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| 1530 | Battle of Gavinana Ferruccio, Francesco |  |
| Sep Gavinana A Florentine army under Francesco Ferruccio engages the Imperials at the battle of Gavinana, but although Orange is killed, the Imperials win a decisive victory, and the Florentine Republic surrenders |
| 1526 | Declaration of War Clematises VII |  |
| Fought between the Habsburg Charles V, Spain and the Holy Roman Empire, & the League of Cognac, an Alliance including France, Pope Clement VII, the Republic of Venice, England, the Duchy of Milan & Florence |
| 1526 | League of Cognac Clematises VII |  |
| Fought between the Habsburg Charles V, Spain and the Holy Roman Empire, & the League of Cognac, an Alliance including France, Pope Clement VII, the Republic of Venice, England, the Duchy of Milan & Florence |
| Shocked by the defeat of the French in the Italian War of 1521, Clement, together with the Republic of Venice, organizes an Alliance to drive the Habsburg powers-Spain and the Holy Roman Empire-from Italy |
| The League of Cognac is signed by Francis, Clement, Venice, Florence, and the Sforza of Milan, who desired to throw off the Imperial hegemony over them |
| 1529 | Rule of Cervia Clematises VII |  |
| Sep Cervia Clement absolves the participants of the sack of Rome and promises to crown Charles, in return, he receives Ravenna and Cervia; cities which the Republic of Venice are forced to surrender |
| 1530 | Rule of Florentine Republic Ferruccio, Francesco |  |
| Sep Florentine Republic A Florentine army under Francesco Ferruccio engages the Imperials at the battle of Gavinana, but although Orange is killed, the Imperials win a decisive victory, and the Florentine Republic surrenders |
| 1530 | Rule of Florentine Republic Medici, Alessandro de |  |
| Sep Florentine Republic Alessandro de' Medici is installed as Duke of Florence |
| 1529 | Rule of Ravenna Clematises VII |  |
| Sep Ravenna Clement absolves the participants of the sack of Rome and promises to crown Charles, in return, he receives Ravenna and Cervia; cities which the Republic of Venice are forced to surrender |
| 1526 | Siege of Lodi Clematises VII |  |
| Lodi The League of Cognac quickly seizes Lodi, but Imperial troops march into Lombardy and soon force Sforza to abandon Milan |
| 1526 | Siege of Milan Clematises VII |  |
| Milan The League of Cognac quickly seizes Lodi, but Imperial troops march into Lombardy and soon force Sforza to abandon Milan |
| 1527 | Siege of Rome Clematises VII |  |
| Rome Francesco Guicciardini, in command of the Papal armies, proves unable to resist and when the Duke of Bourbon is killed, his underpaid army sack the city, forcing the Pope to flee |
| 1529 | Siege of Rome Clematises VII |  |
| Sep Rome Clement absolves the participants of the sack of Rome and promises to crown Charles, in return, he receives Ravenna and Cervia; cities which the Republic of Venice are forced to surrender |
| 1529 | Treaty of Barcelona Clematises VII |  |
| 29th June Barcelona Signs a treaty with Emperor Charles V settling their differences |
| 5th Aug Barcelona The final treaty, signed on August 5, removes France from the war, leaving Venice, Florence, and the Pope alone against Charles |