The following is a timeline of the history of the city of Trapani, Sicily, Italy.

Prior to 20th century

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• 249 BCE - Naval Battle of Drepana fought; Carthaginian forces win
• 241 BCE - Romans in power^[1]

• 395 CE - Drepanum becomes part of the Eastern Roman Empire.^[1]
• 827 CE - Muslim conquest of Sicily; town called "Tarabanis"^[1]
• 1097 - Town taken by forces of Norman Roger I of Sicily^[1]
• 1266 - Battle of Trapani
• 1282 - Aragonese in power^[1]
• 1284 - Naval siege of Trapani during the War of the Sicilian Vespers^[2]
• 1332 - Madonna dell' Annunziata church built near town^[3]
• 1421 - Trapani Cathedral construction begins.^[3]
• 1432 - Trapani besieged by forces of Louis III of Anjou^[2]
• 1570 - Population: 16,286^[2]
• 1726 - Earthquake^[4](it)
• 1748 - Population: 17,311^[2]
• 1760 - Madonna of Trapani church rebuilt.
• 1798 - Population: 24,330^[2]
• 1820 - Uprising against Bourbon rule [it]^[2]
• 1830 - Biblioteca Fardelliana [it] (library) opens.^[5]
• 1844 - Roman Catholic Diocese of Trapani established^[6]
• 1848 - Sicilian revolution of 1848^[3]
• 1849 - Teatro Garibaldi (theatre) built^[1]
• 1861 - Circondario di Trapani [it] (administrative region) established^{[citation needed]}
• 1880 - Stazione di Trapani [it] (railway station) opens.
• 1897 - Population: 49,992^[7]

20th century

• 1905 - Trapani Calcio football team formed.
• 1906 - Population: 47,578.^[3]
• 1911 - Population: 59,593^[8]
• 1915 - Trapani tram [it] begins operating.
• 1937 - Ferrovia Palermo-Trapani [it] railway begins operating.
• 1952 - Trapani trolleybus [it] begins operating.
• 1960 - Stadio Polisportivo Provinciale (stadium) opens in nearby Erice.
• 1961 - Trapani–Birgi Airport opens.
• 1968 - January: 1968 Belice earthquake^[1]

21st century

• 2001 - Local election [it] held; Girolamo Fazio [it] becomes mayor.
• 2012 - Local election held; Vito Damiano becomes mayor.
• 2013 - Population: 68,967^[9]