The history of the Bissett family in Ireland can be studied independently from that of the originally identical family in Scotland, because of their unique experience following their arrival in Ulster in the early or mid-13th century. Here, while still remaining involved in Scottish affairs, the Bissetts would establish themselves as the Lords of the Glens of Antrim and quickly become equally, then eventually more involved in the politics of the Irish province, becoming among the most Gaelicised of all the so-called Anglo-Norman families in Ireland. The heads of the leading branch of the family soon adopted the Gaelic lineage style Mac Eoin Bissett (of the Glens), by which they are known in the Irish annals, and which translates as "Son/Descendant of John Byset", after a prominent ancestor born in Scotland. In a number of English and Anglo-Norman sources the same head of the family is referred to as the Baron Bissett, also with variants.

This family style or title eventually split, in a manner, to provide both the modern County Antrim surname Mac Eoin, anglicised McKeon/McKeown, and the surname Bissett itself (in Ireland), the latter not easily distinguishable from the typically Scottish Bisset, for which the doubling of the final -t-, the typical practice in Ireland from the 16th century, has become more common in modern times. In the Irish language Bissett is usually written Bised (Biseid).

From Scotland to Ulster Precisely when John Byset arrived with his family from Scotland is unknown, but he appears in the (surviving) English documents relating to Ireland in 1245, when Henry III of England orders 50 marks to be given out of the treasury to him as a gift.Calendar of Documents, Relating to Ireland, 1171–1251, p. 418 Byset's activities from then on can only be guessed from the short description of his career in Ireland offered by the terse Annals of Ulster, reporting his death twelve years later in 1257. This entry at least proves that he had established himself prominently in the region with fire and sword:

The Gaidhil in this context are the Gaelic Irish of Ulster and perhaps beyond. Whether he purchased his lands himself (one tradition) or was granted them by the English Crown (another) is also unknown, and his relationship with the leading English and other Scottish magnates of the region was probably complex. The first Earl of Ulster (1st creation), Hugh de Lacy, was dead by 1242/3 and his authority, namely the Earldom of Ulster, over the eastern quarter of the modern province of Ulster, this region being then called Ulidia, was incomplete. It is possible that the Bissetts aided de Lacy against his Scottish rival Donnchad, Earl of Carrick and received some of the latter's lands for their assistance,Duffy, passim but while attractive no account of such a thing is preserved. Following de Lacy's death, Brian Ua Néill rose to become the most powerful king in all the north of Ireland and in the 1250s was busy smashing the young earldom to pieces, killing many of the English (presumably Scots also) and destroying their castles,For example, Annals of Ulster 1253.4: A hosting by Brian Ua Neill that is by the arch-king of the North of Ireland, into Magh-Cobha, whereby the castle with its people and many other castles in Ulidia were destroyed and many persons were killed by him on that expedition. and the Bissetts may have been among the sufferers. However, the report of John Byset's death in 1257 shows that the family were viable and may have found themselves possibly even the most prominent British family remaining in Ulidia for a period, since no others are mentioned in the annals. O'Neill was elected High King of Ireland in 1258 by the O'Conors and O'Briens but his death only two years later in the Battle of Druim Dearg came too soon for a major Gaelic overlordship to be established and Walter de Burgh, the Lord of Connacht, was created Earl of Ulster four years after the conflict to preserve England's interests there. Possibly the Bissetts were forced to become his subordinates, but it has been argued that theirs was understood to be, in any case, a palatine lordship from its creation,H., "The Earldom and Barons of Ulster" whenever that may have been.

Bruce Wars

The historian Archie Duncan has suggested that Edward Bruce may have spent some time as a youth with the Bissetts,Duncan, p. 105 and it was to Rathlin Castle that Robert the Bruce and his followers retired in 1305/6 after suffering losses in Scotland. Despite the decrees of Edward I of England, they were reportedly welcomed by the owner Sir Hugh Byset, usually presumed to be a son of the Mac Eoin, and at this time Rathlin Island belonged to the Lordship of the Glens. It was also here that Robert Bruce may have begun planning to re-conquer Scotland, and later Sir Hugh's manor of Glenarm is where his brother Edward arrived after their victory in the Battle of Bannockburn.The Description and Present State of Ulster, p. 155, note (Hore) Parliament sent summonses to a total of five Byset magnates when hearing news of the invasion, their names being John, Hubert, William, and two named Hugh, one presumably Sir Hugh Byset, and the John Byset possibly being the Mac Eoin gone into rebellion to fight on the side of the Scots (for whom see below). The 19th century scholar Herbert Hore suggested the Bysets may actually have inspired Edward Bruce to later invade Ireland.

