Monarchs of Castile and Leon
- Arms of the Kingdom of Leon ‘ancient’
- Arms of the Kingdom of Leon ‘modern’
- Arms of the Kingdom of Castile
- Arms of the Kingdom of Galicia
The various kingdoms were divided and then temporarily reunited until Ferdinand III in 1230.
- Ferdinand I the Great, (1017–1065), Count of Castile from his uncle's death in 1029 and King of León—through his wife—from 1037 and the first King of Castile. He was crowned Emperor of All Hispania in 1056.
House of Burgundy
- Alfonso VII the Emperor (11o5–57), King of Galicia in 1111 and King of León and Castile in 1126. He was crowned "Emperor of All the Spains" in 1135.
- Saint Ferdinand III (1199 –1252), King of Castile from 1217 and King of León from 1230. First used the quartered arms of Castile and Leon.
- Juan Manuel, (1234–1283), Lord of Escalona, Peñafiel and Villena.
Ancestor of the Dukes of Penafiel, Line extinct 1350.
- Ferdinand de la Cerda, (1255- 1275), Infante of Castile, Ancestor of the Dukes of Medinaceli.
- John de Castella, (1355 -1405) the illegitimate son of Pedro I ‘the Cruel’.
- John of Gaunt, 1st Duke of Lancaster, 1st Duke of Aquitaine (1340–1399),married Constance of Castile, daughter of Pedro I ‘the Cruel’, thus giving him a claim to the kingdom of Castile.
House of Trastámara
- Henry II (1334-1379), known as Henry of Trastámara, 1st Count of Trastámara, before his coronation, was the illegitimate son of Alfonso XI of Castile. King of Castile and León 1366–1367 and 1369–1379.
- Fadrique Alfonso of Castile, (1334 – 1358), 1st Señor de Haro 25th Master of the Order of Santiago (1342-1358), was the fifth illegitimate child of Alfonso XI of Castile and Eleanor of Guzman.
- Isabella I, the Catholic (1451–1504), Queen of Castile and León from 1474-1504. Arms after the conquest of Granada in 1492. Last independent monarch of Castile and Leon. See Early Spain.