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In 2016, she starred as the main protagonist in the woman-centric drama Chalk n Duster with Shabana Azmi. The film received positive to mixed reviews from critics and Chawla's performance was appreciated. In a critical review for The Hindu, Namrata Joshi noted "Azmi and Chawla who, with their dignified presence and easy camaraderie stop you from heading to the exit doo." Rohit Vats of Hindustan Times liked the film for its "well told ethics versus greed story" and mentioned Chawla as "heartwarming". In 2017, she played an Indian defence minister in the Alt Balaji web series The Test Case.

After appearing in offbeat films and occasionally playing guest roles throughout the decade, Chawla made a full-fledged comeback in 2014 with Gulaab Gang alongside her once arch-rival Madhuri Dixit. Chawla and Dixit played ruthless political rivals, and this was the first time in Chawla's career that she played an antagonist. Her negative role of Sumitra was widely appreciated and her performance earned rave reviews. Shubhra Gupta of The financial Times described her character as "the sort of politician that men have played for ever: hungry for power, will stop at nothing, not even murder and mayhem. She rules with an iron fist and a sneer." Hindustan Times wrote, "An effective hero needs a larger-than-life villain. In this case, it is Juhi Chawla who marries her sister to a rapist and apparently killed her husband to get political power. Like most corrupt politicians we see onscreen, she is an opportunist who lusts for power. It speaks well about her acting prowess that we come to hate the otherwise effervescent Juhi in this film." Anupama Chopra wrote, "Her perverse wickedness is the best part of the film", but called it a "a one-note character". Rajeev Masand called her "terrific" in the part and concluded a scathing review of the film asserting, "if you must watch this film, watch it for Juhi Chawla's inspired performance." She received a second Filmfare nomination for Best Supporting Actress. The same year she also appeared with Helen Mirren and Om Puri in a guest role in the Steven Spielberg-produced Hollywood film The Hundred Foot Journey.

Her brother Bobby Chawla was the CEO of Red Chillies Entertainment. He suffered a massive stroke in 2010 after a dinner party. After being in coma for about four years, he died on 9 March 2014. Her sister, Sonia, died from cancer on 30 October 2012.

In 2011, Chawla starred in Onir's critically acclaimed anthology film I Am (2010). Unfolded in several chapters, the film starred Chawla alongside Manisha Koirala in an episode named "I Am Megha". She played the title role of a Kashmiri Pandit who travels back to her hometown in Srinagar, having been driven out of it years ago. For her performance, Chawla was awarded the Best Actress award at the 13th London Asian Film Festival and Award for Excellence in Hindi Cinema at the Asiavision Movie Awards. Her performance also earned her a nomination for the Filmfare Award for Best Supporting Actress. Rajeev Masand wrote, "Juhi Chawla is a portrait of suppressed vulnerability as she confronts her feelings about an old home and an old friend." Chawla next starred in the action comedy Son of Sardaar (2012) opposite Ajay Devgn, which was poorly received by critics. Live Mint called it "the worst portrayal of Punjabiyat in Hindi cinema", although it referred to her part as "the only unique role in the film" and further noted, "An actor with proven talent for comedy, Chawla makes Pammi, her character, pathetic as well as feisty." The film earned ₹ 169.98 crore (US$24 million) worldwide.

In 2009, Chawla featured as a talent judge, for the third season of Sony Entertainment Television India's dance reality show, Jhalak Dikhhla Jaa alongside Saroj Khan and Vaibhavi Merchant. In 2011, she hosted Colors's kid's chat-show Badmaash Company- Ek Shararat Hone Ko Hai.

