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By: Milestone 101 / 2025-08-07

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25 Years, 25 Films: Ranking Bollywood’s Legacy

From 3 Idiots to Laapataa Ladies, this curated ranking of 25 iconic Bollywood films captures how Hindi cinema has evolved over the past 25 years—challenging norms, shaping culture, and redefining storytelling. These films didn’t just entertain—they influenced thought, sparked movements, and rewrote Bollywood’s legacy.

Bollywood's 25-year ride has brought together sights and sounds: from the moving "All is well!" resonating in hostel rooms after 3 Idiots to the eerie silence of a black screen that followed Andhadhun, from the empowering "Chak De! India!" on fields of play to the nostalgic hum of "Yeh Jo Des Hai Tera" in Swades. Hindi cinema has continued to redefine itself, providing cultural mavericks, favourite festivals, or mass entertainment. The rebelliousness in Rang De Basanti has demonstrated that Bollywood has represented artistry with impact.

Across these 25 years, films have generated social conversations (Badhaai Ho has confronted taboos about middle-aged pregnancy), championed new voices (Masaan, Queen), and celebrated timeless love in Veer Zaara. This time links legacies of past classics and more recent masterpieces, with each film ultimately demonstrating the power to do more, not only in keeping an audience, but also to influence an evolving legacy of Hindi cinema.

Consider 3 Idiots, a movie that inspired us to laugh at the ridiculousness of our education system, while at the same time made us cry with remorse. Or Queen, where a timid girl from Delhi danced her way through heartache, and on to self-love. Or Dangal, where a Haryanvi dad trained his daughters to pin down patriarchy, quite literally.

Here's a ranking of the 25 Hindi films that have shaped, reshaped, and memorialised Bollywood storytelling over the last twenty-five years. Each a reel of our celluloid tapestry, they formed the body of India's film industry.

25. Omkara (2006)
Vishal Bhardwaj's Omkara is a raw, politically charged take on Shakespeare's Othello, grounded in rural Uttar Pradesh. It takes out royal courts and replaces them with a muddy, caste-ridden, power-driven, and lawless political landscape that makes betrayal visceral. Ajay Devgn as Omkara, and Saif Ali Khan as the cretinous Langda Tyagi give career-best performances as they lean, unusual aesthetic simplicity and formal daring make up for an ethical deficiency that enriches the play's exploration of unthinking vilification of women. One particularly gut-wrenching scene is when Tyagi deliberately whispers slower and slower into Omkara's ear to manipulate him as he sows insidious seeds of doubt regarding Dolly's fidelity - shot at low light with low-weight, simmering grandeur, it demonstrates Shakespeare with desi heat.

Bhardwaj uses folk music, rustic language, and dusty landscapes that frame the events, to root poetic tragedy into Indian soil: we don't simply inherit Shakespeare, we indigenise. Omakara is violent, tragic and brilliant; and as a bold game-changer, Hindi cinema's commitment to literature, realism and performance, multi-centred as relationships were of transcultural influences, it is still one of the boldest reinterpretations of a Western classic in Bollywood.

24. Jaane Jaan (2023)
Sujoy Ghosh's Jaane Jaan, which is based on Keigo Higashino's novel 'The Devotion of Suspect X', is Kareena Kapoor Khan's OTT debut with a bang. Set in the enigmatic, foggy lanes of Kalimpong, the film follows Maya, played by Kareena, a mother trying to cover up a murder. The wonderful twist in the story is Maya's bumbling, math-obsessed neighbour (Jaideep Ahlawat), who provides emotional depth through his devotion and sacrifice.

One of the many powerful moments in this film occurs when he solves a complicated math problem on the blackboard and then breaks down, reasoning that he cannot figure out love and guilt. This moment is subtle and devastating, and superbly acted. In Jaane Jaan, Ghosh keeps the tension high while allowing the characters to breathe. This is not a simple whodunnit; it's a "why-did-they-do-it." Through the cloudy images, along with complex emotional threads of desire and loss, Jaane Jaan asserts that Indian thrillers on OTT can be intelligent, brooding, and emotionally stimulating.

