| 1087 | William the Conqueror dies William Rufus becomes king of England Robert becomes II Duke of Normandy |
| 1088 | Odo of Bayeaux challenged William Rufus on Robert's behalf |
| 1093 | Donald III Bane, king of Scots |
| 1097 | Edgar, king of Scots |
| 1100 | William Rufus dies Henry I becomes king of England |
| 1101 | Treaty of Alton confirms Henry I as king of Englandand Robert as Duke of Normandy |
| 1106 | Henry I defeats Robert at Tinchebrai and becomes Duke of Normandy |
| 1107 | Alexander I becomes king of Scotland |
| 1120 | Henry I's son and heir drowns, Matilda is heiress |
| 1124 | David I becomes king of Scotland |
| 1128 | Matilda marries Geoffrey of Anjou |
| 1135 | Stephen I becomes king of England |
| 1138 | Civil war begins. David I of Scots invades England Robert of Gloucester supports Matilda's claim |
| 1139 | Matilda arrives in England |
| 1141 | Matilda and Robert of Gloucester defeat Stephen at Lincoln |
| 1145 | Stephen is victorious at Farringdon |
| 1152 | Henry Plantagenet marries Eleanor of Aquitaine |
| 1153 | Malcolm IV, king of Scots Henry Plantagenet is recognized as Stephen's heir |
| 1154 | Stephen dies Henry II becomes king Nicholas Breakspear becomes Pope Adrian IV |
| 1155 | Henry receives papal bull to conquer and rule Ireland |
| 1162 | Thomas Becket becomes archbishop of Canterbury |
| 1164 | Constitutions of Clarendon are issued |
| 1165 | William I, the Lion, of Scots |
| 1170 | Richard de Clare invades Ireland |
| 1177 | Henry II's youngest son, John, is made lord of Ireland |
| 1183 | Henry the Young King dies |
| 1189 | Henry is defeated by his son Richard and Philip II Augustus of France Richard I, the Lionheart, becomes king |
| 1190 | Richard joined the Third Crusade |
| 1192 | Richard is imprisoned in Germany |
| 1194 | Richard returns to England |
| 1199 | Richard dies while fighting in France John I becomes king of England |
| 1200 | John makes peace with France and marries Isabel of Angouleme John marries Isabel of Angouleme |
| 1203 | Arthur of Brittany is murdered |
| 1204 | John loses French territories to Philip Augustus of France |
| 1207 | John refuses to accept Stephen Langton as Archbishop of Canterbury Papal interdict is imposed on England |
| 1213 | John offers the Pope England as a fiefdom |
| 1214 | Alexander II, king of Scots |
| 1215 | Barons force John to accept Magna Carta |
| 1216 | John dies Henry III becomes king of England William the Marshal becomes regent |
| 1217 | Louis (VIII) defeated at the Battle of Lincoln |
| 1219 | William the Marshal dies |
| 1221 | Alexander II, king of Scots marries Joan, daughter of King John |
| 1236 | Henry III marries Eleanor of Provence |
| 1238 | Simon de Montfort marries Henry III's sister, Eleanor |
| 1249 | Alexander III, king of Scots |
| 1258 | Provisions of Oxford |
| 1259 | Provisions of Westminster |
| 1264 | Second Barons' War |
| 1265 | De Montfort dies at Battle of Evesham |
| 1271 | Henry III dies Edward I becomes king Marco Polo goes to China |
| 1272 | Henry III dies Edward I becomes king |
| 1274 | Edward returns from his Crusade and is crowned king |
| 1277 | Edward begins his campaign in Wales |
| 1282 | Llewellyn, Prince of North Wales dies at Builth |
| 1283 | Edward I conquers Wales, Statute of Wales |
| 1290 | Edward expels Jews from England |
| 1291 | Edward arbitrates over Scottish succession |
| 1292 | John Balliol, king of Scots |
| 1296 | Edward begins his campaign in Scotland |
| 1306 | Robert I, the Bruce, king of Scotland |
| 1307 | Edward I dies Edward II becomes king |
| 1314 | English defeated at Bannockburn |
| 1318 | Edward II regains England and the Despensers rise to power |
| 1322 | Edward II defeats the Marcher lords and the Lancastrians Thomas of Lancaster is executed |
| 1326 | Queen Isabella and Mortimer invade England |
| 1327 | Edward II is deposed Edward III becomes king Isabella & Mortimer govern Scots invade England |