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| 1599 | Birth |  |
| 25th April Huntingdon Birth of Oliver Cromwell |
| 1616 | Education | |
| Cambridge Sent to Sidney Sussex College but leaves after the death of his father a year later |
| 1620 | Marriage | |
| London Marries Elizabeth Bourchier |
| 1628 | Election | |
| Huntingdon Elected Member of Parliament for Huntingdon |
| 1631 | Home Cromwell | |
| St Ives Cromwell & his family live in St Ives, 1631-1636 |
| 1640 | Election | |
| Huntingdon Elected Member of Parliament for Huntingdon |
| 1640 | Reform | |
| London Moves the 2nd reading of the Bill for annual Parliaments |
| 1641 | Episcopacy | |
| 12th May London Cromwell & Vane introduce an Act for the abolition of episcopacy |
| 1641 | Rebellion | |
| London Challenges the right of the King to command the army during a crisis |
| London Moves in Parliament the Trained Bands be placed under Essex during the rebellion |
| London Moves in Parliament the Trained Bands be placed under the Earl of Essex |
| 1642 | Battle of Edgehill | |
| 23rd Oct Edgehill Captain of troop of horse at the Battle of Edgehill |
| 1642 | Cambridge Volunteers | |
| 15th July Cambridge Moves in Parliament he be authorized to raise two companies of volunteers in Cambridge |
| 1642 | Captain | |
| 28th Aug Huntingdon Appointed Captain of a troop of horse he musters at Huntingdon |
| 28th Aug Huntingdon Appointed Captain of Horse |
| 1642 | Ironsides | |
| London Combines strict discipline & religious enthusiasm |
| London Forms the Ironsides Regiment after the Battle of Edgehill |
| 1642 | Rebellion | |
| Monmouthshire Reports in Parliament the dangers of a Papist rising led by the Marquis of Worcester |
| 1642 | Siege of King's Coll | |
| Cambridge Leads an army into Kings College Cambridge & siezes plate worth œ20,000 |
| 1643 | Alliance | |
| 25th Sep Parliament promises to protect Scottish Presbyterianism |
| 1643 | Army | |
| 10th Aug Parliament issues instructions for the impressment of 22,000 in London & the east |
| 1643 | Battle of Gainsborough | |
| 28th July Gainsborough Wins a victory over Royalist forces |
| 1643 | Battle of Grantham | |
| 13th May Grantham 1st victory for Cromwell & the Eastern association |
| 1643 | County Associations | |
| London Counties are inefficient for managing armies so County Associations are formed |
| 1643 | Governor | |
| 28th July Isle of Ely Receives news from Parliament that he has been appointed Governor of the Isle of Ely |
| 1643 | Mobilization | |
| 10th Aug London Parliament issues instructions for the impressment of 22,000 in London & the east |
| 1643 | Plantations Comm Cromwell | |
| London Appointed Member of the Committee of Plantations |
| 1643 | Reform | |
| London Counties are inefficient for managing armies so County Associations are formed |
| 1643 | Siege of Burghley | |
| 24th July Burghley Leads a successful siege in Northamptonshire against the Countess of Essex |
| 1644 | Alliance | |
| Helps form an alliance between Scotland & Parliament |
| 1644 | Battle of Marston Moor | |
| 2nd July Marston Moor Cromwell's first major victory, personally commands 2,500 men |
| 2nd July Marston Moor Defeats the Royalists near York, leaving 4,000 dead & taking 1,500 prisoners |
| 2nd July Marston Moor Sweeps away Goring's horse by attacking the Royalists from the rear |
| 1644 | Both Kingdoms Cromwell | |
| London Appointed Member of the Committee of Both Kingdoms |
| 1644 | Capture of Newcastle | |
| 16th Oct Newcastle Commander of the "Ironsides" during Parliament's capture of Newcastle |
| 1644 | Capture of York | |
| 16th July York Leads the "Ironsides" & captures York |
| 1644 | Council War | |
| 10th Nov Advises a military defeat of the King after Manchester fails to persue him in battle |
| 1644 | Independents | |
| London Appointed Leader of the Independents |
| 1644 | Lieutenant General | |
| 5th Feb London Signs the Covenant enabling him to take up the position of Lieutenant Colonel |
| 1644 | Reform | |
| Leads an Army sect demanding religious toleration & prosecution of criminals |
| 1644 | Second in Command | |
| London Appointed 2nd-in-Command of the Parliamentary Army |
| 1644 | Siege of York | |
| 4th July York Resumes the siege of York after victory at Marston Moor |
| 1645 | 2nd in Command NMA Cromwell | |
| 3rd April London Appointed 2nd-in-Command of the New Model Army |
| 3rd April London Appointed 2nd-in-Command of the New Model Army under Sir Thomas Fairfax |
| 1645 | Battle of Basingstoke | |
| 13th Oct Basingstoke Defeats the Marquise of Winchester |
| 13th Oct Basingstoke Secures the last major obstacle between London & the West Country |
| 1645 | Battle of Bristol | |
| 10th Sep Bristol Defeats Prince Rupert & captures Bristol |