Since no pedigree of the Irish Bissetts survives, precise relationships can only be guessed and the politics in and of the lordship are unclear. However, Hugh Byset was among the most prominent magnates in the greater region because Aonghus Óg of Islay mentions him in a 1301 letter to Edward I as his compatriot, the pair "awaiting the royal commands."MacDonald, p. 90 MacDonald's personal loyalty in practice to the English king is uncertain, perhaps complicating the matter, but Byset's is much more clearly established, because he is recorded a number of times, from the late 1290s, in the Anglo-Norman documents, being commanded to fight against the English king's enemies in Scotland, most notably Robert Bruce, the treasury (Crown) paying Byset's expenses for mustering his forces and equipping fleets to go against the Scots, and also sending supplies.Calendar of Documents, Relating to Ireland, 1293–1301, pp. 265, 284; Calendar of Documents, Relating to Ireland, 1302–1307, pp. 171–2, 183

When Edward Bruce invaded Ireland in 1315, Hugh Byset and the heads of several other families, Norman and Gaelic, joined Sir Thomas de Mandeville in opposing him. In fact where Bruce landed, Olderfleet Castle, was quite possibly owned by the Bissett family, but no account is preserved of what if anything this may, if true, have had to do with strategic decisions made by either side. In any event, their mixed Norman-Irish force, importantly lacking the immediate support of the otherwise occupied Earl of Ulster, Richard Óg de Burgh (who was mustering an army from his domains in Connacht), was defeated by one led by Thomas Randolph, Earl of Moray, and the Scottish army then proceeded south to Carrickfergus. The engagement is recalled by John Barbour, who greatly exaggerates the size of the Irish army to be defeated, in his famous epic poem The Brus:Barbour, The Brus, ed. Skeat, Vol. II, p. 3, Book XIV, lines 44–51. Minor translations by Wikipedia contributor.

There were, however, members of the family on both sides. A Johannes Bisset, who may very well have been the Mac Eoin gone to Scotland in rebellion and now returning,Hore, "The Bruces in Ireland", p. 4 is listed in Pembridge's Annals and Grace's Annals, both Latin compilations, as one of the eight Scottish lords accompanying Bruce in the invasion of Ulster. According to these Johannes/John Bisset was a leader in the force defeating de Mandeville and his kinsman Hugh Byset, Logan and the Savages above, was evidently with the Scots when later opposed by the armies of Richard Óg de Burgh and Edmund Butler, and was still with Bruce when victorious against Roger Mortimer in the Battle of Kells.Annales Hibernie ab anno Christi 1162 usque ad annum 1370 (Pembridge's Annals), M1315.3, p. 344; Annales Hiberniae (Grace's Annals), pp. 62 + note, 63 ff. Bisset then appears to have died in February the next year (1316),Annales Hiberniae (Grace's Annals), pp. 68–9 the cause and exact date now unknown.

Hugh Byset was still active fighting for the other side. On All Saints' Day (1 November, the Irish Samhain) in 1316 John Logan and he inflicted a defeat on an army of Scots, killing one hundred in heavy armour and two hundred in regular.Annales Hiberniae (Grace's Annals), pp. 76–7 In The Brus, John Barbour reports the Bissetts, presumably led by Sir Hugh, again with de Mandeville, Logan, the Savages, altogether with the de Clares, FitzGeralds, Butlers and others, in an alliance defeated by Bruce's army,Barbour, The Brus, ed. Skeat, Vol. II, pp. 21–3, Book XIV but the account is confused, location unspecified, and receives no support from the annals and other reliable sources, making it unlikely to have occurred as reported by the poet if such an encounter took place at all.

Despite his support of the English Crown Hugh Byset's lands, Glenarm and Rathlin Island, were declared forfeit by the same government. Why is uncertain, but a (perhaps confused) report made to Edward II in September 1315 that "Bisset-men and Logans" had aided Bruce's arrival may have contributed, as might any report of his earlier welcome of Robert Bruce to Rathlin, and the role in the conflict of Sir Hugh's relation John. Whether anything was carried out is unknown, and in any event the collapse of the Earldom of Ulster less than two decades later in 1333 was the beginning of the end of direct English authority in the region for a long period, leaving the Bissetts surrounded by several increasingly influential Gaelic powers. But five years later in 1338 the situation remained uncertain, and to Byset's aid came his powerful friend John of Islay, the Lord of the Isles, who in May of that year petitioned Edward III to restore to Byset certain lands in "Glynarvie" which had come into the king's possession from the forfeiture of Richard de Mandeville, with Edward III agreeing to grant them to Byset, taking into account either his or John of Islay's previous service in driving out the Crown's enemies (the language of the document leaving it unclear which).Calendar of the Patent Rolls 1338–1340, p. 82 Notably John of Islay describes Sir Hugh as his kinsman, as he also may be described less than two weeks later at the beginning of June, when the Crown grants a certain "John Byset of Rachryn" protection out of regard for his kinsman the Lord of the Isles.Calendar of the Patent Rolls 1338–1340, p. 88

Mac Eoin and the O'Neills The first certain contact of the Bissetts with the O'Neill dynasty is recorded in 1287, when Richard Óg de Burgh involved the short-lived Earldom of Ulster, to which the Bissetts still belonged at this time, in an O'Neill succession dispute. But since this is also the earliest known occurrence of the Gaelic lineage or princely style Mac Eoin, only a few decades after the arrival of the family in Ulster, the Bissetts have already culturally assimilated to a notable degree: