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Condottieri (; singular: ''condottiero'' or ''condottiere'') were Italian military leaders active during the
Middle Ages In the history of Europe, the Middle Ages or medieval period lasted approximately from the 5th to the late 15th centuries, similarly to the post-classical period of global history. It began with the fall of the Western Roman Empire and ...
and the
early modern period The early modern period is a Periodization, historical period that is defined either as part of or as immediately preceding the modern period, with divisions based primarily on the history of Europe and the broader concept of modernity. There i ...
. The term originally referred specifically to commanders of
mercenary A mercenary is a private individual who joins an armed conflict for personal profit, is otherwise an outsider to the conflict, and is not a member of any other official military. Mercenaries fight for money or other forms of payment rather t ...
companies, derived from the Italian word ''condotta''—the contract under which they served a
city-state A city-state is an independent sovereign city which serves as the center of political, economic, and cultural life over its contiguous territory. They have existed in many parts of the world throughout history, including cities such as Rome, ...
or lord. The word ''condottiero'' thus meant 'contractor'. Over time, however, in Italian usage, ''condottiero'' came to mean any 'commander' or 'military leader'.


Mercenary captains


Background

In the 13th and 14th centuries, the Italian city-states of
Venice Venice ( ; ; , formerly ) is a city in northeastern Italy and the capital of the Veneto Regions of Italy, region. It is built on a group of 118 islands that are separated by expanses of open water and by canals; portions of the city are li ...
,
Florence Florence ( ; ) is the capital city of the Italy, Italian region of Tuscany. It is also the most populated city in Tuscany, with 362,353 inhabitants, and 989,460 in Metropolitan City of Florence, its metropolitan province as of 2025. Florence ...
, and
Genoa Genoa ( ; ; ) is a city in and the capital of the Italian region of Liguria, and the sixth-largest city in Italy. As of 2025, 563,947 people live within the city's administrative limits. While its metropolitan city has 818,651 inhabitan ...
were very rich from their trade with the
Levant The Levant ( ) is the subregion that borders the Eastern Mediterranean, Eastern Mediterranean sea to the west, and forms the core of West Asia and the political term, Middle East, ''Middle East''. In its narrowest sense, which is in use toda ...
, yet possessed woefully small armies. In the event that foreign powers and envious neighbours attacked, the ruling nobles hired foreign mercenaries to fight for them. The military-service terms and conditions were stipulated in a (contract) between the city-state and the soldiers (officer and enlisted man), thus, the "contracted" leader, the mercenary captain commanding, was titled the "Condottiere". From the eleventh to the thirteenth century, European soldiers led by professional officers fought against the
Muslims Muslims () are people who adhere to Islam, a Monotheism, monotheistic religion belonging to the Abrahamic religions, Abrahamic tradition. They consider the Quran, the foundational religious text of Islam, to be the verbatim word of the God ...
in
the Crusades The Crusades were a series of religious wars initiated, supported, and at times directed by the Papacy during the Middle Ages. The most prominent of these were the campaigns to the Holy Land aimed at reclaiming Jerusalem and its surrounding t ...
(1095–1291). These crusading officers provided large-scale warfare combat experience in the Holy Land. At the Crusades' conclusion, the first (bands of roving soldiers; : ) appeared in Italy. Given the profession, some were less mercenaries than bandits and desperate men. These were not Italian, but (mostly)
Flemings Flemish people or Flemings ( ) are a Germanic ethnic group native to Flanders, Belgium, who speak Flemish Dutch. Flemish people make up the majority of Belgians, at about 60%. ''Flemish'' was historically a geographical term, as all inhabita ...
, from the
Duchy of Brabant The Duchy of Brabant, a Imperial State, state of the Holy Roman Empire, was established in 1183. It developed from the Landgraviate of Brabant of 1085–1183, and formed the heart of the historic Low Countries. The Duchy comprised part of the Bu ...
(hence, ), and from
Aragon Aragon ( , ; Spanish and ; ) is an autonomous communities of Spain, autonomous community in Spain, coextensive with the medieval Kingdom of Aragon. In northeastern Spain, the Aragonese autonomous community comprises three provinces of Spain, ...
