| Conflict: | Siege of Helsingborg |
| Place: | Helsingborg, Scania, Denmark (present-day Sweden) |
| Partof: | the Danish-Hanseatic War (1361–1370) |
| Coordinates: | 56.05°N 55°W |
| Territory: | Helsingborg occupied by the Hanseatic League and Sweden |
| Result: | Sueco–Hanseatic victory |
| Combatant1: | Hanseatic League |
| Commander1: | Bruno Warendorp Thomas Morkerken Albert I Heinrich |
| Commander2: | Fikke Moltke Hartvig Kale |
| Units1: | Unknown |
| Units2: | Helsingborg garrison |
| Strength2: | Unknown |
| Strength1: | 1100 men |
| Casualties1: | Unknown |
| Casualties2: | Unknown |
| Date: | Summer 1368 – September 1369 |
The Siege of Helsingborg was a siege of the then-Danish city of Helsingborg between 1368 and 1369 during the Danish–Hanseatic War (1361–1370). Despite withstanding many sieges, Helsingborg would capitulate to the Hanseatic League.
The strong fortress of Helsingborg was in 1362 attacked by the Hanseatic League, though the invaders would be defeated and retreat after the Battle of Helsingborg. The battle was a military disaster for the Hanseatic League and made Valdemar IV of Denmark more powerful than ever. Subsequently, an alliance-confederation of 77 cities would merge with goal to defeat Denmark in 1367.
Already at the outbreak of the war in 1367 the Swedish king, Albert, would besiege the fortress, yet would retreat after it proved unsuccessful. Later the Swedes went to the Danish Isles taking Nykøbing and Stege, in which at their return to Sweden, they likely besieged Helsingborg again.
In 1369 the Hanseatic League would put all their effort into taking Helsingborg together with Albert of Sweden's son, Henrik. At Helsingborg, the fortress was run by Fikke Moltke and Hartig Kale. All the Hanseatic forces seem to be commanded by Bruno von Warendorp and Thomas Morkerken. The Hanseatic leaders would spread rumours that their army was larger than it was in reality. 2200 men were rumoured to be the number of the besieging force, while in reality, it was half of that. The rumours spread great havoc in the city, and on a Hanseatic meeting in Lübeck on 12 July 1369, it was already a common opinion that the city could not last much longer. Eight days later, on 21 July, the garrison gave up, and Fikke Moltke and Hartvig Kale made an agreement with the besiegers.
In the agreement, the Danish were to surrender the city on 8 September, unless King Valdemar and his helpers in the meanwhile would kick out all foreign forces in Denmark, or unless Mecklenburg and the Hanseatic League would leave the Confederation of Cologne. These two conditions were never fulfilled and the castle would surrender in September 1369.
The fall of Helsingborg was felt as a great tragedy all over Denmark, and rumours were even spreading that Valdemar was prepared to retake it. The Hanseatic army continued down to Lindholmen Castle, which would also be besieged, however, this attack would fail for the Hanseatic League. Nevertheless, peace negotiations began and soon the Treaty of Stralsund was signed ending the war.