, p. 153 · Bozhilov & Gyuzelev, p. 753 · Jr., p. 194
- 1263Lost
Before Mesembria
Battle · against Byzantium · Constantine Tih Asen
Glabas beats the tsar as he besieges Mitso in the town; Manuel Philes adds a second defeat at Agathopolis.
Angelov & Cholpanov, p. 155 · Bozhilov & Gyuzelev, p. 753
- 1264Won
Ainos
Siege · against Byzantium · Constantine Tih Asen
With the Tatars the tsar ravages Thrace; the town hands over Sultan Izz al-Din in return for a withdrawal.
Angelov & Cholpanov, p. 155 · Bozhilov & Gyuzelev, p. 754 · Jr., p. 195
- 1266Lost
The Hungarians take Vidin
Campaign · against Hungary · Constantine Tih Asen
Stephen V beats the Bulgarian army and takes Vidin, Oryahovo and Pleven.
Angelov & Cholpanov, p. 156 · Bozhilov & Gyuzelev, p. 755 · Jr., p. 196
- 1271Lost
Nogai's raid
Raid · against Tatars · Constantine Tih Asen
Nogai's answer to Constantine's raid into Thrace lays the country waste.
Jr., p. 198 · Angelov & Cholpanov, p. 156
- 1277Won
Battle · against Tatars · Ivailo
Ivaylo's band beats Tatar parties and drives them over the Danube.
Angelov & Cholpanov, p. 158 · Bozhilov & Gyuzelev, p. 761 · Jr., p. 213
- 1277Civil war
Battle · Ivailo
Angelov & Cholpanov, p. 158 · Bozhilov & Gyuzelev, p. 761 · Jr., p. 213
- 1278Lost
Glabas' coastal campaign
Campaign · against Byzantium · Ivailo
Emona, Vicha, Kozyak, Galata, Varna, Provadia and Preslav fall.
Angelov & Cholpanov, p. 161
- 1278Won
Siege of Byalgrad
Siege · against Byzantium · Ivailo
Voivode Damyan holds the fortress.
Angelov & Cholpanov, p. 161
- 1278Won
Against Kasim beg's Tatars
Battle · against Tatars · Ivailo
Ivaylo beats them, and skirmishing drives Glabas back to Aetos.
Angelov & Cholpanov, p. 164
- 1278Lost
Pirgitsa
Battle · against Byzantium · Ivailo
Ivaylo is caught between the armies of Glabas and Ivan Asen III.
Angelov & Cholpanov, p. 165
- 1279Lost
Tarnovo opens its gates
February · Siege · against Byzantium · Ivailo
Byzantines and Nogai Tatars besiege the city from the autumn; on a rumour of Ivaylo's death it is handed to Ivan Asen III.
Angelov & Cholpanov, p. 166 · Jr., p. 215
- 1279Won
Siege of Drastar
Siege · against Byzantium · Ivailo
For three months the Byzantines fail to take the town where Ivaylo has shut himself in.
Angelov & Cholpanov, p. 166 · Jr., p. 216
- 1279Won
17 July · Battle · against Byzantium · Ivailo
Murin's army of ten thousand is destroyed. Fine gives 17 June.
Angelov & Cholpanov, p. 167 · Bozhilov & Gyuzelev, p. 764 · Jr., p. 216 · Bozhilov, p. 250
- 1279Won
15 August · Battle · against Byzantium · Ivailo
Aprin's five thousand are destroyed in Sredna Gora. Fine gives 5 August.
Angelov & Cholpanov, p. 167 · Bozhilov & Gyuzelev, p. 764 · Jr., p. 216 · Bozhilov, p. 250
- 1280Won
The victory of July 1280
July · Battle · against Byzantium · George Terter I
The remnants of the beaten Byzantine army reach Athos in the autumn.
Jr., p. 210
- 1285Lost
Nogai's devastating raid
Raid · against Tatars · George Terter I
Terter accepts Nogai's overlordship and gives his son as hostage.
Angelov & Cholpanov, p. 170 · Bozhilov & Gyuzelev, p. 789 · Jr., p. 243
- 1292Lost
The Tatar raid of 1292
Raid · against Tatars · George Terter I
Terter flees to Byzantium and Smilets becomes tsar.
