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- Director: Rob Marshall
- Letterboxd user rating: 3.65
- Metascore: 82
- IMDb user rating: 7.1
- Runtime: 113 min

Along with films such as “Moulin Rouge,” this 2002 smash hit was part of a . Following two convicted murderers (Renée Zellweger and Catherine Zeta-Jones) in their pursuit of fortune and fame, it swept through awards season like a tornado. Besides winning Best Picture at the Critics’ Choice Awards, it won for Best Acting Ensemble and Best Supporting Actress (Zeta-Jones).

- Director: Ben Affleck
- Letterboxd user rating: 3.65
- Metascore: 86
- IMDb user rating: 7.7
- Runtime: 120 min

Ben Affleck’s historical drama about a real-life CIA operation defeated movies like “Zero Dark Thirty” and “Silver Linings Playbook” when it was awarded Best Picture and Best Director by the BFCA. It was also nominated for seven Academy Awards, winning three. Despite his victory at the Critics’ Choice Awards, Affleck did not receive an Oscar nomination for Best Director.

- Director: Alexander Payne
- Letterboxd user rating: 3.67
- Metascore: 94
- IMDb user rating: 7.5
- Runtime: 127 min

Winner of five Critics’ Choice Awards, this understated dramedy from Alexander Payne surprised the film industry and . Chronicling the misadventures of two close friends in California’s wine country, it made over . It also won two Golden Globes and an Oscar for Best Adapted Screenplay.

- Director: Kathryn Bigelow
- Letterboxd user rating: 3.70
- Metascore: 95
- IMDb user rating: 7.6
- Runtime: 131 min

Kathryn Bigelow’s depiction of a bomb-disposal sergeant (Jeremy Renner) in Iraq won Best Picture and Best Director at the Critics’ Choice Awards. At the Oscars, she again beat out ex-husband James Cameron and his film “Avatar” in both respective categories. To date, Bigelow remains the only female to have .

- Director: Michel Hazanavicius
- Letterboxd user rating: 3.71
- Metascore: 89
- IMDb user rating: 7.9
- Runtime: 100 min

Critics were near universal in their acclaim of this black-and-white dramedy, which unfolds in the style of a silent era film. After winning three Golden Globes and four Critics' Choice Awards, it scooped up five Oscars out of 10 nominations. Actress of the film, chastising its brief use of music from the Alfred Hitchcock classic.

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- Directors: Danny Boyle, Loveleen Tandan
- Letterboxd user rating: 3.72
- Metascore: 86
- IMDb user rating: 8.0
- Runtime: 120 min

With its harrowing themes and brisk execution, this gripping romantic drama became the . It also swept at the Critics’ Choice Awards, winning in all five categories for which it was nominated. Along with the widespread fanfare came no shortage of controversy, when the film was .

- Director: Ron Howard
- Letterboxd user rating: 3.76
- Metascore: 72
- IMDb user rating: 8.2
- Runtime: 135 min

Ron Howard’s biopic of mathematician John Nash , but audiences and critics loved it, anyway. Stars Russell Crowe and Jennifer Connelly took home top honors at the Critics’ Choice Award, where the film also won for Best Picture and Best Director. Connelly won an Academy Award for Best Supporting Actress, with Crowe losing out to Denzel Washington of “Training Day.”

- Director: Ang Lee
- Letterboxd user rating: 3.79
- Metascore: 84
- IMDb user rating: 7.6
- Runtime: 136 min

At the first-ever Critics’ Choice Awards, this beloved adaptation won for Best Picture and Best Screenplay. The screenplay was written by British actress Emma Thompson, who starred in a lead role. She also won both an Oscar and a Golden Globe for Best Adapted Screenplay.

