In 1997, he acted in "Aravindhan", co-starring R. Parthiepan, Nagma and Urvashi. The film failed at the box office. His next venture "Suryavamsam", directed by Vikraman and produced by R. B. Choudary was a blockbuster. He played a dual role in the film. He won the Filmfare Award for Best Actor in Tamil and Cinema Express Award for Best Actor for the second time. In the end of 1997, he acted in the Sundar C. comedy film "Janakiraman" which was a commercial hit. The next year, he played in "Moovendhar", directed by Suraj, Sundar C's assistant director. The film, released to negative reviews, failed at the box office. After "Nattamai", he re-teamed with K. S. Ravikumar in "Natpukkaga", the film was well received critically and turned out to be a blockbuster. R. Sarathkumar won the Filmfare Award for Best Actor for the third time and the Tamil Nadu State Film Award for Best Actor for the second time. He made a cameo appearance in Vikraman's "Unnidathil Ennai Koduthen". He then starred in the Telugu film "Preminchanu Nene" and in "Simmarasi", directed by Erode Soundar, K. S. Ravikumar's former dialogue writer. "Simmarasi" was released to unfavourable reviews, but Sarathkumar was praised for his role. In the start of 1999, he acted in R. Chandra's "Chinna Durai", co-starring with Roja. It was followed by "Oruvan", the remake of the Telugu film "Auto Driver", in which Sarathkumar paired with Pooja Batra and teamed up for the second time with the director Suresh Krissna. Usha Gopalakrishnan of "indolink.com" praised Sarathkumar's acting. In the end of 1999, he acted in K. S. Ravikumar's "Paattali".

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