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Once Upon a Time in Hollywood IMAX Re-Release Set for Oct 30 as Cliff Booth Sequel Trailer Debuts

Brad Pitt as stuntman Cliff Booth in Quentin Tarantino's Once Upon a Time in Hollywood

Quentin Tarantino’s Once Upon a Time in Hollywood is returning to theaters in IMAX on October 30, 2026 — and the timing is no accident. The special re-release arrives in the wake of the trailer debut for The Further Mis-Adventures of Cliff Booth, the David Fincher-directed sequel that puts Brad Pitt’s Oscar-winning stuntman back on the big screen.

The IMAX re-release

According to ScreenRant’s report on October 18, the IMAX re-release of Once Upon a Time in Hollywood is set for October 30 — just in time for Halloween weekend. The re-release comes after the trailer debut for its sequel, titled The Further Mis-Adventures of Cliff Booth, which sees Pitt and Timothy Olyphant reprising their roles in a story set eight years after the first film.

The original 2019 film was a major success: it grossed over $378 million worldwide against a reported $90 million budget, scored a career-best opening weekend for Tarantino at $41.08 million, earned 10 Academy Award nominations, won Pitt the Best Supporting Actor Oscar and took home Best Production Design. It holds an 86% rating on Rotten Tomatoes and launched a new generation of stars including Austin Butler, Margaret Qualley, Sydney Sweeney and Mikey Madison, per ScreenRant.

The Cliff Booth sequel: what the trailer revealed

Netflix shared the first trailer for The Further Mis-Adventures of Cliff Booth, and it offers a deeper look at the Fincher-directed follow-up, which takes place in 1977 — eight years after the history-altering events of the original, per the trailer coverage.

In the sequel, Pitt’s Cliff Booth is no longer a stunt double for Rick Dalton. As Netflix put it: “Brad Pitt returns as Cliff Booth, only this time it’s 1977 and it’s a very different Hollywood.” Booth now freelances as a “studio fixer,” and when a character asks what ended his engagement with Dalton, he quips: “Oh, Rick got too fat for me to double him anymore.” Leonardo DiCaprio does not return as Rick Dalton.

The trailer, soundtracked to Led Zeppelin’s “Rock and Roll,” opens at the Beverly Cinema — owned by Tarantino since 2007 — and shows Booth hopping from movie theaters to bars to demolition derbies, with axe-yielding hitmen, bags of money and Tarantino-esque gangsters, according to the Rolling Stone report republished by Webnewswire.

Official Netflix trailer frame for Once Upon a Time in Hollywood sequel The Further Mis-Adventures of Cliff Booth
A frame from Netflix’s official trailer for The Further Mis-Adventures of Cliff Booth, which hits IMAX theaters November 25 and Netflix December 23. Photo: Netflix (via Polygon)

The cast and crew

Timothy Olyphant reprises his role as real-life Western actor James Stacy. The new ensemble includes Scott Caan, Elizabeth Debicki, Yahya Abdul-Mateen II, Peter Weller, Carla Gugino, Holt McCallany and JB Tadena, per Netflix’s synopsis.

Behind the camera, the pedigree is striking. Tarantino wrote the screenplay but handed it to Fincher, who reunites with Pitt after Seven, Fight Club and The Curious Case of Benjamin Button. Tarantino explained on “The Church of Tarantino” podcast in August 2025 that he stepped back from directing because “I love this script, but I’m still walking down the same ground I’ve already walked” — and his self-declared final 10th feature “needs to feel fresh.” The film is produced by Pitt alongside David Heyman, Ceán Chaffin and Stacey Sher, with cinematography by Erik Messerschmidt, per Hypebeast’s trailer coverage.

Netflix picked up Tarantino’s script in April 2025, and filming ran from July 2025 through January 2026 across California, with crews rebuilding 1970s-era sets in Highland Park, according to ComicBasics. The production quickly turned into one of the streamer’s biggest theatrical bets yet — Netflix is giving the film a full IMAX run, a notable commitment for a company whose films typically land on the service within weeks.

Timothy Olyphant as James Stacy in Once Upon a Time in Hollywood
Timothy Olyphant reprises James Stacy in The Further Mis-Adventures of Cliff Booth; Leonardo DiCaprio does not return. Photo: Sony Pictures (via Collider)

Why the original still matters

Beyond the box office and the Oscars, Once Upon a Time in Hollywood reshaped how studios think about star-driven period pieces. Its $41.08 million debut was a career-best opening weekend for Tarantino, and its revisionist 1969 Hollywood — part fairy tale, part elegy — gave breakout moments to Austin Butler, Margaret Qualley, Sydney Sweeney and Mikey Madison, all of whom have since become box office fixtures, per ScreenRant. That long tail of goodwill is exactly what Netflix and Sony are banking on with the October 30 re-release.

When to watch

The Further Mis-Adventures of Cliff Booth opens in IMAX theaters on November 25, 2026, before premiering on Netflix on December 23, 2026 — making the October 30 IMAX re-release of Once Upon a Time in Hollywood a perfect warm-up for fans who want to revisit 1969 Hollywood before jumping ahead to 1977 with Cliff Booth.

FAQ

When is the Once Upon a Time in Hollywood IMAX re-release?

The IMAX re-release is set for October 30, 2026, per ScreenRant’s October 18 report — Halloween weekend.

What is The Further Mis-Adventures of Cliff Booth?

It is the David Fincher-directed sequel to Once Upon a Time in Hollywood, with a screenplay by Quentin Tarantino. Brad Pitt returns as Cliff Booth, Timothy Olyphant returns as James Stacy, and the story is set in 1977, eight years after the original.

When does the Cliff Booth sequel come out?

The film opens in IMAX theaters on November 25, 2026, and premieres on Netflix on December 23, 2026.

Did Once Upon a Time in Hollywood win any Oscars?

Yes — two. Brad Pitt won Best Supporting Actor for his performance as Cliff Booth, his first competitive acting Oscar, and the film’s crew won Best Production Design. The film received 10 nominations in total.

Who directs the Cliff Booth sequel and why not Tarantino?

David Fincher directs; Tarantino wrote the screenplay but chose not to direct, saying on “The Church of Tarantino” podcast that his 10th feature — which he has said will be his last — needs to feel creatively fresh.

Does Leonardo DiCaprio return for the sequel?

No. DiCaprio does not reprise his role as Rick Dalton; Timothy Olyphant is the only original cast member besides Pitt confirmed to return, joined by a new ensemble including Elizabeth Debicki, Scott Caan and Yahya Abdul-Mateen II.

anurag

anurag is the founder and editor of The Nerdy Humourist, an independent digital news outlet covering the United States and the world — breaking news, entertainment, technology, business, sports, automobiles, and movies.

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