. The latter were Spanish soldiers who had followed King
Peter III of Aragon Peter III of Aragon (In Aragonese, ''Pero''; in Catalan, ''Pere''; in Italian, ''Pietro''; November 1285) was King of Aragon, King of Valencia (as ), and Count of Barcelona (as ) from 1276 to his death. At the invitation of some rebels, he con ...
in the
War of the Sicilian Vespers The War of the Sicilian Vespers, also shortened to the War of the Vespers, was a conflict waged by several medieval European kingdoms over control of Sicily from 1282 to 1302. The war, which started with the revolt of the Sicilian Vespers, was ...
in Italy in October 1282, and, post-war, remained there, seeking military employment. By 1333 other mercenaries had arrived in Italy to fight with
John of Bohemia John of Bohemia, also called the Blind or of Luxembourg (; ; ; 10 August 1296 – 26 August 1346), was the Count of Luxembourg from 1313 and King of Bohemia from 1310 and titular King of Poland. He is well known for having died while fighting ...
as the (Company of the Dove) in
Perugia Perugia ( , ; ; ) is the capital city of Umbria in central Italy, crossed by the River Tiber. The city is located about north of Rome and southeast of Florence. It covers a high hilltop and part of the valleys around the area. It has 162,467 ...
's war against
Arezzo Arezzo ( , ; ) is a city and ''comune'' in Italy and the capital of the Province of Arezzo, province of the same name located in Tuscany. Arezzo is about southeast of Florence at an elevation of Above mean sea level, above sea level. As of 2 ...
. The first well-organised mercenaries in Italy were the Ventura Companies of Duke Werner von Urslingen and Count Konrad von Landau. Werner's company differed from other mercenary companies because its code of military justice imposed discipline and an equal division of the contract's income. The Ventura Company increased in number until becoming the fearsome " Great Company" of some 3,000 (each comprised a knight and a sergeant).


Rise

The first mercenary company with an Italian as its chief was the "Company of St. George" formed in 1339 and led by Lodrisio Visconti. This company was defeated and destroyed by
Luchino Visconti Luchino Visconti di Modrone, Count of Lonate Pozzolo (; 2 November 1906 – 17 March 1976) was an Italian filmmaker, theatre and opera director, and screenwriter. He was one of the fathers of Italian neorealism, cinematic neorealism, but later ...
of Milan (another ''condottiero'' and uncle of Lodrisio) in April 1339. Later, in 1377, a second "Company of St. George" was formed under the leadership of
Alberico da Barbiano Alberico da Barbiano (c. 1344 – 1409) was a condottieri. His master in military matters was the English mercenary John Hawkwood, known in Italy as Giovanni Acuto. Alberico's ''compagnia'' fought under the banner of Saint George, as the '' co ...
, also an Italian and the Count of Conio, who later taught
military science Military science is the study of military processes, institutions, and behavior, along with the study of warfare, and the theory and application of organized coercive force. It is mainly focused on theory, method, and practice of producing mi ...
to ''condottieri'' such as Braccio da Montone and Giacomuzzo Attendolo Sforza, who also served in the company. Once aware of their military power monopoly in Italy, the ''condottieri'' bands became notorious for their capriciousness and soon dictated terms to their ostensible employers. In turn, many condottieri, such as Braccio da Montone and Muzio Sforza, became powerful politicians. As most were educated men acquainted with Roman military science manuals (e.g.
Vegetius Publius (or Flavius) Vegetius Renatus, known as Vegetius (), was a writer of the Later Roman Empire (late 4th century). Nothing is known of his life or station beyond what is contained in his two surviving works: ''Epitoma rei militaris'' (also r ...
's '' Epitoma rei militarii''), they began viewing warfare from the perspective of military science, rather than as a matter of valour or physical courage—a great, consequential departure from
chivalry Chivalry, or the chivalric language, is an informal and varying code of conduct that developed in Europe between 1170 and 1220. It is associated with the medieval Christianity, Christian institution of knighthood, with knights being members of ...
, the traditional medieval model of soldiering. Consequently, the ''condottieri'' fought by outmanoeuvring the opponent and fighting his ability to wage war, rather than risking uncertain fortune—defeat, capture, death—in battlefield combat. The earlier, medieval ''condottieri'' developed the "art of war" (
military strategy Military strategy is a set of ideas implemented by military organizations to pursue desired Strategic goal (military), strategic goals. Derived from the Greek language, Greek word ''strategos'', the term strategy, when first used during the 18th ...
and
tactics Tactic(s) or Tactical may refer to: * Tactic (method), a conceptual action implemented as one or more specific tasks ** Military tactics, the disposition and maneuver of units on a particular sea or battlefield ** Chess tactics In chess, a tac ...
