Movies like The Five Obstructions (2003)
The best movies like The Five Obstructions (2003) are Obi-Wan Kenobi: A Jedi's Return (2022), The Walking Dead: The Return (2024) and Being James Bond (2021). If The Five Obstructions hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMaking Squid Game: The Challenge (2023)8.0/10 from 241 votes
- NewestUntold: Chess Mates (2026)Released 2026
Obi-Wan Kenobi: A Jedi's Return (2022)
This special explores the return of Obi-Wan Kenobi and Anakin Skywalker to the screen, as well as Ewan McGregor and Hayden Christensen to their classic roles. Director Deborah Chow leads the cast and crew as they create new heroes and villains that live alongside new incarnations of beloved Star Wars characters, and an epic story that dramatically bridges the saga films.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Walking Dead: The Return (2024)
Stars of "The Walking Dead," Andrew Lincoln and Danai Gurira, walk down memory lane and visit iconic locations where pivotal moments between their characters, Rick and Michonne, were filmed.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisBeing James Bond (2021)
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in conversation with 007 producers, Michael G Wilson and Barbara Broccoli.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisWaking Sleeping Beauty (2010)
By the mid-1980s, the fabled animation studios of Walt Disney had fallen on hard times. The artists were polarized between newcomers hungry to innovate and old timers not yet ready to relinquish control. These conditions produced a series of box-office flops and pessimistic forecasts: maybe the best days of animation were over. Maybe the public didn't care. Only a miracle or a magic spell could produce a happy ending. Waking Sleeping Beauty is no fairy tale. It's the true story of how Disney regained its magic with a staggering output of hits - "Little Mermaid," "Beauty and the Beast ," "Aladdin," "The Lion King," and more - over a 10-year period.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisJaws @ 50: The Definitive Inside Story (2025)
The authorized documentary celebrating the film that redefined Hollywood, 50 years after its premiere. Featuring rare archival footage and interviews with acclaimed Hollywood directors alongside Steven Spielberg, top shark scientists, and conservationists, the film uncovers the behind-the-scenes chaos and how the film launched the summer blockbuster, inspired a new wave of filmmakers, and paved the way for shark conservation that continues today.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisSeduced and Abandoned (2013)
SEDUCED AND ABANDONED combines acting legend Alec Baldwin with director James Toback as they lead us on a troublesome and often hilarious journey of raising financing for their next feature film. Moving from director to financier to star actor, the two players provide us with a unique look behind the curtain at the world's biggest and most glamourous film festival, shining a light on the bitter-sweet relationship filmmakers have with Cannes and the film business. Featuring insights from directors Martin Scorsese, 'Bernando Bertolucci' and Roman Polanski; actors Ryan Gosling and Jessica Chastain and a host of film distribution luminaries.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisBlackfish (2013)
Notorious killer whale Tilikum is responsible for the deaths of three individuals, including a top killer whale trainer. Blackfish shows the sometimes devastating consequences of keeping such intelligent and sentient creatures in captivity.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisSpider-Man: All Roads Lead to No Way Home (2022)
JB Smoove and Martin Starr host a celebration of 20 years of "Spider-Man" movies, from the Sam Raimi trilogy to Marc Webb's movies and the trio from Jon Watts.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisMarvel Studios Assembled: The Making of Black Panther: Wakanda Forever (2023)
Follow the production of “Black Panther: Wakanda Forever” as the cast and crew take on the incredible challenge of remembering T’Challa with a chapter befitting the late king. Through intimate behind-the-scenes footage and interviews, watch Shuri take on the mantel of Wakanda’s hero and face a new foe from the ocean’s depths in Namor.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisMarvel Studios Assembled: The Making of Doctor Strange in the Multiverse of Madness (2022)
Join visionary director Sam Raimi and the cast of the film as they recount their experiences bringing Marvel’s darkest story to life. From world-building to universe-building, hear first hand accounts from the cast and crew on what it took to design, create and make each universe unique and believable.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMarvel Studios Assembled: The Making of Eternals (2022)
Join director Chloe Zhao and the Cast of Eternals as they recount their experiences during the making of Marvel Studios’ most ambitious film to date. Discover how the ensemble cast felt stepping into their roles, filming in remote locations, and creating bonds that would help to create the on-screen relationships that span over 7,000 years.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMarvel Studios Assembled: The Making of Hawkeye (2022)
Join the likes of Jeremy Renner, Hailee Steinfeld, Florence Pugh, and Vincent D’Onofrio as they reveal how Marvel Studios’ “Hawkeye” was conceived and created. Witness firsthand what it took to pull off the show’s pulse-pounding action set pieces, and discover how iconic characters from the pages of Marvel Comics such as Kate Bishop were adapted and brought to life for the six-episode series.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this14 Peaks: Nothing Is Impossible (2021)
In 2019, Nepalese mountain climber Nirmal “Nims” Purja set out to do the unthinkable by climbing the world’s fourteen highest summits in less than seven months. (The previous record was eight years). He called the effort “Project Possible 14/7” and saw it as a way to inspire others to strive for greater heights in any pursuit. The film follows his team as they seek to defy naysayers and push the limits of human endurance.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Last Repair Shop (2024)
