Naga Chaitanya's Affairs: Dated Shruti Haasan, Kajal Aggarwal, Divorce From Samantha, Second Wedding (2025)

Tollywood’s handsome hunk, Naga Chaitanya, is one of the most loved actors in the South.Son of veteran actor, Akkineni Nagarjuna, Naga Chaitanya made his acting debut in 2009 with the Telugu film, Josh. But prior to his first film, he had signed his second film,Ye Maaya Chesave. After his debut film, Chaitanya proved his versatility with films like 100% Love,Manam,Premam,Sahasam Swasaga Sagipo,Majili, etc.

Chaitanya is currently leading the headlines as he is all set to tie the knot for the second time with actress Sobhita Dhulipala. Prior to his marriage to Sobhita, the actor was married to the gorgeous Samantha Ruth Prabhu. The duo tied the knot in 2017 and parted ways in 2021. Chaitanya gave love another chance and started dating Sobhita after his divorce from Samantha.

It is not just Sobhita Dhulipala and Samantha Ruth Prabhu, but Chaitanya’s name has also been linked with other renowned actresses. Let us look at the actor’s dating history and the women he was linked to.

#1. Naga Chaitanya’s rumoured linkup with Kajal Aggarwal

Multiple reports have suggested that Naga Chaitanya and Kajal Aggarwal’s relationship rumours began when the duo started working on their film, Dhada in 2011. The audience loved the duo's on-screen chemistry, and rumours about them dating one another also made its way to the headlines. The duo was also spotted together at various events. However, neither Chaitanya nor Kajal ever confirmed the news.

#2. Naga Chaitanya’s affair with Shruti Haasan

Another popular actress, whose name was linked to Naga Chaitanya, is Kamal Haasan’s daughter, Shruti Haasan. During the 2013 Filmfare Awards South, Naga Chaitanya and Shruti Haasan’s camaraderie caught everyone’s attention, and rumours about the lovebirds were all over the headlines. It was also reported that Chaitanya was so serious that he even considered marrying Shruti.

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But their love story ended on a bitter note, and the two started parted ways. As per Filmibeat, Shruti had asked Chaitanya to pick her sister, Akshara Haasan, from an event, which the actor could not do. As Akshara was left at the venue alone, Shruti got irked and reportedly had an argument with Chaitanya over the same and parted ways with him. Despite their strained relationship, Chaitanya and Shruti worked together in the 2016 romantic film, Premam.

#3. Naga Chaitanya’s marriage and heartbreaking divorce from Samantha Akkineni

Chaitanya and Samantha met during the filming of their debut film, Ye Maaya Chesave. They were in their respective relationships, as Chaitanya was dating Shruti Haasan at that time, while Samantha was in a relationship with Siddharth. During the shooting, Chaitanya and Samantha became great friends. In 2013, they broke up with their respective partners and were single.

Samantha and Chaitanya starred together in another film,Autonagar Surya, in 2014. It is reported that during the film's shooting, the two fell for each other. In 2015, Samantha tweeted an adorable birthday wish for Chaitanya, and his responsegot everyone’s attention. Despite being spotted together at multiple events, they never addressed their dating rumours.

In 2016, Samantha confirmed dating Chaitanya. The couple got engaged in 2017, followed by a grand wedding in the same year. After three years of marital bliss, rumours about trouble in their paradise started making rounds. Just four days before their fourth wedding anniversary, Chaitanya and Samantha announced their separation in October 2021. The exact reason for their separation is still unknown.

#4. Naga Chaitanya’s alleged linkup with Divyansha Kaushik

During 2019, while Chaitanya was married to Samantha, rumour mills had that the actor was dating his Majili co-star, Divyansha Kaushik. The audience loved the duos’ on-screen chemistry, and the two stars were also spotted together multiple times, attending various events. Neither Chaitanya nor Divyansha paid any heed to the gossip.

#5. Naga Chaitanya was rumoured to be dating model-turned-actress, Daksha Nagarkar

After his divorce from Samantha Ruth Prabhu, it was speculated that Naga Chaitanya was datingmodel-turned-actress, Daksha Nagarkar. The two worked together in the 2022 film, Bangarraju, and during that time, news about the couple’s alleged romance made its way. During the film's promotions, Daksha heaped praises on Chaitanya, and it was evident that the actress was bowled over by him. However, neitherof the two officially confirmed the news.

#6. Naga Chaitanya’s dating rumours with actress, Krithi Shetty

Another actresswho was speculated to be dating Naga Chaitanya is Krithi Shetty. Chaitanya and Krithi worked together in the filmsBangarrajuandCustody. However, during the making ofBangarraju,it was reported that Chaitanya and Krithi were seeing each other, and their fans rooted for them. The duo never paid any heed to the reports, and with time, the rumour, too,vanished.

#7. Naga Chaitanya and Sobhita Dhulipala’s love story

After Samantha and Chaitanya’s divorce, speculations about his affair with Sobhita Dhulipala surfaced. It was Sobhita’s appearance at Chaitanya’s new home in Hyderabad that started their dating rumours. Chaitanya was even reportedly spotted at the hotel where Sobhita was staying during the promotions of her film,Major.

In March 2023, Sobhita and Chaitanya were spotted together in a restaurant in London. Back then, Chef, Surender Mohan mistakenly shared a picture featuring Chaitanya posing with him while Sobhita was seen sitting in the background wearing a saree. However, the chef deleted the post later, but it was certain that the duo was dating.

After being spotted together at multiple events, netizens were certain that something was cooking between Sobhita and Chaitanya. And finally, on August 8, 2024, Chaitanya’s father, Nagarjuna, made a surprising announcement about the couple’s engagement. Sharing a picture of Chaitanya and Sobhita, Nagarjuna penned:

“We are delighted to announce the engagement of our son, Naga Chaitanya, to Sobhita Dhulipala, which took place this morning at 9:42 am!! We are overjoyed to welcome her into our family. Congratulations to the happy couple! Wishing them a lifetime of love and happiness. God bless! 8.8.8 A beginning of infinite love."

We wish Naga Chaitanya and Sobhita Dhulipala a lifetime of happiness and togetherness.

Also Read: Samantha Ruth Prabhu's Dating History: Breakup With Sidharth To Ugly Divorce From Naga Chaitanya