Movies like When You Least Expect It (2016)
The best movies like When You Least Expect It (2016) are The Young One (1960), The Nest (2020) and Cardboard Boxer (2016). If When You Least Expect It hooked you with its drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedInside I'm Dancing (2004)7.4/10 from 243 votes
- NewestOmaha (2025)Released 2025
The Young One (1960)
A jazz musician seeks refuge from a lynch mob on a remote island, where he meets a hostile game warden and the young object of his attentions.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisThe Nest (2020)
Rory is an ambitious entrepreneur who brings his American wife and kids to his native country, England, to explore new business opportunities. After abandoning the sanctuary of their safe American suburban surroundings, the family is plunged into the despair of an archaic '80s Britain and their unaffordable new life in an English manor house threatens to destroy the family.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisCardboard Boxer (2016)
Gentle and broken, a homeless man fights others on video for money but soon finds comfort in an unlikely friend and the lost diary of a young girl.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisHungry Hearts (2015)
The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisMindwalk (1991)
On the French island of Mont Saint-Michel, Jack, a failed presidential candidate, Tom, a poet and Sonia, a physicist, engage in an intellectual conversation about politics, philosophy and life over the course of a single day.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisVanya on 42nd Street (1994)
An uninterrupted rehearsal of Chekhov's 'Uncle Vanya' plays out by a company of actors. The setting: their run-down theater with an unusable stage and crumbling ceiling. The play is shown act by act with the briefest of breaks to move props or for refreshments. The lack of costumes, real props and scenery is soon forgotten.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAll Day and a Night (2020)
While serving life in prison, a young man looks back at the people, the circumstances and the system that set him on the path toward his crime.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Beautiful Country (2004)
After reuniting with his mother in Ho Chi Minh City, a family tragedy causes Binh to flee from Viet Nam to America. Landing in New York, Binh begins a road trip to Texas, where his American father is said to live.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisOmaha (2025)
A young girl and her brother are awoken by their father and loaded into the car on an early morning in 2008. As they road trip across the American West, she discovers the truth about their seemingly spontaneous journey.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisInside I'm Dancing (2004)
Michael is a 24-year-old who has cerebral palsy and long-term resident of the Carrigmore Residential Home for the Disabled, run by the formidable Eileen. His life is transformed when the maverick Rory O'Shea moves in.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisHardball (2001)
An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe River (1984)
Tom and Mae Garvey are a Tennessee farming couple battling violent floods to save their land. In addition to natural disasters, the Garveys fight to stop a selfish land developer and a local corporation from foreclosing on their farm. While Mae stays at home to care for their children and tend to the crops, Tom finds work as a scab at a steel mill to preserve his family's property.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Good Neighbor (2022)
A nightmarish evening unfolds for neighbors David and Robert when they accidentally hit a woman on her bike and flee the scene. While David is increasingly plagued by feelings of guilt, Robert shows no remorse and becomes overbearing and possessive.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Truth About Emanuel (2013)
A troubled young woman becomes obsessed with her mysterious new neighbor, who bears a striking resemblance to the girl's dead mother.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisMammal (2016)
After Margaret, a divorcée living in Dublin, loses her teenage son, she develops an unorthodox relationship with Joe, a homeless youth. Their tentative trust is threatened by his involvement with a violent gang and the escalation of her ex-husband's grieving rage.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Effect of Gamma Rays on Man-in-the-Moon Marigolds (1972)
Middle-aged widow Beatrice Hunsdorfer and her daughters Ruth and Matilda are struggling to survive in a society they barely understand. Beatrice dreams of opening an elegant tea room but does not have the wherewithal to achieve her lofty goal. Epileptic Ruth is a rebellious adolescent, while shy but highly intelligent and idealistic Matilda seeks solace in her pets and school projects, including one designed to show how small amounts of radium affect marigolds.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisBastard Out of Carolina (1996)
A poor, struggling South Carolinian mother and daughter face painful choices with their resolve and pride. Bone, the eldest daughter, and Anney her tired mother, grow both closer and farther apart: Anney sees Glen as her last chance.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisThe Kindness of Strangers (2019)
Clara and her two sons escape from her abusive husband with little more than their car and plan to start over in New York. After the car towed away, the family meets Alice, who gets them into an emergency shelter. While stealing food at a Russian restaurant called ‘Winter Palace’, Clara meets Marc, who has been given the chance to help the old eatery regain its former glory. The ‘Winter Palace’ soon becomes a place of unexpected encounters between people who are all undergoing some sort of crisis and whom fate has now brought together.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAll Together Now (2020)
An optimistic, talented teen clings to a huge secret: she's homeless and living on a school bus. When tragedy strikes, can she learn to accept a helping hand?
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisWhat Maisie Knew (2013)
In New York City, six-year-old Maisie is caught in the middle of a bitter custody battle between her self-absorbed parents—an aging rock singer mother and a distracted art dealer father. As both quickly marry new partners to strengthen their legal standing, Maisie is shuttled back and forth in an endless game of emotional point-scoring. Yet amid the chaos and upheaval, Maisie begins to find true comfort and affection in her new step-parents.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like When You Least Expect It?
The closest matches to When You Least Expect It are The Young One (1960), The Nest (2020) and Cardboard Boxer (2016). Below are 17 more, each with the reason it matches.
What should I watch after When You Least Expect It?
Start with The Young One (1960), the closest match to When You Least Expect It.
What is the highest-rated movie like When You Least Expect It?
Inside I'm Dancing (2004), rated 7.4/10 by 243 TMDB users.
What is the newest movie like When You Least Expect It?
Omaha (2025) is the most recent release on this list.
How are movies similar to When You Least Expect It chosen?
First come films that Trakt’s viewers watch alongside When You Least Expect It, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.