The Livonian Order suffers its greatest defeat in the 13th century in the Battle of Durbe against the Grand Duchy of Lithuania

The Battle of Durbe (Latvian: Durbes kauja, Lithuanian: Durbs mis, German: Schlacht an der Durbe) was a medieval battle fought near Durbe, 23 km (14 mi) east of Liepja, in present-day Latvia during the Livonian Crusade. On 13 July 1260, the Samogitians soundly defeated the joint forces of the Teutonic Knights from Prussia and Livonian Order from Livonia. Some 150 knights were killed, including Livonian Master Burchard von Hornhausen and Prussian Land Marshal Henrik Botel. It was by far the largest defeat of the knights in the 13th century: in the second-largest, the Battle of Aizkraukle, 71 knights were killed. The battle inspired the Great Prussian Uprising (ended in 1274) and the rebellions of the Semigallians (surrendered in 1290), the Couronians (surrendered in 1267), and the Oeselians (surrendered in 1261). The battle undid two decades of Livonian conquests and it took some thirty years for the Livonian Order to restore its control.

The Livonian Order was an autonomous branch of the Teutonic Order,

formed in 1237. From 1435 to 1561 it was a member of the Livonian Confederation.