Chawla then appeared in Ravi Chopra's Bhoothnath (2008) with Amitabh Bachchan, in which she made her singing debut with the song "Chalo Jaane Do", the film was a moderate success and Chawla was appreciated for her role. Manish Gajjar from BBC wrote, "Juhi Chawla's brilliant comic timing as Banku's mum has you in stitches." Another film called Krazzy 4 with Irfan Khan and Arshad Warsi was released in 2008, the film failed to do well at the box office. In 2009, she appeared in a guest appearance in Luck By Chance to play a comic part for which she dyed her hair blonde. The film and Chawla's performance got extremely positive reviews and got a good opening at the box office.

In 2008, Chawla, in partnership with Shah Rukh Khan and her husband Jay Mehta, acquired ownership rights for the franchise representing Kolkata in the Twenty20 cricket tournament Indian Premier League (IPL) for US$75.09 million , and named the team Kolkata Knight Riders (KKR). The team won in 2012 and repeated the feat in 2014.

Chawla and Manoj Bajpayee played a married couple in Ganesh Acharya's drama Swami (2007), which follows their financial struggles to secure proper education for their intelligent son. Reviews of the film were varied. Tanveer Bookwala of Rediff appreciated the film for its simple story and for giving the lead pair "the chance to be unconventional and subtle and they do not fail to deliver."

In 2006, she appeared in ensemble drama Salaam-e-Ishq: A Tribute To Love directed by Nikhil Advani. She collaborated with Onir once again with in the drama Bas Ek Pal (2006) alongside Urmila Matondkar and Sanjay Suri. She played Ira Malhotra, a battered wife who refuses to leave her possessive husband for religious reasons. The film opened to positive reviews. Subhash K. Jha wrote of Chawla that she "uses her ability to portray hurt and guilt with minimum effort." The same year she starred in another Punjabi film, the historical drama Waris Shah: Ishq Daa Waaris, which won a National Film Award. According to BBC, the film "bears the hallmarks of a quality production". The film is based on the life of Punjabi poet Waris Shah during the times he wrote the poem Heer.

She acted opposite Gurdas Mann in the Punjabi-language feature Des Hoyaa Pardes (2004) which was warmly received. She said she chose the part because upon reading the script, she identified a "tremendous scope for performance". The film won the National Film Award for Best Feature Film in Punjabi.

The following decade, Chawla was willing to play against type and began working with independent filmmakers in art-house projects, garnering critical acclaim for her performances in Jhankaar Beats (2003), 3 Deewarein (2003), My Brother Nikhil (2005), I Am (2011) and Gulaab Gang (2014). Moreover, she starred in several Punjabi films, including the biopics Shaheed Udham Singh (2000), Des Hoyaa Pardes (2004), Waris Shah: Ishq Daa Waaris (2006) and Sukhmani – Hope for Life (2010).

Having taken a one-year break from film work, Chawla started appearing in independent and art films, and her work included critically acclaimed films Jhankaar Beats, 3 Deewarein (both 2003), 7½ Phere and My Brother Nikhil (both 2005), and Bas Ek Pal (2006). Jhankaar Beats, a musical comedy and a tribute to music director R. D. Burman, saw her play the wife of an aspiring musician. She won a Star Screen Award for Best Supporting Actress for 3 Deewarein, which earned her positive reviews. Robert Koehler of Variety wrote, "Chawla gradually settles into a role that contains at least three different character layers to it."

In 2001, she appeared in the action comedy One 2 Ka 4 with Shah Rukh Khan, in their seventh collaboration together and with Jackie Shroff, the film was a flop at the box office. Chawla played three roles in the film; a haryanvi maid, a bar dancer and an undercover cop. While the film was noticed for its serious content, her comedic performance won acclaim from several critics. Vinayak Chakravorty wrote, "But the winner here is Juhi — that vintage comic flair of Hum Hain Raahi Pyaar Ke almost comes back from the dead." Similarly, Nikhat Kazmi of The Times of India "The only saving grace in this sea of confusion is Juhi. As a fast talking Haryanvi loudmouth who has the hots for her 'Ricky Martin' (Shahrukh), she is an absolute delight." The Hindu agreed with this observation, further noting her "unfailing sense of humour" and timing, which "few can match". Another release of the year was the comedy Aamdani Atthani Kharcha Rupaiyaa opposite Govinda.