) into military science more than any of their historical military predecessors—fighting indirectly, not directly—thus, only reluctantly endangering themselves and their enlisted men, avoiding battle when possible, also avoiding hard work and winter campaigns, as these all reduced the total number of trained soldiers available, and were detrimental to their political and economic interest.
Niccolò Machiavelli Niccolò di Bernardo dei Machiavelli (3 May 1469 – 21 June 1527) was a Florentine diplomat, author, philosopher, and historian who lived during the Italian Renaissance. He is best known for his political treatise '' The Prince'' (), writte ...
even said that ''condottieri'' fought each other in grandiose, but often pointless and near-bloodless battles. However, later in the Renaissance the ''condottieri'' line of battle still deployed the grand armoured knight and medieval weapons and tactics after most European powers had begun employing professional standing armies of pikemen and
musketeer A musketeer ( ) was a type of soldier equipped with a musket. Musketeers were an important part of early modern warfare, particularly in Europe, as they normally comprised the majority of their infantry. The musketeer was a precursor to the rifl ...
s; this helped to contribute to their eventual decline and destruction. In 1347,
Cola di Rienzo Nicola di Lorenzo Gabrini (1313 8 October 1354), commonly known as Cola di Rienzo () or Rienzi, was an Italian politician and leader, who styled himself as the "tribune of the Roman people". During his lifetime, he advocated for the unificatio ...
(Tribune and effective dictator of the city) had Werner von Urslingen executed in Rome, and Konrad von Landau assumed command of the Great Company. On the conclusion (1360) of the Peace of Bretigny between England and France, Sir
John Hawkwood Sir John Hawkwood ( 1323 – 17 March 1394) was an English soldier who served as a mercenary leader or ''condottiero'' in Italy. As his name was difficult to pronounce for non-English-speaking contemporaries, there are many variations of it in ...
led an army of English mercenaries, called the White Company, into Italy, which took a prominent part in the confused wars of the next thirty years. Towards the end of the century, the Italians began to organize armies of the same description. This ended the reign of the purely mercenary company and began that of the semi-national mercenary army which endured in Europe till replaced by the national standing army system. In 1363, Count von Landau was betrayed by his Hungarian soldiers, and defeated in combat, by the White Company's more advanced tactics under commanders Albert Sterz and John Hawkwood. Strategically, the was replaced with the three-soldier, mounted (a , a groom, and a boy); five composed a , five composed a (flag). By that time, the campaigning ''condottieri'' companies were as much Italian as foreign: the
Astorre I Manfredi Astorre Manfredi (c. 1345 – November 28, 1405) was an Italian condottiero. He was the son of Giovanni Manfredi, who had been lord of Faenza (today's Emilia-Romagna) and other castles in the area before the Papal reconquest. Astorre lived fo ...
's (Company of the Star); a new (Company of St. George) under Ambrogio Visconti; Niccolò da Montefeltro's (Little Hat Company); and the (Company of the Rose), commanded by Giovanni da Buscareto and Bartolomeo Gonzaga. From the 15th century hence, most ''condottieri'' were landless Italian nobles who had chosen the profession of arms as a livelihood; the most famous of such mercenary captains was the son of Caterina Sforza, Giovanni dalle Bande Nere, from
Forlì Forlì ( ; ; ; ) is a ''comune'' (municipality) and city in Emilia-Romagna, Northern Italy, and is, together with Cesena, the capital of the Province of Forlì-Cesena.The city is situated along the Via Emilia, to the east of the Montone river, ...
, known as ''The Last Condottiere''; his son was
Cosimo I de' Medici, Grand Duke of Tuscany Cosimo I de' Medici (12 June 1519 – 21 April 1574) was the second and last duke of Florence from 1537 until 1569, when he became the first grand duke of Tuscany, a title he held until his death. Cosimo I succeeded his cousin to the duchy. ...
; besides noblemen, ''princes'' also fought as condottieri, given the sizable income to their estates, notably
Sigismondo Pandolfo Malatesta Sigismondo Pandolfo Malatesta (19 June 1417 – 7 October 1468) was an Italian condottiero and nobleman, a member of the House of Malatesta and lord of Rimini and Fano from 1432. He was widely considered by his contemporaries as one of the mos ...
, Lord of
Rimini Rimini ( , ; or ; ) is a city in the Emilia-Romagna region of Northern Italy. Sprawling along the Adriatic Sea, Rimini is situated at a strategically-important north-south passage along the coast at the southern tip of the Po Valley. It is ...
