Entrance examination
Ray Chowdhury passed the Entrance examination in 1880 with scholarship from Mymensingh Zilla School. He studied for a while at Presidency College, then affiliated with the University of Calcutta, but passed BA examination in 1884 from the Calcutta Metropolitan Institution (now Vidyasagar College). Upendra took to drawing while in school. He published his first literary work in the magazine "Sakha" in 1883.