Naga Chaitanya's romantic journey has captured as much interest as his thriving career in Tollywood. Fans know him as Chay, and he belongs to one of South India's most prominent film families. His personal connections often draw public curiosity. His experiences range from brief romances to high-profile relationships, and finding romance again. These events highlight his personal development emotional pain, and new beginnings.
Let's take a closer look at Naga Chaitanya's dating history, which leads up to his engagement to actress Sobhita Dhulipala.


Naga Chaitanya's Timeline of Relationships

Kajal Aggarwal (2011)

Profession: Actress
How they met: On the set of Dhada

Chay’s first rumored relationship after his rise to fame was with actress Kajal Aggarwal. The starred in Dhada (2011), and their on-screen chemistry sparked hypothesis about a actual-life romance. Though their common appearances together at activities fueled rumors, neither of them showed the relationship.

Shruti Haasan (2013)

Profession: Actress

How they met: Not publicly known

Chaitanya’s call changed into connected with Shruti Haasan once they were spotted together around the 2013 Filmfare Awards South. According to reports, Chaitanya and Shruti’s relationship faced challenges due to misunderstandings, together with a much-mentioned incident where Chay couldn’t pick up Shruti’s sister, Akshara, from an occasion. Their dating ended soon after however remained a part of his interesting past.


Samantha Ruth Prabhu (2016–2021)

Profession: Actress
How they met: On the set of Ye Maaya Chesave

One of Tollywood’s most beloved couples, Chay and Samantha met in 2010 during the filming of Ye Maaya Chesave. Their chemistry blossomed into friendship and eventually romance by 2016. They tied the knot in a grand wedding ceremony in October 2017. However, their marriage ended in an amicable divorce in 2021, which they announced publicly, leaving fans heartbroken.

Divyansha Kaushik (2019)

Profession: Actress
How they met: On the set of Majili

While married to Samantha, rumors linked Chaitanya with his Majili co-star Divyansha Kaushik. Although the on-screen pairing was praised, both actors denied any off-screen romance, leaving their alleged relationship a subject of speculation.

Daksha Nagarkar (2022)

Profession: Actress
How they met: On the set of Bangarraju

Post-divorce, Chaitanya’s name was tied to Daksha Nagarkar, his Bangarraju co-star. Daksha’s praise for Chay during promotional events led fans to speculate about their relationship. Neither actor confirmed the rumors, leaving fans to wonder about the nature of their connection.

Krithi Shetty (2022)

Profession: Actress
How they met: On the set of Bangarraju

During the same period, Chaitanya was also rumored to be involved with another Bangarraju co-star, Krithi Shetty. These rumors were never confirmed but added to the ongoing intrigue around Chay’s post-divorce dating life.

Sobhita Dhulipala (2022–Present)

Profession: Actress
How they met: Not publicly known

Chaitanya’s relationship with Made in Heaven actress Sobhita Dhulipala began making headlines in 2022. Speculation intensified when photos of the pair together started surfacing online. The couple was spotted on vacations, including a jungle safari and a wine-tasting trip in Europe, subtly announcing their bond through social media posts.

In August 2024, the couple officially confirmed their relationship by sharing photos from their engagement ceremony in Hyderabad. Sobhita and Chaitanya’s love story marks a new chapter in his personal life, celebrated warmly by family and fans alike.

A Story of Evolution and New Beginnings
From early romances to high-profile relationships, Naga Chaitanya’s dating history showcases the complexities of life and love in the public eye. With his engagement to Sobhita Dhulipala, Chaitanya seems to have found happiness once again, setting the stage for an exciting new chapter in his journey.