, and
Federico da Montefeltro Federico da Montefeltro, also known as Federico III da Montefeltro Order of the Garter, KG (7 June 1422 – 10 September 1482), was one of the most successful mercenary captains (''condottiero, condottieri'') of the Italian Renaissance, and Duk ...
, Duke of
Urbino Urbino ( , ; Romagnol: ''Urbìn'') is a ''comune'' (municipality) in the Italy, Italian region of Marche, southwest of Pesaro, a World Heritage Site notable for a remarkable historical legacy of independent Renaissance culture, especially und ...
; despite war-time
inflation In economics, inflation is an increase in the average price of goods and services in terms of money. This increase is measured using a price index, typically a consumer price index (CPI). When the general price level rises, each unit of curre ...
, soldier's pay was high: * 1,900 monthly
florins The Florentine florin was a gold coin (in Italian ''Fiorino d'oro'') struck from 1252 to 1533 with no significant change in its design or metal content standard during that time. It had 54 grains () of nominally pure or 'fine' gold with a pu ...
in 1432: Micheletto Attendolo (Florence) * 6,600 monthly florins in 1448: William VIII of Montferrat, from
Francesco Sforza Francesco I Sforza (; 23 July 1401 – 8 March 1466) was an Italian condottiero who founded the Sforza dynasty in the duchy of Milan, ruling as its (fourth) duke from 1450 until his death. In the 1420s, he participated in the War of L'Aqui ...
(Milan); the enlisted soldier's pay was 3,300 florins, half that of an officer's * 33,000 yearly
scudi The ''scudo'' (pl. ''scudi'') was the name for a number of coins used in various states in the Italian peninsula from 1551 until the 19th century. The name, like that of the French écu and the Spanish and Portuguese escudo, was derived from t ...
for 250 men in 1505: Francesco II Gonzaga (Florence) * 100,000 yearly scudi for 200 men in 1505: Francesco Maria I della Rovere (Florence) The ''condottieri'' company commanders selected the soldiers to enlist; the was a consolidated contract, and, when the (service period) elapsed, the company entered an (wait) period, wherein the contracting city-state considered its renewal. If the expired definitively, the ''condottiere'' could not declare war against the contracting city-state for two years. This military–business custom was respected because professional reputation (business credibility) was everything to the condottieri; a deceived employer was a reputation ruined; likewise, for maritime mercenaries, whose () stipulated naval military-service terms and conditions; sea captains and sailors so-contracted were called . Their principal employers were
Genoa Genoa ( ; ; ) is a city in and the capital of the Italian region of Liguria, and the sixth-largest city in Italy. As of 2025, 563,947 people live within the city's administrative limits. While its metropolitan city has 818,651 inhabitan ...
and the
Papal States The Papal States ( ; ; ), officially the State of the Church, were a conglomeration of territories on the Italian peninsula under the direct sovereign rule of the pope from 756 to 1870. They were among the major states of Italy from the 8th c ...
, beginning in the fourteenth century, yet
Venice Venice ( ; ; , formerly ) is a city in northeastern Italy and the capital of the Veneto Regions of Italy, region. It is built on a group of 118 islands that are separated by expanses of open water and by canals; portions of the city are li ...
considered it humiliating to so employ military sailors, and did not use naval mercenaries, even during the greatest danger in the city's history. In 15th-century Italy, the ''condottieri'' were masterful lords of war; during the
wars in Lombardy The Wars in Lombardy were a series of conflicts between the Republic of Venice and the Duchy of Milan and their respective allies, fought in four campaigns in a struggle for hegemony in Northern Italy that ravaged the economy of Lombardy. They ...
, Machiavelli observed: In 1487, at Calliano, the Venetians successfully met and acquitted themselves against the German
landsknechte The (singular: , ), also rendered as Landsknechts or Lansquenets, were German mercenaries used in pike and shot formations during the early modern period. Consisting predominantly of pikemen and supporting foot soldiers, their front line was ...
and the Swiss infantry, the best soldiers in Europe at the time. In 1494, the French king Charles VIII's royal army invaded the Italian Peninsula, initiating the
Italian Wars The Italian Wars were a series of conflicts fought between 1494 and 1559, mostly in the Italian Peninsula, but later expanding into Flanders, the Rhineland and Mediterranean Sea. The primary belligerents were the House of Valois, Valois kings o ...