Angelov & Cholpanov, p. 170 · Jr., p. 244
- 1292Lost
Shishman against Milutin
Campaign · against Serbia · Shishman
The Vidin despot's raid burns Žiča, but his army is routed and Milutin takes Vidin.
Bozhilov & Gyuzelev, p. 782 · Jr., p. 239
- 1301Won
Radoslav's defeat
Battle · against Byzantium · Theodore Svetoslav
Eltimir beats the Byzantine candidate for the throne, captures him and has him blinded.
Bozhilov & Gyuzelev, p. 801 · Jr., p. 247
- 1304Won
The forts below the Haemus
Campaign · against Byzantium · Theodore Svetoslav
Yambol, Lardea, Ktenia, Rusokastro, Mesembria and Sozopolis are taken.
Angelov & Cholpanov, p. 170 · Bozhilov & Gyuzelev, p. 803 · Jr., p. 247
- 1304Won
Battle · against Byzantium · Theodore Svetoslav
The bridge collapses under the retreating Byzantines; Anchialos and Agathopolis open their gates.
Angelov & Cholpanov, p. 170 · Bozhilov & Gyuzelev, p. 803 · Jr., p. 247
- 1305Lost
Fight near Sozopolis
Battle · against Byzantium · Theodore Svetoslav
One of the smaller engagements in Michael IX's campaign.
Jr., p. 247
- 1305Won
Michael IX's campaign
Campaign · against Byzantium · Theodore Svetoslav
Michael IX ravages the land to Ryahovo, but a Bulgarian victory breaks his lines and the army plunders toward Adrianople.
Angelov & Cholpanov, p. 172 · Bozhilov & Gyuzelev, p. 804 · Jr., p. 247
- 1319Lost
- 1322Won
Philippopolis taken by surprise
Siege · against Byzantium · George Terter II
George II Terter takes the city and much of northern Thrace.
Angelov & Cholpanov, p. 173 · Bozhilov & Gyuzelev, p. 814 · Jr., p. 269
- 1322Lost
The night attack
Battle · against Byzantium · George Terter II
The army that had plundered round Adrianople is surprised and beaten on its way back.
Bozhilov & Gyuzelev, p. 814
- 1322Won
Siege of Philippopolis
Siege · against Byzantium · George Terter II
Ivan Rusina's garrison holds out for nearly four months; the German siege tower sinks into the ditch.
Angelov & Cholpanov, p. 173 · Bozhilov & Gyuzelev, p. 817 · Jr., p. 287
- 1323Won
Michael Shishman recovers the south
Campaign · against Byzantium · Michael III Shishman Asen
With the Tatars the tsar breaks the siege, and the towns between Sliven and Mesembria surrender.
Angelov & Cholpanov, p. 177 · Jr., p. 287
- 1323Lost
Philippopolis lost
Siege · against Byzantium · Michael III Shishman Asen
George Bryennios takes the city in the summer.
Angelov & Cholpanov, p. 178 · Jr., p. 287
- 1323Won
Against Voisil
Battle · against Byzantium · Michael III Shishman Asen
The tsar beats the Byzantine vassal at Kopsis and plunders Thrace for twelve days.
Angelov & Cholpanov, p. 178 · Bozhilov & Gyuzelev, p. 816 · Jr., p. 287
- 1324Outcome unknown
Raid on Berrhoia
Raid · against Byzantium · Michael III Shishman Asen
Followed by a Byzantine counter-raid.
Jr., p. 287
- 1328Lost
Diampolis
June · Siege · against Byzantium · Michael III Shishman Asen
The tsar withdraws before Andronikos III, who storms and razes Yambol.
Angelov & Cholpanov, p. 179 · Nicol, p. 201
- 1328Drawn
Boukelon and Provaton
September · Campaign · against Byzantium · Michael III Shishman Asen
Boukelon is taken; for a month the two armies face each other, then make peace.
Angelov & Cholpanov, p. 179 · Bozhilov & Gyuzelev, p. 830 · Nicol, p. 201
- 1330Won
- 1330Lost
28 July · Battle · against Serbia · Michael III Shishman Asen
Caught foraging, the army is routed and Michael Shishman killed.
