The most formidable Irish chieftain with whom the English had to contend was Hugh, the son of the late Baron of Dungannon. This active and ambitious chief, who had been rewarded for his services in the war against the Earl of Desmond with the earldom of Tyrone, soon proclaimed himself not merely the successor to the earldom of O'Neil, but the genuine O'Neil himself. The natives of Ulster, in need of such a champion, admitted his claims, and were ready to support him in all his pretensions. As these were not admitted by the English, he became their enemy, and by his military talents proved a terrible thorn in their side. He demanded for the natives liberty of conscience and all their old lands, rights, and privileges; and the successive deputies found themselves engaged in a most harassing and destructive war with this subtle chief and his followers, in which he wore them out by constant skirmishes and surprises amongst the woods, bogs, and mountains of his wild territories. Sir John Norris, who had served with so much honour in the Netherlands and France, sank under it; and in August of 1598 Sir Henry Bagenal was defeated and slain in a pitched battle at Blackwater, in Tyrone, his baggage and artillery being lost, and 1,500 men killed. The consequence of this victory was that nearly all Ireland rushed into a state of open rebellion, and the great question in the English cabinet was, who was the man capable of reducing the insurgents. It required no common man; for the Irish everywhere proclaimed the Earl of Tyrone the saviour of his country, and looked to him to drive the English wholly out of Ireland. The Earl of Essex dwelt so much in the Council on the necessary bravery and address of the man who should be appointed, that the Cecils, anxious to remove him to a distance from the Court, declared that he himself was by far the most fitting for the office. His friends warned him of the dangers and difficulties of a Government which had been the ruin of so many; but the queen, seconding the recommendations of the Cecils, to induce him to accept the post, remitted him a debt of £8,000, and made him a present of nearly three times that sum. He was furnished with an army of 18,000 men, many of them veteran troops who had fought in the Netherlands, and with the fullest powers that had ever been conferred on any Irish Deputy. He had full authority to continue the war or to make peace; to pardon all crimes and treasons at his pleasure, and to determine all his own appointments.

Such were the terms of his commission; but in one particular the queen had laid a strict injunction upon him, in conversation, which was, that he should not give the command of the cavalry, as he wished, to his friend and the friend of Shakespeare, the Earl of Southampton, with whom Elizabeth had the old cause of quarrel, that of presuming to marry without her consent. In March, 1599, Essex marched out of London, surrounded by the flower of the young nobility, and followed by the acclamations and good wishes of the populace, of whom he was the idol for his military reputation and his frank and generous disposition.

No sooner did he arrive in Ireland than he set at defiance the orders of the queen, and placed Southampton at the head of the horse. Elizabeth sent an angry command for his removal, and Essex reminded her of the terms of his commission, and wished to know whether she meant to revoke it. Worse was to follow. Sickness, from the wretched and unwholesome supplies of provisions—the worst enemy of the British soldier in all ages being frequently the commissariat officers—soon decimated them; and by the month of August his 18,000 men showed no more than 3,500 foot, and 300 horse. He was compelled to demand a reinforcement of 2,000 men before he could march into Ulster, the chief seat of the rebellion. The queen sent the soldiers, but accompanied the order by very bitter letters, complaining of his waste of her troops, her money, and of her time, which was so precious. Essex defended himself by representing the difficulties of the task which he had to encounter, and which had mastered so many before him. He assured her that he acted entirely by the advice of the Lords of the Irish Council; but "these rebels," he said, "are far more numerous than your Majesty's army, and have—though I do unwillingly confess it—better bodies, and more perfect use of their arms, than those men your Majesty sends over." He added, that for his part he received nothing from home but "discomfort and soul-wounds."

When he came up with Tyrone on the 5th of September, encamped with his whole army in the county of Louth, that chief demanded a parley, and instead of a battle, as was expected, an armistice was agreed upon for six weeks, which was to be renewed from six weeks to six weeks till the following May, to give time for full inquiry. His enemies thereupon insinuated that Essex was at heart a traitor, and was in collusion with the Irish to betray his trust and make himself independent. Still worse, they declared that he was waiting for a descent of the Spaniards on the island to assist in the design. Certain that his destruction was determined upon by his foes, and that no justice was to be expected whilst he was at such a distance, he formed the sudden resolve to hasten to London and defend his policy in person. His first idea was to take with him such a body of troops as should overawe the adverse party, and secure his own person; but Sir Christopher Blount, who had now married the mother of Essex, convinced him of the fatality of such a proceeding. He departed, therefore, with a small attendance; and arriving in London on the 28th of September, 1599, and finding the queen was at Nonsuch, he lost no time in hastening thither, to prevent any one from prejudicing her against him. But he found that, quick as he had been, his enemies had been quicker, and that one of the most hostile of them, Lord Grey of Wilton, was on the way at full speed. Essex knew what the effect would be if Cecil got the news before his arrival, that he had left his government contrary to the positive order of the queen; and if time were allowed to excite the queen's resentment, he would undoubtedly be arrested the moment of his arrival. For this reason he rode like a madman, through mud and mire, but hate travelled faster, and Grey had been closeted a good quarter of a hour with Cecil when he reached the palace.