. The most renowned ''condottieri'' fought in these conlicts. Since the mid-16th century, mercenary captains decline in importance. However, they continue to exist into the sixteenth and the seventeenth centuries. The political practice of hiring foreign mercenaries also did not end. For example, the
Vatican Vatican may refer to: Geography * Vatican City, an independent city-state surrounded by Rome, Italy * Vatican Hill, in Rome, namesake of Vatican City * Ager Vaticanus, an alluvial plain in Rome * Vatican, an unincorporated community in the ...
's
Swiss Guard The Pontifical Swiss Guard,; ; ; ; , %5BCorps of the Pontifical Swiss Guard%5D. ''vatican.va'' (in Italian). Retrieved 19 July 2022. also known as the Papal Swiss Guard or simply Swiss Guard,Swiss Guards , History, Vatican, Uniform, Require ...
are the modern remnants of a historically effective mercenary army.


List

The following is a list of famous Italian mercenary captains: *
Roger de Flor Roger de Flor (c. 1267 – 30 April 1305), also known as Ruggero/Ruggiero da Fiore or Rutger von Blum or Ruggero Flores, was an Italian military adventurer and condottiere active in Aragonese Sicily, Italy, and the Byzantine Empire. He was ...
() * Malatesta da Verucchio (1212–1312) * Castruccio Castracani, Lord of
Lucca Città di Lucca ( ; ) is a city and ''comune'' in Tuscany, Central Italy, on the Serchio River, in a fertile plain near the Ligurian Sea. The city has a population of about 89,000, while its Province of Lucca, province has a population of 383,9 ...
(1281–1328) * Cangrande della Scala (1291–1329) * Montréal d'Albarno () * Walter VI of Brienne () *
Konrad von Landau Konrad Wirtinger von Landau (died 22 April 1363), known in Italy as Conte Lando, was a German military adventurer and condottiero who was active in north and central Italy. He was born the eldest son of Count Eberardo III in the ancient Swabian vi ...
(died 22 April 1363) * Albert Sterz (executed 1366) *
John Hawkwood Sir John Hawkwood ( 1323 – 17 March 1394) was an English soldier who served as a mercenary leader or ''condottiero'' in Italy. As his name was difficult to pronounce for non-English-speaking contemporaries, there are many variations of it in ...
(Giovanni Acuto, ) *
Giovanni Ordelaffi Giovanni Ordelaffi (1355–1399) was a member of the noble family of Ordelaffi, the Lords of Forlì, in Italy, in the 14th and in the 15th centuries. Born in Forlì, he was a famous condottiero. His most famous battle was the Battle of Castagnar ...
from
Forlì Forlì ( ; ; ; ) is a ''comune'' (municipality) and city in Emilia-Romagna, Northern Italy, and is, together with Cesena, the capital of the Province of Forlì-Cesena.The city is situated along the Via Emilia, to the east of the Montone river, ...
(1355–1399) *
Astorre I Manfredi Astorre Manfredi (c. 1345 – November 28, 1405) was an Italian condottiero. He was the son of Giovanni Manfredi, who had been lord of Faenza (today's Emilia-Romagna) and other castles in the area before the Papal reconquest. Astorre lived fo ...
(1345–1405) *
Alberico da Barbiano Alberico da Barbiano (c. 1344 – 1409) was a condottieri. His master in military matters was the English mercenary John Hawkwood, known in Italy as Giovanni Acuto. Alberico's ''compagnia'' fought under the banner of Saint George, as the '' co ...
(1344–1409) * Johann II (Habsburg-Laufenburg) () * Facino Cane de Casale () * Angelo Broglio da Lavello, also known as ''Tartaglia'' (1350 or 1370–1421) * Andrea Fortebracci, better known as Braccio da Montone (1368–1424) * Muzio Attendolo, also called
Sforza The House of Sforza () was a ruling family of Renaissance Italy, based in Milan. Sforza rule began with the family's acquisition of the Duchy of Milan following the extinction of the Visconti of Milan, Visconti family in the mid-15th century and ...
(Strong) (1369–1424) *
Francesco Bussone da Carmagnola Francesco Bussone, often called Count of Carmagnola (5 May 1432), was an Italian condottiero. Life Bussone was born at Carmagnola, near Turin, in a humble peasant family. He began his military career when twelve years old under Facino Cane, a ...
(1390–1432) * Giovanni Vitelleschi (died 1440) * Erasmo da Narni, also known as ''Gattamelata'' (1370–1443) *
Niccolò Piccinino Niccolò Piccinino (1386 – 15 October 1444) was an Italian condottiero. He began his career in the mercenary company of Braccio da Montone, reaching the rank of commander of the company after Braccios death in 1424. He spent most of his career ...