23. Laapataa Ladies (2024)
Written and directed by Kiran Rao, Laapataa Ladies is a lively and sharp dramedy set in rural India. The narrative begins with a very amusing premise; two newlywed brides, veiled and indistinguishable on a train, get switched, which sets in motion a large chain of comedic chaos and social posturing. The film adeptly uses this comical confusion as a device to discuss gender roles, liberation, and the insanity of patriarchy.

One of the most memorable scenes in the film is when one of the “lost” brides, Phool, lifts her veil and begins to experience life on her terms, gets a job and claims her own identity. The moment is just as comical as it is liberating. With its folksy humour, earthly setting, and witty writing, the film feels light, but it lands hard. It is a film about finding the right bride, but it is more about women finding themselves. Laapataa Ladies reminds us that sometimes a simple story, and told simply, can carry a revolution in its laughter.

22. Masaan (2015)
Calm. Lyrical. Heartbreaking. Masaan is a film that continues to resonate with viewers long after the final credits roll. The narrative unfolds in Varanasi, within two narratives: the story of caste and love, and the narrative entangled with guilt and grief. The cremation ghat is both a setting and a symbol. A particularly touchstone moment is Deepak silently weeping along the Ganga for having lost both his love and innocence. A bunch of emotions are distilled into those tears. Vicky Kaushal acts the emotional chaos with extraordinary nuance, remarkable depth, exploding onto Indian cinema’s screen with unbridled disdain for tired tropes. Neeraj Ghaywan’s direction and Varun Grover’s writing were a moment of raw and visceral honesty in Indian cinema that is undoubtedly rare.

21. Taare Zameen Par (2007)
"Every Child Is Special." Aamir Khan took a phrase and turned it into a lifeline for untold children and parents. Taare Zameen Par follows Ishaan, a dyslexic boy who is misunderstood by everyone, until a new art teacher enters his life. The scene where Ishaan paints a picture of Nikumbh, depicting him as a saviour, swooping in with wings, is enough to break any hardened heart. It completely altered how Indian schools, families, and even the filmmakers themselves regard learning differences. Sensitively made, beautiful, and required-it was not just a film, it was a mirror.

20. Veer Zaara (2004)
A cross-border romance in passion, verse, and nationalism. Veer-Zaara is Yash Chopra's last love letter to the idea of love that is potentially non-nationalistic. Veer, played by Shah Rukh Khan, and Zaara, played by Preity Zinta, experience a love that overcomes decades, prison, and borders. The courtroom monologue, where Veer confesses that he was silent all those years to protect Zaara's name, still gives one shivers. Written by Javed Akhtar and with music by Madan Mohan, every scene is full of old-school Bollywood romance, where each gaze is pregnant with meaning. It made audiences cry, sing, and consider the idea of timeless love.

19. Gangs of Wasseypur (2012)
Anurag Kashyap's Gangs of Wasseypur is not merely a film — it is a sprawling, sanguinary epic that changed the course of crime cinema in India. It chronicles decades of violence and rivalry between warring crime families in Dhanbad via revenge, politics, the coal mafia, and pitch-black comedy, particularly through the lens of Sardar Khan's (Manoj Bajpayee) unexpected ambush at the petrol pump, one of the sequences in Wasseypur filled with bullets, enemies encroaching, and Faizal's trajectory toward violence is delivered.

What makes Gangs of Wasseypur indelible is its wild tonal shift — one address is spine-chilling, the other riotously funny. The boldness in swearing, the unapologetic and unvarnished storytelling, and an indelible soundtrack of songs, with "Keh Ke Lunga" blowing up the idea of "Bollywood gangster" types. Gangs of Wasseypur gave such memorable characters, lines, and a gritty, pulpy aesthetic that has influenced innumerable filmmakers since. A mere cult classic? Hardly. Gangs of Wasseypur is a cinematic milestone.

18. Lipstick Under My Burkha (2016)
Lipstick Under My Burkha is audacious, subversive and unapologetically feminist. Alankrita Shrivastava's film portrays the covert lives of four women—a college student, a housewife, a beautician, and a widow—who each grapple with their iterations of patriarchy. One of the most powerful scenes in the film is when Usha Buaji, the older widow, secretly reads erotic novels featuring male lust and is also turned on by her swimming instructor's physique.

