Commercial success and fluctuations (2013–2018)
Chaitanya's next film, Tadakha in 2013, was an official remake of N. Lingusamy's Tamil action film Vettai. The Hindu wrote: "Naga Chaitanya shows tremendous improvement even his last outing, the debacle called Bejawada. He is in sync with his role, exudes over confidence and seems to have had funny stunt sequences and comic portions. Reprising a role played by an established actor like Arya is no mean task and Chaitanya pulls it off rather well." The film was commercially successful, giving the actor a much needed break.
In 2014, Chaitanya appeared in the period-drama Manam, which also featured his grandfather, Akkineni Nageswara Rao, and father, Nagarjuna. He played two roles in the film, which were of a middle class father in 1983 and a happy-go-lucky college student. Deccan Chronicle wrote: "Naga Chaitanya has done a decent job and compared to his earlier films he matured a lot as an actor." Sify.com wrote "There is lot of improvement in Naga Chaitanya's acting. He looks natural and has done justice to his role."
His next release was the political-drama Autonagar Surya, directed by Deva Katta, in which he played Surya, a skilled mechanic. Upon release, the film received mixed reviews from critics, who however appreciated Chaitanya's performance in the film calling it one of his best efforts. The film ended up as a flop. The Hindu wrote: "One rarely gets to see Naga Chaitanya smiling in this film. Chaitanya brings in the right amount of grit and intensity required for his role and shows that he can carry a film on his shoulders with the help of an able director." He later starred in romantic comedy Oka Laila Kosam in 2014. The Times of India wrote, "Oka Laila Kosam is a simple love story which doesn't quite leave you with a big smile on your face, but it has enough mojo, if you are a big sucker for romance." In 2015, he played the lead in the action-crime drama Dohchay, directed by Sudheer Varma.
In 2016, Naga Chaitanya starred in the remake of the 2015 Malayalam cult-romantic film Premam, of the same name, alongside Shruti Hassan. The film became a commercial success. Times of India noted, "Naga Chaitanya shows the variation in his portrayal that leave you in awe of him and makes you wonder why he never showed the prowess before." After the success of Premam, his next release was Sahasam Swasaga Sagipo, released two days after demonetisation and won him critical acclaim. received positive reviews. The New Indian Express stated, "Naga Chaitanya's casting for a role like this was spot on, and the actor delivers one of his finest performances till date". In 2017, he had two releases. Firstly, the family drama Rarandoi Veduka Chudham, directed by Kalyan Krishna opposite Rakul Preet Singh. Firstpost wrote, "Naga Chaitanya has, quite clearly, put his best foot forward. In this film, he doesn't let his silence do most of the talking, his body language is different and the actor does a pretty job. Secondly, the thriller film Yuddham Sharanam opposite Lavanya Tripathi.
Chaitanya starred in a brief role in the 2018 Savitri's biopic, Mahanati, directed by Nag Ashwin, which was a huge hit. He played his grandfather Nageswara Rao. In the same year, he starred in Maruthi-directed Shailaja Reddy Alludu alongside Anu Emmanuel and Ramya Krishnan. Hindustan Times wrote, "The film is a commercial entertainer and the same old formula of a sincere son-in-law who helps his lady love's family is presented well." Two months later, his next film, the thriller Savyasachi directed by Chandoo Mondeti featured Chaitanya in the role of an ambidextrous man. India Today wrote, "Chaitanya does his part well but looks caricaturish in the romantic portions and they test your patience."