(1380–1444) * Micheletto Attendolo (Muzio Attendolo's cousin or nephew, – ) *
Francesco Sforza Francesco I Sforza (; 23 July 1401 – 8 March 1466) was an Italian condottiero who founded the Sforza dynasty in the duchy of Milan, ruling as its (fourth) duke from 1450 until his death. In the 1420s, he participated in the War of L'Aqui ...
(1401–1466) * Onorata Rodiani (1403–1452) *
Sigismondo Pandolfo Malatesta Sigismondo Pandolfo Malatesta (19 June 1417 – 7 October 1468) was an Italian condottiero and nobleman, a member of the House of Malatesta and lord of Rimini and Fano from 1432. He was widely considered by his contemporaries as one of the mos ...
(1417–1468) * Bartolomeo Colleoni () *
Roberto Sanseverino d'Aragona Roberto Sanseverino d'Aragona (1418 – 10 August 1487) was an Italian condottiero, count of Colorno from 1458 to 1477 and count of Caiazzo from 1460 until his death in 1487. A highly esteemed man of arms, and a veteran of numerous battles, he was ...
(1418–1487) * Federico III da Montefeltro (1422–1482) * Francesco Alidosi (1455–1511) *
Vitellozzo Vitelli Vitellozzo Vitelli (c. 145831 December 1502) was an Italian condottiero. He was lord of Montone, Città di Castello, Monterchi and Anghiari. Biography Together with his father, Niccolò, who became lord of Città di Castello, and his brothers, ...
(1458–1502) *
Oliverotto Euffreducci Oliverotto Euffreducci, known as Oliverotto of Fermo (1475, in Fermo – 31 December 1502, in Senigallia), was an Italian condottiero and lord of Fermo during the pontificate of Pope Alexander VI, Alexander VI. His career is described in Niccolò ...
(1475–1502) * Niccolò di Pitigliano (died 1510) * Ettore Fieramosca (1479–1515) *
Cesare Borgia Cesare Borgia (13 September 1475 – 12 March 1507) was a Cardinal (Catholic Church)#Cardinal_deacons, cardinal deacon and later an Italians, Italian ''condottieri, condottiero''. He was the illegitimate son of Pope Alexander VI of the Aragonese ...
(1475–1507) *
Prospero Colonna Prospero Colonna (1452–1523), sometimes referred to as Prosper Colonna, was an Italian condottiero. He was active during the Italian wars and served France, Spain, the Holy Roman Empire and various Italian states. His military career spanned ...
(1452–1523) *
Bartolomeo d'Alviano Bartolomeo d'Alviano (c. 1455 – October 1515) was an Italian condottiero and captain who distinguished himself in the defence of the Venetian Republic against the Holy Roman Emperor Maximilian I, Holy Roman Emperor, Maximilian. Biography Barto ...
(1455–1515) *
Mercurio Bua Mercurio Bua (; ; some modern sources use ''Buia'') was an Albanians, Albanian condottiero (Stratioti captain) active in Italy. His father was Peter Bua, Pjetër Bua, leader of the Albanians in the Morea in the 15th century. Born in Nauplia in 147 ...
(1478–1542) * Gian Giacomo Trivulzio () * Giovanni dalle Bande Nere (1498–1526) * Piero Strozzi (c. 1510–1558) Some of the most famous battles in which they were involved are: * Battle of Montecatini (1315) *
Battle of Parabiago __NOTOC__The Battle of Parabiago was fought in February 1339 near Parabiago, in Lombardy, northern Italy, between the Milanese army and the Compagnia di San Giorgio, St. George's (San Giorgio) Mercenaries of Lodrisio Visconti. A renowned condottie ...
(1339) – Lodrisio Visconti's "Company of St. George", for
Verona Verona ( ; ; or ) is a city on the Adige, River Adige in Veneto, Italy, with 255,131 inhabitants. It is one of the seven provincial capitals of the region, and is the largest city Comune, municipality in the region and in Northeast Italy, nor ...
, against
Luchino Visconti Luchino Visconti di Modrone, Count of Lonate Pozzolo (; 2 November 1906 – 17 March 1976) was an Italian filmmaker, theatre and opera director, and screenwriter. He was one of the fathers of Italian neorealism, cinematic neorealism, but later ...
and Ettore da Panigo for
Milan Milan ( , , ; ) is a city in northern Italy, regional capital of Lombardy, the largest city in Italy by urban area and the List of cities in Italy, second-most-populous city proper in Italy after Rome. The city proper has a population of nea ...
