He completed his education from Rajkumar College, Raipur. He succeeded to throne of Raigrah upon death of his elder brother, Raja Natwar Singh in 1924. The government management however continued till 1927 when Raja was invested with powers.
Music
He was a great patron of Indian arts, classical dance, music invited to his capital music and dance-experts from different parts of the country. His contribution has been important in the development of the classical form of Kathak. During the reign of Raja Chakradhar Singh, experts of both the gharanas, namely, Jaipur and Lucknow gained prominent positions and were patronised by him. Even experts from Benaras gharna were in his court. The Raigarh Gharana of Kathak was established by him during his reign, which produced many luminaries, dancers, singers and musicians due to his patronage and philanthropy. Among the noted Kathak exponents to have served his court were Pandit Jaggannath Prasad of Jaipur Gharana and Guru Kalaka Prasad and his sons of Lucknow Gharana. He invented a new dance form by mixing different dance forms, which led to foundation of Raigarh Gharana. Raigarh Gharana thus founded by Raja Chakradhar Singh, although the youngest of all gharanas, has its own compositions of thumris, ghazals, todas and bols which are unique in themselves. Chakradhar Singh was himself a great exponent of tabla and pakhawaj. He was himself also a good dancer and musician. His patronage extended to all dancers irrespective of their gharana. His name is often taken with Wajid Ali Shah of Awadh as a patron of classical Indian dance and music, especially with respect to Kathak dance and Hindustani classical music. Among the dancers and musicians to have performed or served his court were Pandit Makhan Lal Chaturvedi, Dr. Ramkumar Verma, Pandit Mahaveer Prasad Dwivedi, Pandit Padumlal Punnalal Bakshi. Even Sanskrit language writers like Pandit Sadashiv Das, Pandit Sharda Prasad, Pandit Kashi Dutt Jha served him, through them he translated a lot of music and dance literature in Sanskrit. In 1938, Chakradhar Singh headed the first All India Music Conference held at Allahbad. In this conference Chakradhar Singh went with his team of 60 artists. In 1939, the conference organised a welcome party for Viceroy of India, where Kathak dancer Karthik Kalyan presented the dance and was assisted by Chakradhar Singh, who played Tabla. He was given title of Sangit Samrat - by the Viceroy Lord Linlithgow at this conference. In 1943 conference at Khairagarh, he again played tabla for the dance performance of Kalyan Das. He had a very good knowledge of Hindi, Sanskrit, Urdu and Oriya and has written several books on Indian traditional music like
