Chernihiv was first mentioned in the Rus’-Byzantine Treaty (907),  but is considered to have existed at least in the ninth century, as uncovered by archaeological excavations.  Towards the end of the 10th century, the city probably had its own rulers. In the southern portion of the Kyivan Rus the city was the second by importance and wealth (after Kyiv). From the early 11th century it was the seat of powerful Grand Principality of Chernihiv,  whose rulers at times vied for power with  Kyivan Grand Princes, and often overthrew them and took the primary seat in Kyiv for themselves. The grand principality was the largest in Kyivan Rus . The golden age  of Chernihiv, when the city population peaked at 25,000, lasted until 1239 when the city was sacked by the hordes of Batu Khan, which started a long period of relative obscurity.

The area fell under the Grand Duchy of Lithuania in 1353.  The city was burned again by Crimean kgan Menhli I Girey in 1482 and 1497, and in the fifteenth to seventeenth centuries it changed hands several times between Lithuania, Moscovy ( 1408-1420 and from  1503), and the Polish-Lithuanian Commonwealth  (1618-48), where it was granted Magdeburg rights in 1623. The area's importance increased again in the middle of the 17th century during and after the Khmentitsky Uprising. In the time of Hetman State Chernihiv was the city of deployment of Chernihiv Cossack regiment (both a military and territorial unit of the time).

With the abolishment of the Hetmanate, the city became an ordinary administrative center of the Russian Empire and a capital of local administrative units. The area in general was ruled by the Governor-General from Saint-Petersburg imperial capital.

Chernihiv's architectural monuments chronicle two most flourishing periods in the city's history - those of  Kyivan Rus (11th and 12th centuries) and of the Cossack Hetmanate (late 17th and early 18th centuries).

The oldest church in the city and in the whole of Ukraine is the 5-domed Saviour Cathedral, commissioned in the early 1030s. The Cathedral of  Sts Boris and Gleb dates from the mid-12th century. The crowning achievement of Chernihiv masters was the exquisite Church of St. Paraskeba (Pyatnitskaya), constructed at the turn of the 12th and 13th centuries. This graceful building was seriously damaged in the Second World War; its original medieval outlook was reconstructed to a design by  Peter Baranovsky.

Monasteries. All through the most trying periods of its history, Chernihiv retained its ecclesiastical importance as the seat of bishopric or archbishopric. At the outskirts of the modern city lie two ancient cave monasteries, formerly used as the bishops' residences.