Angelov & Cholpanov, p. 181 · Bozhilov & Gyuzelev, p. 843 · Jr., p. 289 · Nicol, p. 209 · Bozhilov, p. 139
- 1330Won
Mraka and IzvorTradition
Battle · against Serbia · Michael III Shishman Asen
By tradition Belaur's Vidin army halts the Serbian advance.
Angelov & Cholpanov, p. 183
- 1330Lost
Andronikos III takes the coast
Campaign · against Byzantium · Ivan Stefan
Anchialos, Mesembria, Aetos, Ktenia, Rusokastro and Yambol fall.
Bozhilov & Gyuzelev, p. 846 · Jr., p. 290 · Nicol, p. 209
- 1331Civil war
Belaur's revolt
Campaign · Ivan Alexander
Ivan Alexander crushes it with Tatar mercenaries.
Angelov & Cholpanov, p. 186 · Bozhilov & Gyuzelev, p. 860 · Jr., p. 291
- 1331Lost
- 1331Won
The Thracian towns recovered
Campaign · against Byzantium · Ivan Alexander
With Tatar help Ivan Alexander takes everything back but Mesembria.
Angelov & Cholpanov, p. 186 · Jr., p. 292
- 1332Won
The fight in the defile
Battle · against Byzantium · Ivan Alexander
Andronikos III is twice thrown back before Rusokastro.
Angelov & Cholpanov, p. 186
- 1332Won
18 July · Battle · against Byzantium · Ivan Alexander
The tsardom's last great victory over Byzantium. The Asen genealogy dates it 1331.
Angelov & Cholpanov, p. 187 · Bozhilov & Gyuzelev, p. 857 · Bozhilov, p. 135
- 1341Lost
The detachments near Didymoteicho
Raid · against Byzantium · Ivan Alexander
The scattered parties are beaten by the pinkernes Angelos and by a Turkish band on the coast.
Angelov & Cholpanov, p. 198 · Bozhilov & Gyuzelev, p. 875 · Jr., p. 314
- 1341Lost
Umur's fleet at the Danube
Campaign · against Byzantium · Ivan Alexander
Under the threat Ivan Alexander withdraws his troops and renews the treaty.
- 1342Lost
Blockade of Didymoteicho
Siege · against Byzantium · Ivan Alexander
The siege is lifted when Umur's ships sail up the Maritsa.
Angelov & Cholpanov, p. 200 · Bozhilov & Gyuzelev, p. 878 · Jr., p. 313
- 1344Lost
Crossing the Maritsa
June · Battle · against Byzantium · Ivan Alexander
Kantakouzenos catches the tsar crossing the river and inflicts losses.
Angelov & Cholpanov, p. 202
- 1344Won
Abdera
Battle · against Turks of Aydin · Momchil
Momchil beats Umur's Turks and burns their ships.
Angelov & Cholpanov, p. 193 · Bozhilov & Gyuzelev, p. 882
- 1344Won
Mosynopolis
Battle · against Byzantium · Momchil
Momchil storms the camp and Kantakouzenos barely escapes.
Angelov & Cholpanov, p. 194 · Bozhilov & Gyuzelev, p. 882
- 1345Lost
- 1345Lost
7 July · Battle · against Byzantium · Momchil
Kantakouzenos and Umur destroy Momchil's army; he is killed under the walls.
Angelov & Cholpanov, p. 195 · Bozhilov & Gyuzelev, p. 882 · Jr., p. 322 · Bozhilov, p. 155
- 1346Lost
Selymbria
Battle · against Byzantium · Dobrotitsa
Sent to help the regency, Dobrotitsa and his brother Theodore are routed.
Angelov & Cholpanov, p. 205 · Bozhilov & Gyuzelev, p. 885 · Bozhilov, p. 155
- 1347Lost
Midia
Siege · against Byzantium · Dobrotitsa
Dobrotitsa surrenders the town to Kantakouzenos and John V.
Angelov & Cholpanov, p. 205 · Bozhilov & Gyuzelev, p. 885
- 1350Lost
Suleiman across the Maritsa
Raid · against Ottomans · Ivan Alexander
One of a run of Turkish raids from 1344 to 1352, with much booty and many captives.