In 2000, alongside Shah Rukh Khan and Aziz Mirza, she opened a production company called Dreamz Unlimited. The romantic comedy Phir Bhi Dil Hai Hindustani was the company's first production starring Chawla and Khan. Upon release, the film underperformed at the box office, though over the years it has been appreciated for its bold theme on media wars. Chawla's performance as the journalist Ria Banarjee received appreciation from the critics. Rediff critic Swapna Mitter wrote, "This is probably one of Juhi's best performances. She has never looked better... and once again, like Hum Hain Rahi Pyaar Ke, she shows a flair for comedy." Her other release of the year was Rakesh Roshan's delayed Karobaar: The Business of Love, which was in the making for over five years and failed upon release. She played a small role in Gang.

In 1999, she appeared in Arjun Pandit alongside Sunny Deol, which was mostly rejected by the audience. She played a woman who seeks revenge in the film and described her character as "a role with negative shades". The critical reception to the film was similarly lukewarm, but Chawla's work was better received. The same year, she also starred opposite Sanjay Dutt in the adventure film Safari, a critical failure.

In the romantic comedy Yes Boss she played a model who becomes the love interest of an ad agency owner and his ambitious employee, played by Aditya Pancholi and Shah Rukh Khan, respectively. Yes Boss opened to favourable reviews and did well commercially, and Chawla received a seventh Filmfare nomination for her portrayal, which was described by Screen as "spirited". In a 1998 retrospective review for The Times of India, Khushboo Tiwari called it a "a quintessential ‘90s romcom" and took note of Chawla's chemistry with Khan.

In 1998, she appeared once again alongside Shah Rukh Khan in Duplicate, the film was produced by Yash Johar and directed by Mahesh Bhatt. The film underperformed at the box office upon its release. The same year, she appeared in Hrishikesh Mukherjee's swan song Jhooth Bole Kauwa Kaate alongside Anil Kapoor; the film was received well by critics for its reminiscence of Mukherjee's films, with one critic calling it a "a classy comedy". The same year, she also appeared in Priyadarshan's rural drama Saat Rang Ke Sapne opposite Arvind Swamy. The film underperformed at the box-office, but Khalid Mohamed wrote of her that she is "only saving grace. Lovely to look at and an instinctive actress, she's a likeable as ever." The same year, she starred in the Malayalam detective comedy Harikrishnans opposite Mohanlal and Mammootty. Harikrishnans was a commercial success.

In 1998, Chawla participated in a concert tour entitled Awesome Foursome alongside Shah Rukh Khan, Kajol, and Akshay Kumar across the United Kingdom, Canada and the United States.

Chawla regained mainstream success in 1997 with the romantic comedies Yes Boss, Deewana Mastana and Ishq, all becoming box office hits. Ishq became one of the top-earners of the year.

Since 1995 Chawla has been married to industrialist Jay Mehta, with whom she has two children. Along with her husband and Shah Rukh Khan, she is the co-owner of the Indian Premier League cricket team Kolkata Knight Riders. Along with Khan, she was the founder of the production company Dreamz Unlimited, which produced three films, starting with the self-starring Phir Bhi Dil Hai Hindustani (2000). She additionally featured as a talent judge on the third season of the dance reality show Jhalak Dikhhla Jaa.

Juhi Chawla married industrialist Jay Mehta in 1995. The couple have two children. In an interview Juhi revealed that Jhanvi wants to be a writer, instead of joining films.

1993 was often reported as the most successful year in Chawla's career. She appeared in four films. Her first release was Lootere, directed by Dharmesh Darshan and starring Sunny Deol, Naseeruddin Shah, Chunkey Pandey and Anupam Kher. She played a young woman who receives witness protection through the service of a bodyguard, played by Deol, with whom she eventually falls in love. She was case in two movies produced by Yash Chopra. The first was Aaina, which saw Chawla and Amrita Singh play sisters falling for the same man, played by Jackie Shroff.

