Movies like Free and Easy 9 (1997)
The best movies like Free and Easy 9 (1997) are Don't Think Twice (2016), Chloe and Theo (2015) and Best Man Down (2012). If Free and Easy 9 hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Trial (1962)7.4/10 from 597 votes
- NewestThe Dream Job (2025)Released 2025
- In JapaneseLove & Peace (2015)Also in Japanese
Don't Think Twice (2016)
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChloe and Theo (2015)
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We either change our destructive was or be destroyed by them. Chloe, who has been searching for something to believe in, becomes inspired by Theo and , with the help of a kind lawyer, Monica, the three of them present Theo’s story to the United Nations in hopes of creating a better future for all of us.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisBest Man Down (2012)
A newlywed couple cancels their honeymoon and returns to the snowy Midwest to make the funeral arrangements for their best man, who died unexpectedly after their ceremony.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisIt Runs in the Family (2003)
This is the story of a dysfunctional New York family, and their attempts to reconcile
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Trip to Italy (2014)
Years after their successful restaurant review tour of Northern England, Steve Coogan and Rob Brydon are commissioned for a new tour in Italy.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChang Can Dunk (2023)
Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress his crush, Kristy, but to gain the respect of his high school peers too. But before he can rise up and truly throw one down, he'll have to reexamine everything he knows about himself, his friendships and his family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisAfterlife of the Party (2021)
A social butterfly who dies during her birthday week is given a second chance to right her wrongs on Earth.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWild Oats (2016)
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of a lifetime.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFree Rein: The Twelve Neighs of Christmas (2018)
As Bright Fields preps for its Mistletoe Ball, a broken ornament leads Zoe to a family secret, while Gaby finds herself at the mercy of new boss Mia.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMadea Goes to Jail - The Play (2006)
Madea returns in another hilarious story in which she gets sent to the big house. But regardless of the circumstances, she gives her trademark advice and wisdom to her friends and family as they learn the importance of letting go, moving on, and forgiveness.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisLove & Peace (2015)
A man, who once dreamed of becoming a punk rocker, is working as a low salaryman at a musical instrument parts company. He's secretly in love with his colleague. One day, he finds a little turtle on the rooftop, naming it Pikadon.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBetter Living Through Chemistry (2014)
A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.
Why it matches: Recommended by TMDB viewers · both drama & comedy
SnoozefestMovies like thisRoll Bounce (2005)
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Good Half (2024)
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHard Sell (2016)
Senior Hardy Buchanan struggles to keep up at an elite private school while caring for his unstable mother and raising money for surgery to save their beloved family dog. Desperate for cash, he teams up with a mysterious runaway to run an unconventional scheme targeting wealthy classmates. But as the plan spirals and Hardy’s feelings for classmate Lake deepen, he’s forced to decide what kind of person he wants to be.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisCrayon Shinchan the Movie: My Moving Story! Cactus Attack! (2015)
The Noharas must survive a hoard of man-eating killer cacti after Shin-chan's father relocates the family to Mexico for work.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGintama 2: Rules Are Made to Be Broken (2018)
The Yorozuya gang returns to protect the country's shogun when the Shinsengumi police force finds itself in a crisis.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTaking Care of Business (1990)
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBeverly Hills Chihuahua 2 (2011)
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShall We Dance? (1996)
A bored accountant spots a beautiful woman in the window of a ballroom dance studio. He secretly starts taking dancing lessons to be near her, and then over time discovers how much he loves dancing. His wife, meanwhile, has hired a private detective to find out why he has started coming home late smelling of perfume.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisBitter and Sweet (1995)
A group of people whose lives suffer from stagnation, are working together in the same company and their lives are scutinized by those who see them. There is the development manager whose last new idea was five years earlier; a procrastinating office clerk with a crush on a co-worker that he is too shy to reveal; and a senior manager who believes his wife is having an affair causing him to take out his frustration on all his employees.
Why it matches: Similar story and style · both comedy & drama
Salaryman Senka (1995)
Based on the manga by Sadao Jouji which has been running in the magazine Shukan Gendai since 1969.
Why it matches: Similar story and style · both comedy & drama
Words of Devotion: To the End of the World (2010)
IT guy meets corporate golden boy. They can’t stand each other—until they maybe can’t stop thinking about each other.
Why it matches: Similar story and style · both comedy & drama
The Dream Job (2025)
After a violent blow to the head, a lonely office worker wishing to be noticed suddenly finds himself the center of attention, which makes him question his reality as he slowly unravels
Why it matches: Similar story and style · both comedy & drama
The Trial (1962)
Arrested for an unnamed crime, Josef K. is trapped in a surreal bureaucratic maze where justice is unknowable and guilt is assumed.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisYou Can Succeed, Too (1964)
A group of friends try to find success in corporate Japan.
Why it matches: Similar story and style · both comedy
Office Space (1992)
Milton, a put-upon office worker hounded by his boss, talks to the camera about his troubles, picks his nose, and threatens to burn the building down.
Why it matches: Similar story and style · both comedy
The Pit of Death (1968)
Kuramoto, who works for a large trading company, is a skilled employee who is well-liked by the company president. He is engaged to an employee named Nishino Etsuko, but he used her for his own career advancement and kills her so that he can marry the company president's daughter. When Kuramoto returns from his honeymoon with his new wife, Etsuko's brother shows up in search of the whereabouts of his missing sister.
Why it matches: Similar story and style · both drama
Kiba: The Fangs of Fiction (2021)
The president of the Kunpusha publishing giant suddenly dies, triggering an internal power struggle over his successor. Trinity magazine editor Hayami is forced to contend with the magazine's possible termination by senior manager Tomatsu. Hayami grapples with publishing world ruffians in a struggle for the magazine's very existence.
Why it matches: Similar story and style · both drama
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Frequently asked questions
What are the best movies like Free and Easy 9?
The closest matches to Free and Easy 9 are Don't Think Twice (2016), Chloe and Theo (2015) and Best Man Down (2012). Below are 27 more, each with the reason it matches.
What should I watch after Free and Easy 9?
Start with Don't Think Twice (2016), the closest match to Free and Easy 9.
What is the highest-rated movie like Free and Easy 9?
The Trial (1962), rated 7.4/10 by 597 TMDB users.
What is the newest movie like Free and Easy 9?
The Dream Job (2025) is the most recent release on this list.
Are there Japanese movies like Free and Easy 9?
Yes: Love & Peace (2015), Crayon Shinchan the Movie: My Moving Story! Cactus Attack! (2015) and Gintama 2: Rules Are Made to Be Broken (2018).
How are movies similar to Free and Easy 9 chosen?
First come films that Trakt’s viewers watch alongside Free and Easy 9, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.