The shock does not come from the nudity or scandalousness, but from the portrayal of a female who 'wants' — in a country where we prefer to pretend female desire does not exist—especially in older women. Through laughter, rebellion, and a bit of lipstick, the film triumphantly knocks trepidation around sexuality, freedom, and respectability out of the park. Though it wasn't without censorship issues, Lipstick Under My Burkha emerged as a cult favourite when we needed it for its honesty and tenacity. It does not scream revolution; it whispers it, with knowing glances, and stories we prefer to calm people down by burying under silence and shame.

17. Sardar Udham (2021)
Sardar Udham, directed by Shoojit Sircar, is not your usual biopic. It is quiet, meditative, and deeply political. It follows the journey of Udham Singh, the man who assassinated Michael O’Dwyer in revenge for the Jallianwala Bagh massacre. Vicky Kaushal plays him with quite a bit of hammer-like fury and aching restraint. The scene in the film that defines it comes relatively late in the movie, where we sit through a gruelling, 30-minute-long sequence of the Jallianwala Bagh massacre. There are no background scores or dialogues. Instead, we get just the sound of bodies, panic and silence.

What we get to experience is quite unrelenting and necessary. In that moment, violence is redefined, as only cinema can do. Sircar's film was not only a break from jingoism but also an examination of the cost of colonial trauma, with a surprising degree of empathy. The film's central questions interrogate memory, justice, and what it takes for a man to become a revolutionary. Sardar Udham is not simply boliticised at the level of the bullet, but rather at the level of the wound that demanded it.

16. Pink (2016)
Pink is a taut courtroom drama that powerfully confronts India's casual sexism and victim-blaming culture. Three working women have been sexually assaulted and then are vilified for defending themselves. An unlikely ally -- a retired, ill lawyer (Amitabh Bachchan) -- intervenes. The film stops short of resolving the question of women's rights with a straight-up statement, but its central message comes through in Bachchan's blunt court declaration: "No means no." But the most powerful moment is in his final argument, which deconstructs all the social tropes used against women.

The absence of a score, the quiet in the courtroom and the gravitas of each spoken word create a decisive moment. Pink isn't just about justice; it is asking us to unlearn centuries of bias. It is asking us to begin calling out the moral rot concealed by "character certificates." Directed by Aniruddha Roy Chowdhury, it was more than a movie: it was a cultural shock that forced the audience to confront the uncomfortable but necessary conversations around consent and agency.

15. Tumbbad (2018)
Tumbbad combines folklore, horror, and greed in a visually stunning and disturbing way. The story covers the life of Vinayak and his obsession with an ancestral treasure, buried for decades, in a rain-drenched, cursed village in Maharashtra. The film uses mythology to explore human hunger, including not only for material gold, but also for more than what life offers. An exemplary scene shows Vinayak descending into the womb-shaped vault that is Hastar's cave for the first time. The deafening silence, red glowing light, and god like creature grabbing flour, choosing to ignore gold, is a strangely symbolic scene.

Although it may have been creepy, this moment holds significance in its unrestrained desire for the inherited sin. Rahi Anil Barve's direction, combined with a rich and textured sound design, reinforces the mythic-horror aspects of Tumbbad to create an allegorical cinema that transcends typical Bollywood horror, where the experience still looms after the lights have dimmed.

14. The Lunchbox (2013)
There is something to be said for romances that never touch us; The Lunchbox is one example of a finely-crafted story of connection through misdirected food. Saajan (Irrfan Khan), a solitary widower, and Ila (Nimrat Kaur), a neglected housewife, find themselves in a gentle epistolary relationship at both their lunches. Saajan's thoughtful pause as he reads her note alongside bites of spiced cauliflower — and the soft smile he gives the note, it's small but utterly huge. Ritesh Batra's film is a slow simmer, like the food it celebrates. It reminds us that love, like flavour, is often expressed in the details.

13. Lakshya (2004)
What makes a slacker a soldier? Lakshya tracks this transformation in one of the most understated performances by Hrithik Roshan. Set against the backdrop of the Kargil War, it is a very personal tale of purpose. The sequence of rock climbing, in which Karan and his unit scale a cliff for an ambush on enemies—with Shankar-Ehsaan-Loy's "Kandhon Se Milte Hain Kandhe" playing as the backdrop—will give you all the feels. Farhan Akhtar transitions between emotional moments and the tension of being in the war zone seamlessly, and he makes Lakshya not just a war film but an exploration of the process of becoming.

