Scotland's king invaded England in 1513, and never came home
James IV of Scotland crossed the border while Henry VIII was away fighting in France. At Flodden Field the Scottish army was routed, James IV was killed in the fighting, and Scotland lost a swathe of its nobility in a single afternoon. He remains the last monarch from the British Isles to die in battle.
— Wikipedia contributors, Battle of Flodden — 9 September 1513