A number of prehistoric sites of great interest are being excavated throughout the West Midnapore district. In ancient times the region seems to be highly influenced by Jainism and Buddhism. Coins issued by Samudragupta have been found in the near vicinity of the town.Originally this region belongs to the Kalinga-Utakala (ancient Orissa) empire. The kingdom of Shashanka and Harshavardhana also included part of undivided Midnapore in their kingdom. However, the most significant archaeological site in the region is the bustling port of Tamralipta near present-day Tamluk, a site noted in the travelogues of Fa Hien and Hiuen Tsang. Later Chaitanya passed through the area on his way from Puri to Varanasi as documented in the Chaitanya Charitamrita.After the fall of last independent Hindu dynasty of Kalinga-Utkala (ancient Orissa) Gajapati Mukunda Deva in 16th century this region was came under one of the five Sarkars of Mughalbandi Orissa i.e. Jaleshawr Sarkar which was ruled by the Subehdar of Orissa.The north boundary of Jalshwar Sarkar was Tamluk & south was Soro & Dhalbhumgarh in the west to bay of bengal(Purva Sagara) in the east.

Bahadur Khan was the ruler of Jaleshwar Sarkar or Hijli (including Midnapore) during the time of Shah Jehan. He was defeated by Shah Shuja, the second son of Shah Jehan, then the subshdar of Bengal.

During the era of the Muslim rulers of Bengal nawab Alivardi Khan's general Mir Jafar fought successfully against Mir Habib's lieutenant Sayyid Nur near Midnapore town in 1746. This was part of his campaign to regain Orissa and thwart the Maratha attacks on Bengal. Mir Habib came up from Balasore and was joined by the Marathas but Mir Jafar fled to Burdwan leaving Mir Habib to retake Midnapore with ease. Alivardi defeated Janoji Bhosle, a Maratha cheftain in a severely contested battle near Burdwan in 1747 and Janoji fled to Midnapore. The Marathas held on to Orissa including Midnapore until 1749 when it was reconquered by Alivardi. The Marathas continued to raid Midnapore which proved disastrous for the residents.

In 1756 Alivardi died and his successor was Siraj-ud-daulah. On June 20, 1757, he was betrayed by Mir Jafar to the East India Company under the command of Lord Robert Clive at Plassey. This consolidated the Company's hold on Bengal and Orissa (along with Midnapore). The district of Midnapore which included Dhalbhum or Ghatshila, now in Singhbhum, Jharkhand was annexed in 1760 along with Burdwan and Chittagong both handed over to the East India Company by Mir Qasim. The last free king of Dhalbhum was imprisoned in Midnapore town.

Some of the Malla kings of Mallabhum in the Bankura district held land in northern Midnapore district, while the Raj rules of Narajole, Jhargram, Lalgarh, Jamboni, and Chandrakona held sway in their local areas. The Raj rulers in Rajasthan would pay homage to Jagannath but carves out their own territories under the supremacy of the Hindu empires of Orissa.