Without pausing to alter his dress, Essex rushed into the queen's privy chamber, and not finding her there, did not hesitate to rush into her bed-chamber, though it was only ten o'clock in the morning. The queen was just up, and sat with her hair all about her face in the hands of her tire-woman. She was naturally excessively astonished at this unexpected apparition; but Essex threw himself on his knees before her, covered her hands with kisses, and did not rise till she had given him evidence of her good-will. He retired to make his toilet in such good humour at his reception that he thanked God that after so many troublous storms abroad, "he found a sweet calm at home." Within an hour he returned, and had a long interview with her Majesty, who was so kind and gracious, that the courtiers, who had carefully watched how this rude entrance would be taken, persuaded themselves that love would carry the day against duty with the queen; and they all, except the Cecil party, were very courteous towards him. But by the evening the poison of the venomous minister had been instilled and done its work. Essex was received by the queen with a stern and distant air, and she began to demand of him why he had thus left Ireland without her permission, affairs being in so disordered and dangerous a state. He received an order at night to consider himself a prisoner in his room; and the next day, at two o'clock in the afternoon, he was summoned to give an account of himself to the Council. On entering the Council the lords arose and saluted him, but reseated themselves, leaving him standing at the end of the board. It was demanded why he had left his charge in Ireland without leave; why he had made so many knights there, contrary to the express desire of the queen; why he had written such presumptuous letters to her Majesty; and how he had dared to enter her Majesty's bedroom. After awhile he was allowed a certain amount of freedom, but the queen never saw him again.

In June of 1600 she put Essex on his trial before a court of eighteen commissioners, whom she empowered to pass "censure," but not judgment. The result of this trial was that Essex was condemned to forfeit every office which he held by patent from the Crown, and to remain a prisoner at the royal pleasure. Elizabeth trusted that now she had broken the proud spirit of the Lord Deputy, and that the sentence of the court would bring him humbly to sue for forgiveness. But the great failing of Essex was his high spirit, his indignant sense of wrong, and his obstinate refusal to surrender his own will when he felt himself right, though there was no other way of appeasing his equally self-willed sovereign. He only begged to be dismissed, and that she "would let her servant depart in peace." He declared that all the pleasures and ambitions of this world had palled upon his mind; that he saw their vanity, and desired only to live in retirement with his wife, his friends, and his books in the country. Had that wish been real, few men were better qualified, by their refined and elevated taste and their love of literature, to have adorned such a life; but Essex, if he truly longed for private and domestic life, did not know himself, for he was one of those restless and quick spirits of whom the poet said "quiet is a hell." However, on the 26th of August he was released from custody, but informed that he must not appear at Court.

Essex, once at large, cast off his pretences of retirement and contempt of the world, and petitioned the queen for a continuation of his patent for a monopoly of sweet wines. Elizabeth replied that she would first inquire into the value of this privilege, which she understood was worth £50,000 per annum. She accompanied this message with an ominous remark that when horses became unmanageable it was necessary to stint them in their corn. Accordingly, she refused his request, and appointed commissioners to manage the tax for herself.

Essex now became beside himself. Hitherto he had lived in privacy, but now he came to Essex House, in the Strand, where he gave free entertainment to all sorts of people. His secretary Cuffe and other dangerous persons encouraged him in the belief that by his popularity with the people it would be no difficult matter to force Cecil, Raleigh, and his other enemies from office; and that once removed from the queen, all would be right. He therefore kept open house, and was soon surrounded by crowds of military men and adventurers, by Roman Catholics and Puritans. His military friends formed themselves into a sort of guard; and it was remarked that many of the nobility also visited him, as the Earls of Worcester, Southampton, Sussex, Rutland, and Bedford. There were daily preachings in his house, and he proposed to some of the theologians the question whether it were not lawful, in case of mal-administration, to compel a sovereign to govern according to law. He moreover sent to the king of Scotland, assuring him that there was a design at Court to exclude him in favour of the Infanta of Spain, and urged James to send an ambassador to demand a distinct declaration of his right to the succession. James, who was in great anxiety on this head already, appears to have listened to the advice of Essex, and to have taken measures to act upon it.

Essex was now stimulated by his passions into a most perilous position. He was actively engaged in dangerous courses; and though some pains were taken to conceal his real designs, by the chief coadjutors in the conspiracy meeting at the Earl of Southampton's, and communicating privately by letter with Essex, the proceedings could not escape the ever-open ears of Cecil and his party. The conspirators had concluded that the safest thing to do in the first instance was for Sir Christopher Blount, Sir John Davis, and Sir Charles Davers to head three parties, and to take possession of the gate of Westminster palace, the guard, and the presence chamber, whilst Essex threw himself on his knees before the queen, and refused to rise till she had complied with his petition, and dismissed the obnoxious ministers. But while they were planning, Cecil and his friends acted. The secretary Herbert arrived with a summons for Essex to appear before the Council. He replied that he was too unwell to attend; and while he was thus evading the summons, he received an anonymous note warning him to escape as he valued his life; and this was immediately followed by the intelligence that the guard had been doubled at the palace. It was high time now to act, as his arrest was certain. In the night he despatched messages to collect his friends; and it was resolved that the next morning, which was Sunday, the 8th of February, 1601, the Earls of Southampton and Rutland, the Lords Sandys and Mounteagle, and about 600 gentlemen, should enter the City with Essex during sermon time, and assembling at St. Paul's Cross, where the Lord Mayor, Aldermen, and Companies were wont to attend, to call upon them to accompany them to the palace to assist in obtaining the removal of the pernicious advisers of the Crown.

When they were on the point of executing this plan they were interrupted by a visit from the Lord Keeper Egerton, the Earl of Worcester, Knollys, the comptroller of the household, and the Lord Chief Justice. Essex ordered them to be admitted through the wicket, but without any of their attendants, except the purse-bearer. When the officers of the Crown found themselves in the midst of an armed company, Egerton demanded what was the meaning of it; on which Essex replied in a loud and excited tone, "There is a plot laid for my life. Letters have been counterfeited in my name; men have been hired to murder me in my bed. We are met to defend our lives, since my enemies cannot be satisfied without sucking my blood."