Movies like On the Sunny Side of the Street (1960)
The best movies like On the Sunny Side of the Street (1960) are My Mom Jayne (2025), Struggle: The Life and Lost Art of Szukalski (2018) and I Am Heath Ledger (2017). If On the Sunny Side of the Street hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.
On the Sunny Side of the Street
Quick picks
- Highest ratedI Am Heath Ledger (2017)7.4/10 from 233 votes
- NewestA Toxic Love Story (2026)Released 2026
My Mom Jayne (2025)
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and complex woman.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisStruggle: The Life and Lost Art of Szukalski (2018)
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisI Am Heath Ledger (2017)
The life and career of an actor, artist, and icon. His own journey through his own camera.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCome See Me in the Good Light (2025)
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAnna Nicole Smith: You Don't Know Me (2023)
From the heights of her modeling fame to her tragic death, this documentary reveals Anna Nicole Smith through the eyes of the people closest to her.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisDrew: The Man Behind the Poster (2013)
A documentary on legendary movie-poster artist Drew Struzan.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe U.S. vs. John Lennon (2006)
A documentary on the life of John Lennon, with a focus on the time in his life when he transformed from a musician into an antiwar activist.
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 thisAmerican Boy: A Profile of Steven Prince (1978)
Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Class of ‘92 (2013)
A detailing of the rise to prominence and global sporting superstardom of six supremely talented young Manchester United football players (David Beckham, Nicky Butt, Ryan Giggs, Paul Scholes, Phil and Gary Neville). The film covers the period 1992-1999, culminating in Manchester United's European Cup triumph.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisNo Half Measures: Creating the Final Season of Breaking Bad (2013)
A documentary about the making of season five of the acclaimed AMC series Breaking Bad.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisChris Brown: Welcome to My Life (2017)
This compelling Documentary moves beyond the spotlight and past the attention-grabbing headlines to give pop superstar Chris Brown a chance to tell his own story. New interviews with the international phenomenon reveal long-awaited answers about his passion for making music, his tumultuous and much publicized relationships, and the pitfalls of coming of age in the public eye. Also included is new concert footage, behind-the-scenes access, and special interviews from Usher, Jennifer Lopez, DJ Khaled, Mike Tyson, Jamie Foxx and others.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisDirected by John Ford (1971)
A documentary about the life and films of director John Ford.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAs I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
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 thisTo Kill a Tiger (2023)
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his journey unprecedented.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisDownloaded (2013)
A documentary that explores the downloading revolution; the kids that created it, the bands and the businesses that were affected by it, and its impact on the world at large.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Crystal Calls - Making The Dark Crystal: Age of Resistance (2019)
Go behind the scenes with stars, puppeteers and creators as they bring Jim Henson's magical world of Thra back to life in a sweeping fantasy series.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisA Toxic Love Story (2026)
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Curse of the Dragon (1993)
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisSpeech: Using Your Voice (1950)
An educational short film about correct speaking methods.
Why it matches: Similar story and style · both documentary
Amazing Journeys (1999)
By land, by air, and by sea, viewers can now experience the struggle that millions of creatures endure in the name of migration as wildlife photographers show just how deeply survival instincts have become ingrained into to the animals of planet Earth. From the monarch butterflies that swarm the highlands of Mexico to the birds who navigate by the stars and the millions of red crabs who make the perilous land journey across Christmas Island, this release offers a look at animal instinct in it's purest form.
Why it matches: Similar story and style · both documentary
The Gulls (1944)
Arne Sucksdorff’s short documentary observes gulls raiding nests and stealing eggs with ruthless persistence. Though presented as pure nature study, the film was widely read as an allegory of Nazism—a symbolic parable of predation and violence during wartime. Sucksdorff himself denied such intent, but remarked that “a film that is not open to interpretation is a dead film.”
Why it matches: Similar story and style · both documentary
Whales: An Unforgettable Journey (1997)
Scientists visit the remote surface and undersea locations to study various species of whales in their natural habitat.
Why it matches: Similar story and style · both documentary
Ocean Wonderland (2003)
Shot on the Great Barrier Reef in Australia and in the Bahamas, Ocean Wonderland brings to you the amazing beauty of the many varieties of coral and the immense diversity of the marine life thriving there.
Why it matches: Similar story and style · both documentary
Blue Planet (1990)
From the unique vantage point of 200 miles above Earth's surface, we see how natural forces - volcanoes, earthquakes and hurricanes - affect our world, and how a powerful new force - humankind - has begun to alter the face of the planet. From Amazon rain forests to Serengeti grasslands, Blue Planet inspires a new appreciation of life on Earth, our only home.
Why it matches: Similar story and style · both documentary
Fighter Pilot: Operation Red Flag (2004)
Fighter Pilot: Operation Red Flag follows American F-15 Eagle pilot John Stratton as he trains with some of the world’s best pilots. The movie depicts Stratton’s progression through the challenging and dangerous exercises of Operation Red Flag, the international training program for air forces of allied countries.
Why it matches: Similar story and style · both documentary
Mission to Mir (1997)
This film shows how far we have come since the cold-war days of the 50s and 60s. Back then the Russians were our "enemies". And to them the Americans were their "enemies" who couldn't be trusted. Somewhere in all this a young girl in Oklahoma named Shannon set her sights on becoming one of those space explorers, even though she was told "girls can't do that." But she did.
Why it matches: Similar story and style · both documentary
Straight Up: Helicopters in Action (2002)
Straight Up: Helicopters in Action will take audiences on a series of aerial adventures. Fly along with skilled helicopter crews as they carry out sea and mountain rescues, apprehend drug smugglers, repair high voltage lines, save endangered animals, deliver humanitarian aid, and undertake a reconnaissance mission. Learn how helicopters are flown.
Why it matches: Similar story and style · both documentary
Wolves (1999)
A look at the great wolf debate with comments and views from people on both sides. It also contains footage of Natives dressing up & doing tribal dances. The link between wolves, bison, and Native Americans; as well as white man's reasoning behind their determination to eliminate bison and wolves from the landscape.
Why it matches: Similar story and style · both documentary
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Frequently asked questions
What are the best movies like On the Sunny Side of the Street?
The closest matches to On the Sunny Side of the Street are My Mom Jayne (2025), Struggle: The Life and Lost Art of Szukalski (2018) and I Am Heath Ledger (2017). Below are 27 more, each with the reason it matches.
What should I watch after On the Sunny Side of the Street?
Start with My Mom Jayne (2025), the closest match to On the Sunny Side of the Street.
What is the highest-rated movie like On the Sunny Side of the Street?
I Am Heath Ledger (2017), rated 7.4/10 by 233 TMDB users.
What is the newest movie like On the Sunny Side of the Street?
A Toxic Love Story (2026) is the most recent release on this list.
How are movies similar to On the Sunny Side of the Street chosen?
First come films that Trakt’s viewers watch alongside On the Sunny Side of the Street, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.