Angelov & Cholpanov, p. 218 · Jr., p. 340
- 1352Lost
Battle near Didymoteicho
October · Battle · against Ottomans · Ivan Alexander
Suleiman's Ottomans crush John V's allies. Nicol names a Serbian and a Bulgarian army; Fine doubts the Bulgarian part, and the military history has the Bulgarians withdraw without fighting.
Nicol, p. 271 · Jr., p. 343 · Angelov & Cholpanov, p. 206
- ~1355Lost
Death of Michael Asen
Battle · against Ottomans · Ivan Alexander
The tsar's son is killed fighting Suleiman's raiders; many captives are carried off to Gallipoli.
Angelov & Cholpanov, p. 219 · Bozhilov & Gyuzelev, p. 905
- 1363Lost
Philippopolis and Beroe
Siege · against Ottomans · Ivan Alexander
The Turks take Stara Zagora and Plovdiv.
Angelov & Cholpanov, p. 219 · Jr., p. 396
- 1364Drawn
Anchialos and Mesembria
Siege · against Byzantium · Ivan Alexander
John V takes Anchialos and besieges Mesembria by land and sea; under the peace both towns stay Bulgarian.
Angelov & Cholpanov, p. 206 · Bozhilov & Gyuzelev, p. 891
- 1365Lost
Vidin
2 June · Siege · against Hungary · Ivan Sratsimir
Louis I takes the city in four days, and Ivan Sratsimir is led off captive.
Angelov & Cholpanov, p. 206 · Bozhilov & Gyuzelev, p. 892 · Jr., p. 384 · Nicol, p. 296
- 1366Lost
October · Campaign · against Amadeus of Savoy · Ivan Alexander
Ahtopol, Sozopolis, Skafida, Rusokastro, Anchialos, Mesembria and Emona fall.
Angelov & Cholpanov, p. 207 · Bozhilov & Gyuzelev, p. 894 · Nicol, p. 299
- 1366Won
Siege · against Amadeus of Savoy · Ivan Alexander
The assault fails and Antonio Visconti is taken prisoner.
Angelov & Cholpanov, p. 209
- 1366Won
25 October · Siege · against Amadeus of Savoy · Ivan Alexander
The assaults fail and the siege is lifted after talks.
Angelov & Cholpanov, p. 209 · Bozhilov & Gyuzelev, p. 894 · Nicol, p. 299
- 1371No Bulgarian army
26 September · Battle · against Ottomans
The Ottomans destroy the army of Vukašin and Uglješa. There is no sure evidence of Bulgarian participation.
Angelov & Cholpanov, p. 219 · Bozhilov & Gyuzelev, p. 969 · Jr., p. 397 · Bozhilov, p. 216
- 1371Lost
Murad presses Ivan Shishman
Campaign · against Ottomans · Ivan Shishman
The tsar is pushed north of the Balkan range, becomes a vassal and gives his sister Tamar to the sultan.
Angelov & Cholpanov, p. 220 · Bozhilov & Gyuzelev, p. 972 · Bozhilov, p. 216
- 1373Lost
The Tundzha forts
Campaign · against Ottomans · Ivan Shishman
Timurtash takes Elhovo, Boyadzhik and Voynika.
Angelov & Cholpanov, p. 220
- 1373Lost
Yambol
Siege · against Ottomans · Ivan Shishman
The town capitulates after an epidemic.
Angelov & Cholpanov, p. 220
- 1373Lost
Lala Shahin's campaign
Campaign · against Ottomans · Ivan Shishman
Kostenets, Urvich, Ihtiman and Samokov fall.
Angelov & Cholpanov, p. 221
- 1375Lost
Conquest of the RhodopesTradition
Campaign · against Ottomans · Ivan Shishman
Rakovitsa, Tsepina, Batkun, Perushtitsa and more forts; the account rests mostly on local tradition.
Angelov & Cholpanov, p. 224
- ~1375Lost
The Struma and Mesta fortsTradition
Campaign · against Ottomans · Ivan Shishman
Petrich, Gradevo, Krupnik, Momina Kula and Razlog.