* Battle of Cascina (1364) *
War of the Eight Saints The War of the Eight Saints (1375–1378) was a war between Pope Gregory XI and a coalition of Italian city-states led by Florence that contributed to the end of the Avignon Papacy. Causes The causes of the war were rooted in interrelated issue ...
(1375–1378) ** Cesena Bloodbath (1377) –
Papal The pope is the bishop of Rome and the visible head of the worldwide Catholic Church. He is also known as the supreme pontiff, Roman pontiff, or sovereign pontiff. From the 8th century until 1870, the pope was the sovereign or head of sta ...
and
Breton Breton most often refers to: *anything associated with Brittany, and generally **Breton people **Breton language, a Southwestern Brittonic Celtic language of the Indo-European language family, spoken in Brittany ** Breton (horse), a breed **Gale ...
mercenaries under
John Hawkwood Sir John Hawkwood ( 1323 – 17 March 1394) was an English soldier who served as a mercenary leader or ''condottiero'' in Italy. As his name was difficult to pronounce for non-English-speaking contemporaries, there are many variations of it in ...
slaughtered more than 2,000 citizens of
Cesena Cesena (; ) is a city and ''comune'' (municipality) in the Emilia-Romagna region of Italy; and - with Forlì - is the capital of the Province of Forlì-Cesena. Served by Autostrada A14 (Italy), Autostrada A14, and located near the Apennine M ...
* Battle of Marino (1379) – Papal mercenaries under Alberico da Barbiano defeat Breton and French mercenaries under the anti-Pope *
Battle of Castagnaro The Battle of Castagnaro was fought on 11 March 1387 at Castagnaro (today's Veneto, northern Italy) between Verona and Padua. It is one of the most famous battles of the Italian condottieri age. The army of Verona was led by Giovanni Ordela ...
(1387) –
Giovanni Ordelaffi Giovanni Ordelaffi (1355–1399) was a member of the noble family of Ordelaffi, the Lords of Forlì, in Italy, in the 14th and in the 15th centuries. Born in Forlì, he was a famous condottiero. His most famous battle was the Battle of Castagnar ...
for Verona, against John Hawkwood for
Padova Padua ( ) is a city and ''comune'' (municipality) in Veneto, northern Italy, and the capital of the province of Padua. The city lies on the banks of the river Bacchiglione, west of Venice and southeast of Vicenza, and has a population of ...
* Battle of Casalecchio (1402) –
Alberico da Barbiano Alberico da Barbiano (c. 1344 – 1409) was a condottieri. His master in military matters was the English mercenary John Hawkwood, known in Italy as Giovanni Acuto. Alberico's ''compagnia'' fought under the banner of Saint George, as the '' co ...
for Milan against Muzio Attendolo and others for the Bolognese-Florentine League * Battle of Motta (1412) * Battle of Sant'Egidio (1416) – Braccio da Montone for himself against Carlo I Malatesta for
Perugia Perugia ( , ; ; ) is the capital city of Umbria in central Italy, crossed by the River Tiber. The city is located about north of Rome and southeast of Florence. It covers a high hilltop and part of the valleys around the area. It has 162,467 ...
* Battle of Maclodio (1427) – Count of Carmagnola for
Venice Venice ( ; ; , formerly ) is a city in northeastern Italy and the capital of the Veneto Regions of Italy, region. It is built on a group of 118 islands that are separated by expanses of open water and by canals; portions of the city are li ...
against Carlo I Malatesta for Milan * Battle of San Romano (1432) – Niccolò da Tolentino for
Florence Florence ( ; ) is the capital city of the Italy, Italian region of Tuscany. It is also the most populated city in Tuscany, with 362,353 inhabitants, and 989,460 in Metropolitan City of Florence, its metropolitan province as of 2025. Florence ...
against Francesco Piccinino for
Siena Siena ( , ; traditionally spelled Sienna in English; ) is a city in Tuscany, in central Italy, and the capital of the province of Siena. It is the twelfth most populated city in the region by number of inhabitants, with a population of 52,991 ...
