Knyaz Ivan Mikhailovich Obolensky (Russian: Ива́н Миха́йлович Оболе́нский), or Prince John Obolenski (1853 – 28 February 1910), was an Imperial Russian Lieutenant-General.

He was a member of a Rurikid princely Obolensky family, whose ancestors once ruled one of the Upper Principalities. His mother was the Romanian aristocrat Olga Sturdza (1830-1895), daughter of Alexandru Sturdza (from a non-princely branch, 3rd cousin once removed of the Russian statesman Alexandru Sturdza), grand-treasurer of the Principality of Moldova, by Princess Elena Ghika (1812-1881).^[1] His father was Prince Mikhail Aleksandrovich Obolensky (1821–1886).^[2][3]

He served as the Governor-General of Finland from 18 August 1904 to 18 November 1905. His predecessor Nikolai Ivanovich Bobrikov was assassinated in June 1904.^{[2][failed verification]} He received a telegram from an unknown sender, saying: "We are expecting you in the near future -stop- The weather here is +200°C -stop- Bobrikov".^[4]

His term of office saw revolutionary turmoil in both Russia and the Grand Duchy of Finland. The Russian Revolution of 1905 resulted in a general strike in Finland and the replacement of the feudal Diet of Finland with the modern Parliament of Finland.^{[2][failed verification]}

Knyaz Obolensky was murdered by revolutionaries in St. Petersburg at 28 February 1910.^{[citation needed]}