12. Talvar (2015)
Talvar is a razor-sharp, Rashomon-style film of the real-world Aarushi Talwar murder case, also known as the 2008 Noida double murder case. Directed by Meghna Gulzar and scripted by Vishal Bhardwaj, the film offers three opposing versions of what happened to a teenage girl and her family's domestic help, who were found murdered. Irrfan Khan plays Ashwin Kumar, a detective grappling with sharp intelligence and human frustration. The most striking scene is the concluding roundtable dialogue between officials as they recite competing versions, much like a chess game, defending flawed cases.

The absurdity, politics and biases exposed in that room struck me harder than any courtroom soliloquy. Talvar didn't even attempt to solve the mystery; it exposed the absolute dysfunctionality of the justice system. It is barbed but restrained, with Irrfan presenting one of his most quietly seething performances. It left the audience fuming, disturbed and doubting everything they knew about justice.

11. Kahaani (2012)
Sujoy Ghosh's Kahaani revolutionised the thriller genre in Bollywood. Vidya Balan is mesmerising as Vidya Bagchi, a pregnant woman lost in the teeming streets of Kolkata on the hunt for her missing husband. In a final twist, when Vidya reveals that she was never pregnant and everything was part of a thoroughly planned revenge, the whole experience changes entirely.

Ghosh excels at misdirection. The Durga Puja festival, woven through the narrative, serves as Vidya's inner strength, which was shot entirely during a real crowd for the festival. One unforgettable shot is of Vidya walking through the merry crowd whilst the idol of Goddess Durga is being immersed in the river. This is symbolism, poetry, and satisfaction. The film's efficient editing and carefully plotted screenplay, which received the National Awards for Best Editing & Best Screenplay(Original), and haunting score make it extremely rewatchable. Kahaani is more than a suspense thriller; it is a lesson on how to surprise audiences whilst still being emotionally weighty.

10. Haider (2014)
Vishal Bhardwaj's Haider is a mesmerising retelling of Shakespeare's 'Hamlet' in the nightmarish landscape of Kashmir. The psychological and political nightmare begins as Haider (Shahid Kapoor) returns home to find his father gone and his mother (Tabu) emotionally tied to his uncle. The pinnacle of the film is the "Bismil" song, which is a flamboyant, extravagant, hypermasculine breakdown at his uncle's wedding. But it is not just a music number; this is a horrific Shakespearean soliloquy hidden in dance and symbolism as it takes place in a decaying fort that parallels Haider's internal decay.

Tabu's performance as Ghazala in "Haider" has been described as one of her best performances. She plays a complex, conflicted "half-widow" and mother whose husband is absent, whose brother-in-law is scheming against her, and whose son, Haider, has feelings for her. Shahid Kapoor is at his best, giving an incredible performance of his life where he moves between madness, grief, and rebellion. The film is stitched together by themes of insurgency, betrayal, and identity in an incredibly lyrical way. Haider is a beautiful adaptation in the visual sense and has a highly tight script; Hamlet's tragedy has transformed into Kashmir's pain. And it is solidly masterful as an adaptation, and awful because it won't allow you to breathe.

9. Udaan (2010)
Vikramaditya Motwane’s Udaan is a raw coming-of-age film, an intimate portrayal of teenage rebellion against patriarchy and abuse. Rohan, a disillusioned teenager expelled from boarding school, arrives home to a domineering father and a half-brother he barely knows. The scene that most captures the essence of the film is when Rohan escapes physical and emotional abuse in the middle of the night. He doesn’t escape alone, though; he takes his little brother with him, making him his brother's protector. That scene in all of its throbbing silence and piercing defiance encapsulates the incubation of a protector, a writer, and a free spirit. It is a boy’s quiet revolution against a cycle of cruelty. Rajat Barmecha’s performance feels both raw and fractured, and Amit Trivedi’s score drives the theme of ache into the fabric of the film. Udaan is not merely a film; it is a manual for finding freedom when everything is against you.