In 1992, she appeared in Bol Radha Bol alongside Rishi Kapoor, for which she received her third Filmfare nomination for Best Actress. Later that year, she appeared in Aziz Mirza's comedy Raju Ban Gaya Gentleman, the first of many collaborations with actor and business partner Shah Rukh Khan.

In 1990, she starred in Pratibandh. She also received her second Best Actress nomination at Filmfare for the film. Her other releases that year included the family drama Swarg alongside Rajesh Khanna and Govinda, which marked the first of several collaborations with director David Dhawan.

Chawla made her acting debut in 1986 with Sultanat, and received public recognition with the tragic romance Qayamat Se Qayamat Tak (1988), where she won the Filmfare Award for Best Female Debut. She established herself as a leading actress of Hindi cinema by starring roles in Lootere (1993), Aaina (1993), Darr (1993), and Hum Hain Rahi Pyar Ke (1993), for which she won the Filmfare Award for Best Actress. Further success came in 1997 with films including Deewana Mastana (1997), Yes Boss (1997) and Ishq (1997) becoming commercial successes.

Chawla ventured into films with the 1986 Sultanat but it turned out to be a commercial failure. She went on to act in the Kannada classic Premaloka, directed by Ravichandran in 1987. She also starred opposite Prosenjit Chatterjee in two films. Her first major role in Bollywood was in Qayamat Se Qayamat Tak in 1988, in which she starred with Aamir Khan. The film, a modern-day adaption of Shakespeare's Romeo and Juliet, was both a major critical and commercial success, with Khan and Chawla becoming "overnight stars". It won the Filmfare Award for Best Film, and Chawla became the first actress to win the Filmfare Award for Lux New Face of the Year, also receiving her first nomination for Best Actress. Chawla's pairing with Aamir Khan and their on-screen chemistry was often cited by the media as successful. The film has since attained a cult status, with The Times of India ranking it amongst the "Top 25 Must See Bollywood Films", calling it "one of the landmark films of Hindi cinema" and crediting it with making "Aamir Khan and Juhi Chawla household names". Premankur Biswas of First Post wrote in a retrospective review, "Juhi Chawla, with her flouncy ghagra and passive but assertive demeanor was an early predecessor to the sexually liberated Bollywood heroines of today. She wore what she wanted and initiated a relationship with the man she desired".

Set in Goa between 1986 and 1994, Onir's My Brother Nikhil centers on the character of Nikhil (played by Sanjay Suri), a young man who is tested HIV-positive. Chawla co-starred as Anamika Kapoor, a schoolteacher by profession and Nikhil's loving and supportive elder sister, who accepts his same-gender partner and stands by his side through his struggle. The film opened to a welcome reception by critics, and Chawla's performance was particularly praised. Khalid Mohamed was highly approving of her portrayal: "Above all, Juhi Chawla is perfect. Her effortless blend of conflicting emotions is what A-class acting is all about. Ms Chawla is a diamond in this little gem of a movie." She starred alongside Irfan Khan in 7½ Phere. Hindustan Times commended her comic performance.

Juhi Chawla Mehta (born 13 November 1967) is an Indian actress and film producer, who was the winner of the 1984 Miss India beauty pageant. She became one of the most popular Hindi film actresses from the late 1980s to the early 2000s, winning two Filmfare Awards, and gained recognition for her comedic timing and vivacious on-screen persona.

Juhi Chawla was born on 13 November 1967 and raised in Ambala, Haryana, India. Her father was an officer of the Indian Revenue Service (IRS). She completed her schooling at Fort Convent School, Bombay (present-day Mumbai), and graduated from Sydenham College, Bombay. Chawla was the winner of the Miss India title in 1984. She also won the Best Costume Award at the Miss Universe contest in 1984.