Clan Cunningham is a Scottish clan. The traditional origins of the clan are placed in the 12th century. However, the first contemporary record of the clan chiefs is in the thirteenth century. The chiefs of the Clan Cunningham supported Robert the Bruce during the Wars of Scottish Independence. In the 15th and 16th centuries, the Clan Cunningham feuded with the Clan Montgomery. Historically, the chief of Clan Cunningham held the title of Earl of Glencairn. However, in modern times the chief of the clan is Cunningham of Corsehill. On 18 December 2013, Sir John Christopher Foggo Montgomery Cunninghame, Baronet of Corsehill, was recognized by Lord Lyon as Clan Chief after the chiefship had been vacant for over 200 years.

Cunninghame is in the northern part of Ayrshire. Fredric van Bassen stated that in the year 1059, King Malcolm rewarded Malcolm, son of Friskin with the lands of Cunningham.

The progenitor of the family known as Cunningham was Warnebald, who received a grant for the land of the Manor Cunningham between 1135 and 1140. The charming legend that relates to King Malcolm says that the son of Friskin, obtained the lands from Malcolm III of Scotland after he had sheltered him under hay in a barn and this is said to have given rise to the family's coat of arms which is of a shake-fork, as well as the motto Over fork over. Sir George Mackenzie states that the coat of arms allude to the office of Master of the King's Stables and other explanations exist.

The Cunninghams were certainly well settled in the their lands and the parish of Kilmaurs by the end of the thirteenth century. The son of the Laird of Kilmaurs was Hervy de Cunningham who fought for Alexander III of Scotland at the Battle of Largs in 1263 against the Norse invaders. The following year he received a charter from the king confirming all of his lands.

During the Wars of Scottish Independence the Cunninghams were supporters of the Bruces in their fight for Scottish independence. However prior to this their name appears in the Ragman Rolls, swearing fealty to Edward I of England in 1296. Bruce being generous to his supporters and after his victory, the lands of Lamburgton were added to that of Kilmaurs in 1319 by royal charter. Sir William Cunningham of Kilmaurs was amongst the Scottish noblemen offered as a hostage to David II of Scotland's English captors in 1354. Sir William's eldest son, also named William, married Margaret, daughter of Sir Robert Denniston of that Ilk and acquired through her substantial lands including Glen Cairn and Finlayston in Renfrewshire.

Sir William Cunningham's grandson was created Lord Kilmaurs in 1462 and then later Earl of Glencairn. One of his younger brothers was the ancestor of the Cunninghams of Caprington branch of the clan who later achieved their own prominence. Other distinguished branches of the clan are the Cunninghams of Cunninghamhead, the Cunninghams of Aitket, the Cunninghams of Robertland, and the Cunninghams of Corsehill.

In 1488 the Clan Montgomery burned down the Clan Cunningham's Kerelaw Castle. This was part of a century-long feud that had apparently started when the office of Baillie in Cuninghame, held by the Cunninghams, was awarded to the son of Lord Montgomerie on 31 January 1448-9. The two clans had been on opposing sides at the Battle of Sauchieburn, with Hugh Montgomery among the victorious rebels, and Alexander Cunningham, 1st Earl of Glencairn slain with the defeated James III. A longstanding rivalry (principally over the Bailieship of Cunninghame) was now a vendetta.

During the 16th century, the long-running feud continued. Edward Cunningham of Auchenharvie was slain in 1526 and Archibald Cunningham of Waterstoun in 1528; the Montgomery's Eglinton Castle was burned down by the Cunninghams in the same year. In April 1586, Hugh Montgomery, 4th Earl of Eglinton, aged twenty-four, was traveling to Stirling to join the Court having been commanded to attend by the King, accompanied only by a few domestic servants. He stopped at Lainshaw Castle to dine with his close relative, a Montgomery, the Lord of Lainshaw, whose Lady was a Margaret Cunningham of Aiket Castle, with sisters married to John Cunningham of Corsehill and David Cunningham of Robertland. It seems that a plot to kill the Earl had been organized and the Lady or some say a servant girl who was also a Cunningham, climbed to the battlements after the meal to hang out a white table napkin and thereby sprung the trap. Thirty Cunninghames attacked the Earl as he crossed Annick Ford and cut his servants to pieces; the Earl himself was dispatched with a single shot from the pistol of John Cunningham of Clonbeith Castle. His horse carried his dead body along the side of the river, still known as the 'Weeping', 'Mourning', or 'Widows' path. A wave of bloody revenge swept over Cunninghame and elsewhere. Cunningham relatives, friends, and supporters were killed without mercy. Aiket was killed near his home; Robertland and Corsehill escaped to Denmark. Clonbeith was traced to a house in Hamilton, possibly Hamilton Palace and hacked to pieces by Robert Montgomery and John Pollock. Robert also killed the Earl of Glencairn's brother the Commendator of Kilwinning Abbey, Alexander of Montgreenan, thought to have instigated Hugh's murder. He rode to Montgreenan and shot the Commendator at his own gate. The government of King James VI of Scotland eventually managed to make the chiefs of the two clans shake hands. In 1661 Lord High Chancellor William Cunningham, 9th Earl of Glencairn, married Margaret Montgomery, daughter of Alexander, 6th Earl of Eglinton, drawing a line under the feud.