- Director: Guillermo del Toro
- Letterboxd user rating: 3.80
- Metascore: 87
- IMDb user rating: 7.3
- Runtime: 123 min

Before winning big at the Oscars, this unconventional tale of forbidden romance racked up four Critics’ Choice Awards out of a whopping 14 nominations. , the ceremony also handed out awards to female-driven stories such as “Wonder Woman,” “Three Billboards Outside Ebbing, Missouri,” “Big Little Lies,” and “The Handmaid’s Tale.” Sally Hawkins was nominated for Best Actress while “Wonder Woman” star .

- Director: Richard Linklater
- Letterboxd user rating: 3.80
- Metascore: 100
- IMDb user rating: 7.9
- Runtime: 165 min

Famously filmed over the course of 12 years, this coming-of-age drama chronicles the life of a young boy named Mason (Ellar Coltrane). It took home the Critics' Choice Award for Best Picture over a host of critical and commercial darlings, including "Whiplash," "Birdman," and "The Imitation Game." Star Patricia Arquette won not just a Critics' Choice Award, but also an Oscar and a Golden Globe for Best Supporting Actress.

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- Director: David Fincher
- Letterboxd user rating: 3.88
- Metascore: 95
- IMDb user rating: 7.7
- Runtime: 120 min

This grim account of Facebook’s origins was a massive hit amongst audiences and critics alike. It won four Critics’ Choice Awards, including Best Picture, Best Director, Best Adapted Screenplay, and Best Score. That was two short of Christopher Nolan’s “Inception,” which on the same night.

- Director: Ridley Scott
- Letterboxd user rating: 3.94
- Metascore: 67
- IMDb user rating: 8.5
- Runtime: 155 min

After going six-for-six at the Critics’ Choice Awards, this epic adventure took home five Oscars. Set during Roman times, it follows a former general (Russell Crowe) as he seeks revenge on the emperor (Joaquin Phoenix) who betrayed him. Bringing the film to life are stellar performances, dramatic themes, and expertly paced action sequences.

- Director: Damien Chazelle
- Letterboxd user rating: 3.98
- Metascore: 93
- IMDb user rating: 8.0
- Runtime: 128 min

Riding in on a wave of success, this modern-day musical won eight Critics’ Choice Awards out of 12 nominations. That paved the way for a similarly triumphant night at the Academy Awards, though it lost to “Moonlight” in the Best Picture category. Awash with iconic song-and-dance numbers, it tells the story of two ambitious entertainers (Emma Stone and Ryan Gosling) in the city of dreams.

- Director: Tom McCarthy
- Letterboxd user rating: 3.98
- Metascore: 93
- IMDb user rating: 8.1
- Runtime: 129 min

A slate of top talent helped this gripping drama take home the Critics’ Choice Award for Best Acting Ensemble, besides Best Picture and Best Screenplay. Sticking closely to the facts, it follows Boston Globe reporters as they uncover a long-running scandal within the Catholic Archdiocese. At the same ceremony, actors Leonardo DiCaprio and Brie Larson won awards for their respective roles in “The Revenant” and “Room.”

- Director: Ang Lee
- Letterboxd user rating: 4.0
- Metascore: 87
- IMDb user rating: 7.7
- Runtime: 134 min

The secret romance between two cowboys was a big hit both at the box office and during the awards season. Representing a rare tie, star Michelle Williams and actress Amy Adams (of "Junebug") both won the Critics' Choice Award for Best Supporting Actress. As a special tribute, the ceremony for his work on "Good Night, and Good Luck."

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- Director: Curtis Hanson
- Letterboxd user rating: 4.02
- Metascore: 90
- IMDb user rating: 8.2
- Runtime: 138 min

More than a commercial hit, this gritty noir was the . It fared less well at the Oscars, where James Cameron’s “Titanic” was the night’s big winner. Based on James Ellroy’s pulpy novel, it tells a story of dirty cops and devious dames in 1950s Los Angeles.