In a warehouse in the heart of Los Angeles, a dwindling handful of devoted craftspeople maintain more than 80,000 student musical instruments, the largest remaining workshop in America of its kind. Meet four unforgettable characters whose broken-and-repaired lives have been dedicated to bringing so much more than music to the schoolchildren of this city.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisUntold: Chess Mates (2026)
Magnus Carlsen, widely regarded as the greatest chess player of all time, is challenged by Hans Niemann, a rising star who capitalizes on the meteoric growth of online chess. Niemann’s ascension culminated in an epic, controversy-shrouded victory over Carlsen at the 2022 Sinquefield Cup, which eventually led to allegations and revelations of cheating. Determined to clear his name, Niemann fights his way back to the top of the chess world, setting the stage for a high-stakes rematch with Carlsen in 2024.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisHyperNormalisation (2016)
We live in a world where the powerful deceive us. We know they lie. They know we know they lie. They do not care. We say we care, but we do nothing, and nothing ever changes. It is normal. Welcome to the post-truth world. How we got to where we are now…
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCameraperson (2016)
As a visually radical memoir, CAMERAPERSON draws on the remarkable footage that filmmaker Kirsten Johnson has shot and reframes it in ways that illuminate moments and situations that have personally affected her. What emerges is an elegant meditation on the relationship between truth and the camera frame, as Johnson transforms scenes that have been presented on Festival screens as one kind of truth into another kind of story—one about personal journey, craft, and direct human connection.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAvatar: The Deep Dive - A Special Edition of 20/20 (2022)
An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisPumping Iron (1977)
Amateur and professional bodybuilders prepare for the 1975 Mr. Olympia and Mr. Universe contests as five-time champion Arnold Schwarzenegger defends his Mr. Olympia title against Serge Nubret and the shy young Lou Ferrigno.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMaking Squid Game: The Challenge (2023)
Go behind the scenes and witness how the "Squid Game"-inspired reality show transformed from a scripted drama to a cutthroat, nail-biting competition.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisEvery Wall is a Door (2017)
Drawing on VHS tapes of a programme hosted by her mother on Bulgaria’s national television, the filmmaker gives a pop-style and in-depth chronicle of the gentle – even “over-gentle” – 1989 revolution.
Why it matches: Similar story and style · both documentary
Chinese Viola (1975)
The rare short film presents a curious dialogue between filmmaker Julio Bressane and actor Grande Otelo, where, in a mixture of decorated and improvised text, we discover a little manifesto to the Brazilian experimental cinema. Also called "Belair's last film," Chinese Viola reveals the first partnership between photographer Walter Carvalho and Bressane.
Why it matches: Similar story and style · both documentary
Xenoi (2016)
The Greek island of Syros is visited by a series of unexpected guests. Immutable forms, outside of time, aloof observants to human conditions.
Why it matches: Similar story and style · both documentary
On the Various Nature of Things (1996)
Why it matches: Similar story and style · both documentary
La bande à Fifi : plus besoin d'Alibi (2023)
Why it matches: Similar story and style · both documentary
Cole Porter in Hollywood: Satin and Silk (2003)
This documentary short subject details the making of the 1957 MGM musical, "Silk Stockings". Hosted by its star Cyd Charisse, the film gives behind-the-scenes glimpses of how this film was made with interviews by musical director Andre Previn and supporting actress Janis Paige.
Why it matches: Similar story and style · both documentary
Horror Movie: A Low Budget Nightmare (2017)
A filmmaker's lifelong dream quickly becomes his worst nightmare when he attempts to make a low budget horror film about an aborted fetus that seeks revenge on its family.
Why it matches: Similar story and style · both documentary
Somewhere Between New York and LA (2020)
Since he was 18 years old, Blake Eckard has written and directed six feature length films in his hometown of Stanberry, Missouri (population 1186). Aside from a short distribution deal in Canada and a few festival screenings, his movies have largely gone unseen.
Why it matches: Similar story and style · both documentary
Age 12: Love with a Little L (1991)
This film is depicts early lesbian sexuality, using reenacted scenes from the experience of a 12-year old girl as the platform for a meditation on forbidden desire, transgression, and Lacanian psychoanalytic concepts of identity formation. Raw adolescent memories counterpoint staged scenes, exploring mechanisms of power and submission.
Why it matches: Similar story and style · both documentary
Stanley Kramer: A Man's Search for Truth (2008)
Documentary about Stanley Kramer, included on the 40th anniversary edition of Guess Who's Coming to Dinner.
Why it matches: Similar story and style · both documentary
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Frequently asked questions
What are the best movies like The Five Obstructions?
The closest matches to The Five Obstructions are Obi-Wan Kenobi: A Jedi's Return (2022), The Walking Dead: The Return (2024) and Being James Bond (2021). Below are 27 more, each with the reason it matches.
What should I watch after The Five Obstructions?
Start with Obi-Wan Kenobi: A Jedi's Return (2022), the closest match to The Five Obstructions.
What is the highest-rated movie like The Five Obstructions?
Making Squid Game: The Challenge (2023), rated 8.0/10 by 241 TMDB users.
What is the newest movie like The Five Obstructions?
Untold: Chess Mates (2026) is the most recent release on this list.
How are movies similar to The Five Obstructions chosen?
First come films that Trakt’s viewers watch alongside The Five Obstructions, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.