8. Queen (2014)
No knight in shining armour here — just a girl in her bridal garb, leaving shame behind and exploring the world. Queen follows Rani (Kangana Ranaut), who, after being dumped by her fiancé, takes a honeymoon trip on her own in Europe. Her drunken dance in a Paris club, shaking off years of inhibition, is both funny and liberating. Queen broke gender norms without a bang. It allowed its heroine to grow, stumble, and laugh — all on her terms—a milestone in feminist storytelling.

7. Barfi (2012)
Barfi! is a light-hearted, gentle film about love, disability and the quiet poetry of life. Ranbir Kapoor plays Barfi, a deaf-mute with a sense of mischief and warmth. His world runs parallel to Jhilmil’s, played by Priyanka Chopra, who is autistic. While Barfi! Steers clear of pity and sentimentality, it is about joy, pain and yearning, and why those experiences matter in ways that are undefined and often escaped by society.

One standout scene features Barfi, testing Jhilmil’s faithfulness by pretending to fall asleep on a bench. Jhilmil stays there in silence and concern until Barfi "wakes" again, a simple gesture to signify her fidelity. Pairing Pritam's soulful music with Anurag Basu's lyrical directions, Barfi! Demonstrates how connection unfolds without words. Barfi! also challenged the stigma surrounding disability, and explained that love doesn't have to yell; it can simply be felt, quietly and deeply.

6. Chak De! India (2007)
Chak De! India is more than just a sports film — it's a brilliant and stirring story about identity, redemption, and unity. The story centres around Kabir Khan (Shah Rukh Khan), a once-celebrated member of the Indian men's hockey team branded a traitor, who finds redemption and a second chance by coaching the women’s national team full of underdogs. The locker room speech — “70 minutes hai tumhare paas” — is not only motivational but also a war cry for dignity, respect, and belief. Players like Komal and Preeti reflect India's passion for regionalism. Mary personifies quiet resilience.

Every player showcases parts of India's beautiful story and represents a version of India that largely goes unrepresented in mainstream films. Director Shimit Amin and writer Jaideep Sahni offered us far more than a team to cheer for — they provided us a glimpse into our biases — regional, gendered, and religious. Their movie combined adrenaline with reflection. It showed us that in India, patriotism does not mean chest-thumping but grit, grace, and a hockey stick. It was a victory, but not just a victory; it was vindication.

5. Swades (2004)
Swades isn't just a movie-it is a powerful, understated moral compass. Directed by Ashutosh Gowariker, the storyline centres around Mohan Bhargava (Shah Rukh Khan), a NASA scientist returning to India in search of his childhood nurse, but rediscovering a country he had left behind. At a railway station, Mohan buys a cup of water from a barefoot boy. The moment is so simple - no massive action, no dramatic score, no grand speeches, just a moment of realisation that is unashamedly vivid. It is in that moment that Mohan's bemusement gives way to a broader realisation of inequality and accountability.

Swades replaces the brash noise of nationalism with a quiet and reflective form of it - a sense of patriotism based on compassion and action. A.R. Rahman's musical score skillfully highlights the moments of enthusiasm while letting the emotion dictate the sound. Swades remains one of the most candid accounts of privilege, identity and the 'call' of one's homeland in Bollywood.

4. Lagaan (2001)
Lagaan is an extraordinary work of Indian cinema — a compelling combination of sports, colonialism, and indomitable spirit. Set in a dry village ruled by the British East India Company, the film follows Bhuvan (Aamir Khan), who leads his fellow villagers in an impossible cricket match against their colonial oppressors for their crippling land tax. The final few overs — all dust and nerves, each run feeling like a revolution — remain some of the most exhilarating moments in Bollywood history. But Lagaan is more than just a sports film.

It’s a story of resistance, solidarity, and conviction against the odds. Ashutosh Gowariker’s vision turned a particular premise into a stirring epic. At the same time, Aamir Khan’s decision to produce and star in the film was a gamble that would change the character of Hindi cinema. From its Oscar nomination to its tremendous legacy, *Lagaan* demonstrated that Indian stories, when approached with passion and craft, can be returned to and embraced across the world.