| 10th Sep Bristol Prince Rupert is forced to return to Oxford, his forces intact |
| 1645 | Battle of Devizes | |
| 25th Sep Devizes Cromwell captures Devizes |
| 1645 | Battle of Faringdon | |
| 2nd May Faringdon Defeated in battle by the Earl of Norwich, George Goring |
| 1645 | Battle of Faringdon House | |
| 29th April Faringdon House Cromwell is repulsed at Faringdon House |
| 1645 | Battle of Farngdon | |
| 2nd May Farngdon Defeated by Goring during a minor skirmish |
| 1645 | Battle of Hambledon Hill | |
| 4th Aug Hambledon Hill Cromwell routs Dorsetshire clubmen at Hambledon Hill |
| 1645 | Battle of Islip | |
| 24th April Islip Cromwell defeats Northumberland at Islip |
| 1645 | Battle of Naseby | |
| 14th June Naseby Advises Fairfax to occupy high ground & tempt a Royalist charge across the marshes |
| 14th June Naseby Commands the cavalry to the right of centre |
| 14th June Naseby Contributes to Charles ' downfall & the ascendancy of Cromwell & the independents |
| 14th June Naseby Parliamentary victory, Charles has 7,500 men & Parliamentary forces number 13,500 |
| 1645 | Battle of Preston | |
| 31st May Preston The 1st battle over which Cromwell has independent command |
| 31st May Preston Wins victory over the Scots under Hamilton |
| 1645 | Battle of Winchester | |
| 28th Sep Winchester Cromwell captures Winchester |
| 1645 | Battle of Worcester | |
| 31st May Worcester Royalist victory, diverts Fairfax from Oxford, Charles then proceeds safely to Oxford |
| 1645 | Capture of Bristol | |
| 10th Sep Bristol Defeats Prince Rupert & captures Bristol |
| 1645 | Commander | |
| 10th June London The Commons approves Cromwell's appointment as 2nd in Command of the New Model Army |
| 1645 | Dismissal | |
| 3rd April London Removes the existing Generals |
| 1645 | Independents | |
| Leads the Independents , a sect demanding religious toleration & prosecution of the war |
| 1645 | Lieutenant General | |
| 22nd Jan London Appointed 2nd-in-Command for Manchester |
| 22nd Jan London Appointed Lieutenant-General of the Horse & Foot |
| 3rd April London Fairfax succeeds Essex as Captain-General & Cromwell becomes Lt General |
| 10th June London The Commons approves Cromwell's appointment as Lieutenant General of the Horse |
| 1645 | Mobilization | |
| 19th May Kenilworth Advances to Kenilworth but orderred to retreat by the Parliamentary Committee |
| 19th May Nuneham Joins forces with Fairfax at Nuneham near Oxford |
| 22nd May Oxford Obeys Parliament & joins up with Fairfax in Oxford |
| 31st May Cambridge Arrives in Cambridge to gather 3,000 horse & reinforce the Eastern Association |
| 11th June Bedford Intent on joining up with Fairfax to expel Charles I from the Midlands |
| 12th June Cromwell joins forces with Fairfax & Parliament has an Army of more than 13,000 men |
| 1645 | New Model Army | |
| Modeled after Cromwell's Ironsides |
| Persuades Parliament to adopt a new militia, maintained by impressment & taxation |
| The Committee of Both Kingdoms recommends a new army of 22,000 run by Parliament |
| The New Model Army is created by Oliver Cromwell & Thomas Fairfax |
| 1645 | Ordinance Self Denying | |
| 3rd April London All MPs except Cromwell must relinquish military commissions within 40 days |
| 3rd April London Creates a New Model Army becoming 2nd-in-Command under Sir Thomas Fairfax |
| 3rd April London Removes the existing Generals |
| 1645 | Siege of Bristol | |
| Sep Keynsham Present at Keynsham during Parliament's siege of Bristol |
| Sep Stapleton Present at Stapleton at Fairfax's HQ during Parliament's siege of Bristol |
| 10th Sep Bristol Commands Parliament's action around Prior's Hill fort |
| 10th Sep Bristol Defeats Prince Rupert & captures Bristol |
| 1645 | Siege of Oxford | |
| Oxford Besieges Oxford to prevent Charles I joining up with Prince Maurice & Prince Rupert |
| 7th May Oxford Charles I & Goring evade Cromwell's forces & manage to leave Oxford |
| 15th June Oxford Establishes an HQ in Holton to prepare for the siege of Oxford |
| 20th June Oxford The garrison in Oxford surrenders to Cromwell |
| 1645 | Surrender | |
| 14th Mar Exeter Sir Ralph Hopton signs articles of surrender at Exeter |
| 14th Mar Exeter The Royalists are defeated in the West, only Oxford remains as a serious threat |
| 1646 | Escape Charles I | |
| 29th April London The escape of the King from Oxford is announced in Parliament |
| 1646 | Peace | |
| 25th April London Announces the King's peace offer to the Independents who refuse to respond |
| 1646 | Surrender | |
| 6th May London The surrender of the King to the Scots in Newark is announced in Parliament |
| 1647 | Arrest | |
| Holmby Orders the abduction of Charles II at Holmby |
| 1647 | Mobilization | |