Angelov & Cholpanov, p. 227
- ~1375Won
TopkoriaTradition
Battle · against Ottomans · Voivode Momchil
By tradition the voivode routs a Turkish band and kills its leader Orhan.
Angelov & Cholpanov, p. 228
- ~1375Lost
KasapkaTradition
Battle · against Ottomans · Voivodes Blagoy and Radoy
By tradition the voivodes are beaten by Sinan Pasha.
Angelov & Cholpanov, p. 228
- 1380Won
Siege · against Ottomans · Ivan Shishman
Lala Shahin fails to take ban Yanuka's city.
Angelov & Cholpanov, p. 228
- 1382Lost
Siege · against Ottomans · Ivan Shishman
Fine dates the capture 1385.
Angelov & Cholpanov, p. 229 · Jr., p. 425
- 1387Lost
- 1388Lost
Ali Pasha's campaign
Campaign · against Ottomans · Ivan Shishman
Shumen, Madara, Venchan, Provadia, Silistra and Svishtov fall; the tsar, besieged in Nikopol, accepts a harsh peace. Nicol puts the campaign in early 1389.
Angelov & Cholpanov, p. 230 · Bozhilov & Gyuzelev, p. 989 · Jr., p. 425 · Nicol, p. 322
- 1388Won
Varna holds
Siege · against Ottomans · Ivanko son of Dobrotitsa
Ali Pasha's attempt on Varna fails.
Angelov & Cholpanov, p. 230 · Bozhilov & Gyuzelev, p. 989
- 1389No Bulgarian army
Kosovo
15 June · Battle · against Ottomans
A battle between Serbs and Ottomans. The military history mentions Bulgarian contingents on the allied left.
Angelov & Cholpanov, p. 235 · Jr., p. 428 · Nicol, p. 322 · Bozhilov, p. 227
- 1393Lost
17 July · Siege · against Ottomans · Ivan Shishman
The capital falls after a three-month siege and the tsardom is annexed.
Angelov & Cholpanov, p. 238 · Jr., p. 440 · Nicol, p. 333 · Bozhilov, p. 227
- 1393Lost
The last strongholds
Campaign · against Ottomans · Ivan Shishman
Pleven, Vratsa, Bozhenishki Urvich, Lovech, Shipka, Krn and Maglizh.
Angelov & Cholpanov, p. 239
- 1395Lost
Nikopol and the death of Ivan Shishman
Siege · against Ottomans · Ivan Shishman
Most sources place the tsar's death after the battle of Rovine (1395); Nicol two years after his capture at Nikopol.
Angelov & Cholpanov, p. 239 · Nicol, p. 333 · Bozhilov, p. 228
- 1395No Bulgarian army
Little Nikopol
Siege · against Ottomans
Sigismund takes the fortress from the Ottomans.
Angelov & Cholpanov, p. 247
- 1396Won
Vidin opens to the crusade
Siege · against Ottomans · Ivan Sratsimir
Ivan Sratsimir lets the crusaders in and the Ottoman garrison is killed.
Angelov & Cholpanov, p. 242 · Nicol, p. 337
- 1396Won
Oryahovo
Siege · against Ottomans · The townspeople of Oryahovo
As the crusaders attack, the local Bulgarians drive out the Ottoman garrison.
Angelov & Cholpanov, p. 244 · Nicol, p. 337
- 1396Lost
25 September · Battle · against Ottomans · Ivan Sratsimir
Sigismund's crusading army is destroyed; Sratsimir had fought on its side.
Angelov & Cholpanov, p. 245 · Jr., p. 442 · Nicol, p. 337 · Bozhilov, p. 205
- 1396Lost
End of the Vidin tsardom
Siege · against Ottomans · Ivan Sratsimir
Bayezid takes Vidin and leads Sratsimir away captive.
Angelov & Cholpanov, p. 249 · Jr., p. 442 · Nicol, p. 337
- ~1396Lost
Kaliakra and Urdoviza
Siege · against Ottomans
Kaliakra is taken and Urdoviza surrenders on terms, in 1396 or 1397.
Angelov & Cholpanov, p. 240