3. Rang De Basanti (2006)
A generation was awakened after watching this film. It used parallel timelines-British colonialism and modern corruption sparked patriotic fervour to levels not recently seen. When DJ and friends took over All India Radio to confess to a political assassination, the camera spun, the hearts raced, and somehow, there was a jolt. The film made cynicism uncool and activism cool. It brought together music, humour, and fury into a combustible mix. A.R. Rahman’s score – particularly, "Luka Chuppi" – layered on grief and idealism. It was a cinematic revolution.

2. Dangal (2016)
Dangal is more than a sports biopic: it is an earthquake in portrayals of gender, grit, and glory. Set in Haryana, the film follows Mahavir Singh Phogat (Aamir Khan), a former wrestler who wants to train his daughters, Geeta and Babita, and take them from tradition and wrestling to glory on the mat. The genuineness of the plot had many standout moments, but the action moment stood out: young Geeta wrestles a male cadet in a sweat-filled, full-contact bout. It’s not just a tussle; it’s a cultural smack to patriarchal norms. In every throw and pin that Geeta bestowed on her opponent, she showcased a new dimension of the fight.

Nitesh Tiwari’s film drew on that extraordinary introduction of authenticity. Still, it delivered great emotion with attention to the strain, sweat, and blood of the battles, but also the expectations of the daughters. It can also be stated that Aamir Khan's physical dedication to portraying the evolution of a puppy-like, pudgy, duped wrestler, to become the chiselled and outstanding athlete that he portrayed was noteworthy. Yet, it was the spirit of the story, and the subtle and quiet climb of rebellion in each of the daughters' wins, that would have the most significant impact. Dangal had winners and medals on the screen. But it was also winners and medals in living rooms, classrooms, coaches, and wrestling academies across India.

1. 3 Idiots (2009)
3 Idiots is not only a reflection on the Indian educational system and the pressure cooker culture it generates. Rajkumar Hirani’s film follows three engineering students, Rancho, Farhan and Raju, as they deal with grades, guilt and all the pressures that society puts on students. However, underneath the laughter and the college pranks is a profound commentary on rote learning, parental pressure and the pursuit of success without meaning.

The most unforgettable scene, where the trio helps Mona deliver a baby using their engineering brain power, while chanting "All is well", embodies the essence of the film (in a sense, a philosophy): jugaad, hope, and a means of thinking beyond the textbook. Aamir Khan’s Rancho became a beacon of rebellion with a purpose, encouraging students to honour their passions rather than succumb to pressures imposed by parents and society. 3 Idiots was not just one of the highest-grossing films of all time. It transcended the box office, invading classrooms, family mealtimes, and policy discussions in a way no film had ever done before. It was quirky, sincere, sometimes painfully emotional, and quietly radical. 3 Idiots did not just speak to students; it rattled the very system that was there to keep them on a defined path.


The Legacy: How These Films Shaped Bollywood

These 25 films are not just milestones; they are also indicators of how Bollywood has expanded, interrogated itself, and led change. Culturally, films like 3 Idiots, Dangal, and Chak De! India started conversations across the country about what matters - an inordinate pressure-cooker education system, gender roles in sports, and how the collective aspiration of a population can mobilise them. They were not merely stories; they were reflections of how society behaves.

On the storytelling front, there has been an incredible shift. The undeniably unpredictable thrills of Andhadhun, or the idiosyncratic nature of Queen, these films forced and expanded genre, narrative form, and what Hindi cinema could be. Some of these films catalysed larger movements. Badhaai Ho challenged ageist and moral taboos in an Indian household, Queen quietly became an anthem of female independence, and Rang De Basanti ignited a generation sharing that dissent is patriotism.

And at the centre of it all were performances that will not be forgotten- Shah Rukh Khan, layered with so much gravitas in Swades and Chak De! India, Priyanka Chopra's phenomenal Jhilmil, Aamir Khan's shape-shifting brilliance across Lagaan, 3 Idiots and Dangal or Tabu's brilliant villainous essence in Andhadhun, weren't just performances; they became reference points for what acting could even do. And all of these films are indelible.

While others have popped, some have gone quiet to sit in the recesses of memory and consciousness, but none are forgotten. They encapsulated experiences in India's journey, they provoked discussions we never realised we needed, and have proven time and again that when Bollywood gets it together, it is not just entertainment, it is moving, it is challenging and it can entirely alter or create the tertiary experience of a large number of individuals' perception of the world.


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