* Battle of Anghiari (1440)
Niccolò Piccinino Niccolò Piccinino (1386 – 15 October 1444) was an Italian condottiero. He began his career in the mercenary company of Braccio da Montone, reaching the rank of commander of the company after Braccios death in 1424. He spent most of his career ...
for Milan against Florence, the Papal States, and Venice under Micheletto Attendolo * Battle of Bosco Marengo (1447) * Battle of Molinella (1467) * Battle of Crevola (1487) * Battle of Calliano (1487) * Battle of Agnadello (1509) –
Bartolomeo d'Alviano Bartolomeo d'Alviano (c. 1455 – October 1515) was an Italian condottiero and captain who distinguished himself in the defence of the Venetian Republic against the Holy Roman Emperor Maximilian I, Holy Roman Emperor, Maximilian. Biography Barto ...
for Venice against
France France, officially the French Republic, is a country located primarily in Western Europe. Overseas France, Its overseas regions and territories include French Guiana in South America, Saint Pierre and Miquelon in the Atlantic Ocean#North Atlan ...
and the Italian League * Battle of Marciano (1554) – Gian Giacomo Medici for Florence and the Holy Roman Empire against Piero Strozzi for Siena and France *
Wars of Castro The Wars of Castro were a series of conflicts during the mid-17th century revolving around the ancient city of Castro (located in present-day Lazio, Italy), which eventually resulted in the city's destruction on 2 September 1649. The conflict ...
(1641–1649) – between Pope
Urban VIII Pope Urban VIII (; ; baptised 5 April 1568 – 29 July 1644), born Maffeo Vincenzo Barberini, was head of the Catholic Church and ruler of the Papal States from 6 August 1623 to his death, in July 1644. As pope, he expanded the papal terri ...
and his successor
Innocent X Pope Innocent X (6 May 1574 – 7 January 1655), born Giovanni Battista Pamphilj (or Pamphili), was head of the Catholic Church and ruler of the Papal States from 15 September 1644 to his death, in January 1655. Born in Rome of a family fro ...
, and the
Parma Parma (; ) is a city in the northern Italian region of Emilia-Romagna known for its architecture, Giuseppe Verdi, music, art, prosciutto (ham), Parmesan, cheese and surrounding countryside. With a population of 198,986 inhabitants as of 2025, ...


Evolution of the term

While the military service gradually disappeared, the term remained in use, denominating the great Italian generals fighting for European states, monarchs and Popes during the Italian wars and the
European wars of religion The European wars of religion were a series of wars waged in Europe during the 16th, 17th and early 18th centuries. Fought after the Protestant Reformation began in 1517, the wars disrupted the religious and political order in the Catholic Chu ...
.Lenman, B., Anderson, T. ''Chambers Dictionary of World History'', p. 200 Men referred to as 'condottieri' in this sense include the Marquis of Pescara (1489–1525), the Marquis of Vasto (1502–1546), Ferrante Gonzaga (1507–1557), Marcantonio II Colonna (1535–1584), Alexander Farnese (1545–1592), Torquato Conti (1591–1636),
Ambrogio Spinola Ambrogio Spinola Doria, 1st Marquess of Los Balbases and 1st Duke of Sesto (1569 – 25 September 1630) was an Italian military leader and nobleman of the Republic of Genoa, who served as a Spanish general and won a number of important battles. ...
(1569–1630),
Ottavio Piccolomini Ottavio Piccolomini, 1st Duke of Amalfi (11 November 1599 – 11 August 1656) was an Italian nobleman whose military career included service as a Spanish general and then as a field marshal of the Holy Roman Empire. Early life Piccolomini was ...
(1599–1656),
Raimondo Montecuccoli Raimondo Montecuccoli (; 21 February 1609 – 16 October 1680) was an Italian-born professional soldier, military theorist, and diplomat, who served the Habsburg monarchy. Experiencing the Thirty Years' War from scratch as a simple footsoldier, ...
(1609–1680) and many others. Therefore, in Italian, the term 'condottiero' eventually became synonymous with 'military leader' or 'commander'.


References


Sources

* Machiavelli, Niccolò. ''History of Florence''. book I, ch. vii.
on-line text
* Rendina, Claudio (1992). ''I Capitani di ventura''. Newton Compton. * Ricotti, Ercole (1844–1845). ''Storia delle compagnie di ventura in Italia'', 4 vols. * Lenman, B., Anderson, T., eds. (2000). ''Chambers Dictionary of World History'', Edinburgh: Chambers Harrap Publishers Ltd. . * * Димов, Г. Войната в италийските земи през късното Средновековие: кондотиерите – В: сп. Алманах, I, 2015, 30–43. *


External links




Condottieri di ventura – a complete database about Condottieri operating in Italy between 1300–1550
{{Authority control Mercenary units and formations of the Middle Ages 16th century in Italy Medieval history of Italy