Film Career

Early career (1997–98)

Rai made her acting debut in Mani Ratnam's Tamil biopic film Iruvar (1997), where she worked alongside Mohanlal.The film was a critical success and won many awards, including Best Film award at the Belgrade International Film Festival, and two National Film Awards. Rai appeared in dual roles, one of which was a depiction of political leader and former actress J. Jayalalithaa. Rai made her Bollywood debut in the film in Aur Pyaar Ho Gaya, opposite Bobby Deol, which released the same year; the film was unsuccessful at the box office^. Her third project, Jeans (1998), a high-budget Tamil film directed by S. Shankar, was a commercial success. The film included the song "Poovukkul", written by Vairamuthu, in which Rai's character is compared to the seven wonders of the world and described as the eighth. The film was India's official entry to the Academy Awards in that year.

Career (1999–2002)

In 1999 Rai starred in Sanjay Leela Bhansali's Hum Dil De Chuke Sanam, opposite Salman Khan and Ajay Devgan. The film had Rai playing Nandini, who is forced to marry Devgan despite being in love with another man (Khan). Her husband tries to help her locate her previous love, and his caring attention eventually wins her over. Rai's portrayal won her critical acclaim, with a review on Rediff.com stating, "Aishwarya looks beautiful as usual ... This film will most likely draw her accolades from all over, may be even get her recognised as an actress the way Manisha Koirala did in Khamoshi. In many scenes, there is no trace of makeup and she looks very fresh". The film was her first box office success in Bollywood, and earned her a Filmfare Best Actress Award^.
In the same year she appeared in Subhash Ghai's Taal, in which she played Mansi, a young village woman who becomes a big pop star after being hurt by her lover, played by Akshay Khanna. The film was an average grosser in India but was a big success outside India, especially in the United States, where it became the first Indian film in the top 20 on Variety's box office list. Her performance was praised, with a reviewer from Rediff.com writing, "After being praised for her looks and acting talent in Hum Dil De Chuke Sanam, Aishwarya has excelled in Taal. She looks ethereal and unlike the former film, has a very sober and soft role. Though she looks pained and tragic in most of the film, she does a good job of a woman who is very protective of her father and one who doesn't think twice before rejecting a lover who has insulted her father." She received another Best Actress nomination from the Filmfare Awards for her work in the film.
In 2000 she appeared in Mansoor Khan's Josh alongside Shahrukh Khan and Chandrachur Singh, in which she plays a Catholic named Shirley who falls in love with the sibling of her brother's enemy. The film was a commercial success. Later that year she appeared in Satish Kaushik's Hamara Dil Aapke Paas Hai, opposite Anil Kapoor. It was a moderate success, and her performance earned her a Filmfare Best Actress Award nomination. Later that year she played a supporting role in Aditya Chopra's Mohabbatein, alongside Amitabh Bachchan and Shahrukh Khan. The second-highest grosser of the year, the film was a major commercial success, and earned her a Filmfare Best Supporting Actress Award nomination. Later that year, she starred in the Tamil film Kandukondain Kandukondain, alongside Mammooty, Ajith Kumar, and Tabu.
In 2002 Rai appeared alongside Shahrukh Khan and Madhuri Dixit in Sanjay Leela Bhansali's Devdas, an adaptation of Sharat Chandra Chattopadhyay's novel of the same name.She played the role of Paro (Parvati), the love interest of the protagonist, played by Khan. The film received a special screening at the 2002 Cannes Film Festival It became the highest-grossing film of the year in India and overseas, earning a revenue of Rs 390 million domestically. Devdas won numerous awards, including 10 Film fare Awards, and Rai received her second Film fare Best Actress Award for her performance.