| Triptow Heath Flees Parliament & joins an Army with 100 members of the House of Commons |
| 1647 | Siege of London | |
| 6th Aug London Enters London with an Army & forces Parliament to take him & the other MPs back |
| 1648 | Battle of Winwick Pass | |
| 19th Aug Winwick Pass Fighting in the fields outside the town of Preston, the English Parliamentarian forces of Oliver Cromwell inflict a major reverse on the Anglo-Scottish Royalist army of the Duke of Hamilton |
| 1648 | Constitution | |
| Agrees Parliament's decision to cease constitutional negotiations with the King |
| Before the execution of Charles I the Commons makes itself the highest body |
| Fails to persuade Charles to accept Constitutional limitations on monarchy |
| 1649 | Chairman Council of State | |
| London Appointed Chairman of the Council of State |
| 14th Feb London Appointed Chairman of the Council of State |
| 1649 | Commander | |
| London Appointed Commander-in-Chief |
| 1649 | Commonwealth | |
| 19th May Parliament declares England a commonwealth with supreme authority in the Commons |
| 1649 | Constitution | |
| 14th Feb A Council of State becomes an executive over the House of Commons |
| Mar The House of Lords is abolished |
| Mar The monarchy is abolished |
| 19th Mar The Commons abolishes the House of Lords , against Cromwell's will |
| 19th May Parliament declares England a commonwealth with supreme authority in the Commons |
| 1649 | Declaration of Commonwealth | |
| 19th May London Parliament declares England a commonwealth with supreme authority in the Commons |
| 1649 | Execution of Charles I | |
| 26th Jan London One of the signatories of Charles I's death warrant |
| 1649 | House of Lords | |
| Mar London The House of Lords is abolished |
| 1649 | Lord Lieutenant | |
| Appointed Lord Lieutenant of Ireland |
| 1649 | Oath | |
| London "be true & faithful to the Commonwealth of England, without a King or House of Lords " |
| 1649 | Parliament | |
| 19th May London Parliament declares England a commonwealth with supreme authority in the Commons |
| 1649 | Rebellion | |
| New Ross Accepts the surrnder of New Ross |
| Dundalk After the bloodshed of Drogheda Dundalk surrenders without residtance |
| Trim After the bloodshed of Drogheda Trim surrenders without residtance |
| 15th Aug Cromwell is in Ireland from 1649 to 26th May 1650 |
| 15th Aug Cromwell lands in Ireland with 20,000 men |
| 15th Aug Cromwell lands in Ireland with 20,000 men, in Ireland from 1649 to 26th May 1650 |
| 15th Aug Hopes to liberate Ireland from Irish "barbarity" & catholic "hypocrisy" |
| 15th Aug Hopes to liberate Ireland from royalist "misrule" |
| 10th Sep Drogheda Aston refuses to surrender, Cromwell says he is not responsible for the bloodshed |
| 11th Sep Drogheda 1st day of the assault on Drogheda but Cromwell is forced to make a temporary retreat |
| 11th Sep Drogheda Launches a policy of terror to prevent the "effusion of blood" |
| 11th Sep Drogheda More that 3,500 defenders of Drogheda are killed, including 1,000 civilians |
| 11th Sep Drogheda Orders a massacre of 1,500, including English Royalists, civilians & Catholic priests |
| Oct Wexford Orders the massacre of Wexford |
| 1st Oct Wexford Cromwell arrives outside Wexford with 7,000 foot & 2,000 horse |
| 3rd Oct Wexford Requests Wexford to surrender but Sinnott refuses & waits for reinforcements |
| 11th Oct Wexford Cromwell occupies Wexford Castle & 1,500 in Wexford are massacred |
| 11th Oct Wexford Stafford surrenders Wexford Castle to Cromwell |
| 30th Oct Drogheda Set aside as a day of thanksgiving for the surrender of Drogheda |
| 1649 | Reform | |
| London The name of the Kings Bench is changed to the Upper Bench |
| Feb London A committee including Cromwell revises the lists of JP's throughout England & Wales |
| 19th May London Parliament declares England a commonwealth with supreme authority in the Commons |
| 1650 | Battle of Clonmel Ireland | |
| 17th May Clonmel Cromwell's 8000 men eventually take the town from its 1000 Irish defenders, but not before they suffer heavy losses |
| 1650 | Battle of Dunbar | |
| 2nd Sep Dunbar Writes "Out lying here daily consumeth our men who fall sick beyond imagination" |
| 3rd Sep Dunbar After the battle Cromwell is in control of southern Scotland & the route to Edinburgh |
| 3rd Sep Dunbar Defeats a Scottish Army of 22,000 with 3,500 horse & 7,500 foot of his own, 3,000 killed to the Roundheads 30 killed |
| 1650 | Battle of Haddington | |
| 31st Aug Haddington Marches to Haddington persued by Leslie who puts Cromwell's rearguard into disorder |
| 1650 | Commander | |
| London Appointed Commander-in-Chief |
| 1650 | Invasion of Scotland | |
| 28th June Sets off with a force to invade Scotland |