- Director: Sam Mendes
- Letterboxd user rating: 4.03
- Metascore: 84
- IMDb user rating: 8.3
- Runtime: 122 min

Long before he stunned critics with “1917,” director Sam Mendes explored desire and depression in modern suburbia. After taking home three Golden Globes and three Critics’ Choice Awards, the movie won five Oscars. Between its lead star (Kevin Spacey) and illicit subject, file this one under “films that could never be made today.”

- Director: Steve McQueen
- Letterboxd user rating: 4.06
- Metascore: 96
- IMDb user rating: 8.1
- Runtime: 134 min

Steve McQueen’s unflinching biopic defeated films like “American Hustle” and “Gravity” when it won Best Picture at the Golden Globes, Critics’ Choice Awards, and Oscars. It depicts 12 years in the life of Solomon Northup (played by Chiwetel Ejiofor), a Northern man who was kidnapped and then sold into Southern slavery. Co-star Lupita Nyong'o won both a Critics’ Choice Award and an Academy Award for Best Supporting Actress.

- Director: Alfonso Cuarón
- Letterboxd user rating: 4.15
- Metascore: 96
- IMDb user rating: 7.7
- Runtime: 135 min

Having previously (though not Best Picture), director Alfonso Cuarón was no stranger to the ceremony by 2019. Faring almost as well, this semi-autobiographical black-and-white film took home four honors out of eight nominations. It became the first Netflix film to win Academy Awards in the categories of Best Director, Best Cinematography, and Best Foreign Film.

- Director: Martin Scorsese
- Letterboxd user rating: 4.17
- Metascore: 85
- IMDb user rating: 8.5
- Runtime: 151 min

This star-studded crime saga earned Martin Scorsese his second Critics' Choice Award for Best Director, and a long overdue Oscar in the same category. Set in Boston, it finds a cop (Leonardo DiCaprio) and criminal (Matt Damon) going undercover on opposite sides of the law. In 2019, Scorsese wowed the BFCA yet again with his work on "The Irishman."

- Director: Steven Spielberg
- Letterboxd user rating: 4.17
- Metascore: 91
- IMDb user rating: 8.6
- Runtime: 169 min

It might seem like a front-runner in retrospect, but this acclaimed war drama was up against some serious competition at the fourth Critics’ Choice Awards. Among the other Best Picture nominees was “Shakespeare in Love,” which ended up taking home the top honor at the Oscars. Spielberg and frequent collaborator John Williams also won Critics’ Choice Awards for Best Director and Best Composer, respectively.

- Directors: Joel Coen, Ethan Coen
- Letterboxd user rating: 4.23
- Metascore: 85
- IMDb user rating: 8.1
- Runtime: 98 min

Only the Coen brothers could have crafted this idiosyncratic dramedy, about murder and betrayal in small-town Minnesota. Actress Frances McDormand won both a Critics’ Choice Award and an Oscar for her performance as police Chief Marge Gunderson. A TV series adaptation has won eight Critics’ Choice Awards over the course of its three seasons.

- Directors: Ethan Coen, Joel Coen
- Letterboxd user rating: 4.27
- Metascore: 91
- IMDb user rating: 8.1
- Runtime: 122 min

Adapting a novel by Cormac McCarthy, the Coen brothers turned in yet another critical darling. Unlike some predecessors, this one was also a . It won three Critics’ Choice Awards on its way to the Oscars, where it took home four major awards.

- Director: Peter Jackson
- Letterboxd user rating: 4.34
- Metascore: 94
- IMDb user rating: 8.9
- Runtime: 201 min

Peter Jackson’s original “The Lord of the Rings” trilogy concluded on a truly epic note, eventually raking in . After earning four Critics’ Choice Awards out of four nominations, it similarly swept at the Oscars and its 11 wins. Some of the acclaimed films it defeated that year were “Lost in Translation,” “Mystic River,” “Seabiscuit,” and “Cold Mountain.”

- 1917
- Ford v Ferrari
- The Irishman
- Jojo Rabbit
- Joker
- Little Women
- Marriage Story
- Once Upon a Time in Hollywood
- Parasite
- Uncut Gems

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