Movies like Win, Again! (1999)
The best movies like Win, Again! (1999) are Girl in the Box (2016), TalhotBlond (2012) and Cheaters (2000). If Win, Again! hooked you with its drama and tv movie, these 20 similar films are what to watch next, and every pick says why it matches.
Win, Again!
Quick picks
- Highest ratedRemember (2015)7.3/10 from 784 votes
- NewestBarron's Cove (2025)Released 2025
Girl in the Box (2016)
The true story of 20-year-old Colleen Stan, a hitchhiking woman abducted by a young couple and held captive for seven years, during which time she's tortured and forced to live as a slave to her captors.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisTalhotBlond (2012)
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisCheaters (2000)
In the fall of 1994, a teacher at Chicago's run-down Steinmetz High conspires with the school's academic decathlon team to cheat on an academic competition.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Christmas Shoes (2002)
Two separate stories mesh - in the first, a young music teacher, Maggie Andrews, begins dying of a heart condition and her son Nathan tries to get a pair of Christmas shoes for her before she dies. In the second, lawyer Robert Layton and his wife Kate are slowly drifting apart and the matter comes to a head during Christmas when Kate takes over for Maggie for the school choir.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisRay Donovan: The Movie (2022)
A showdown decades in the making brings the Donovan family legacy full circle. As the events that made Ray who he is today finally come to light, the Donovans find themselves drawn back to Boston to face the past. Each of them struggles to overcome their violent upbringing, but destiny dies hard, and only their fierce love for each other keeps them in the fight.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisI Am Elizabeth Smart (2017)
The story of Elizabeth Smart's kidnapping and captivity, as told from her perspective.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisA Bramble House Christmas (2017)
While settling his father’s estate, Finn Conrad becomes suspicious as to why the man left a nurse $100,000. His dad knew her for less than two months before he died. Just before Christmas, Finn wants what to reclaim what he considers his family’s money, going undercover to investigate the bed and breakfast the nurse has recently taken over. When Finn meets Willa, he discovers she’s not a conniving gold digger at all, but a woman in need who put the money to good use. When she discovers his true identity, will it keep Willa from ever trusting him again?
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisNormal (2003)
A Midwestern husband and father announces his plan to have a sex change operation.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisHello Sister, Goodbye Life (2006)
A college student must take care of her 7-year-old half sister after the death of their parents.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisRiddled with Deceit: A Martha's Vineyard Mystery (2020)
Former detective Jeff Jackson teams up with Dr. Zee Madieras to track down their friend's missing emerald brooch, a thief, and also... a murderer.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisHello (2022)
An emotionally unavailable flight attendant meets a potential love interest and later finds out that her "perfect guy" has ulterior motives. As the clock ticks down on New Year's Eve, she must fight to keep her murdered ex-boyfriend's secrets or find herself dead.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like this...First Do No Harm (1997)
When Lori Reimuller learns that her young son Robbie has epilepsy, she first trusts the judgment of the hospital staff in how best to bring it under control. As Robbie's health slides radically downhill, however, she becomes frustrated and desperate, and so does her own research into the existing literature on treatments. When she decides to try an alternative treatment called the Ketogenic Diet, devised long ago by a doctor from Johns Hopkins, she is met with narrow-minded resistance from Robbie's doctor, who is prepared to take legal action to prevent Lori from removing him from the hospital.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisAmerican Son (2019)
Time passes and tension mounts in a Florida police station as an estranged interracial couple awaits news of their missing teenage son.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisThe Parts You Lose (2019)
An unlikely friendship unfolds between a young deaf boy, Wesley, and a fugitive criminal who takes refuge in an abandoned barn on the family’s rural North Dakota farm.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisBarron's Cove (2025)
When his young son is viciously murdered by a classmate, a grieving father with a history of violence kidnaps the child responsible, igniting a frenzied manhunt fueled by a powerful politician -- the father of the kidnapped boy.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisInside Man (2023)
Based on true events. A disgraced police detective seeking redemption goes undercover to expose a violent crime syndicate. But as he sinks deeper into the mob, the price for absolution may be higher than he can afford.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisRun (1991)
When a law student accidentally kills the son of a mob boss in a fight, he finds himself relentlessly pursued by the mob and the police.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisEach Dawn I Die (1939)
A corrupt D.A. with governatorial ambitions is annoyed by an investigative reporter's criticism of his criminal activities and decides to frame the reporter for manslaughter in order to silence him.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisRemember (2015)
With the aid of a fellow Auschwitz survivor and a hand-written letter, an elderly man with dementia goes in search of the person responsible for the death of his family.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisAlex of Venice (2015)
After her stay-at-home husband leaves her, a workaholic lawyer finds that she is not completely up to the tasks of caring for her young son, ailing father and household all by herself.
Why it matches: Recommended by TMDB viewers · both drama
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Frequently asked questions
What are the best movies like Win, Again!?
The closest matches to Win, Again! are Girl in the Box (2016), TalhotBlond (2012) and Cheaters (2000). Below are 17 more, each with the reason it matches.
What should I watch after Win, Again!?
Start with Girl in the Box (2016), the closest match to Win, Again!.
What is the highest-rated movie like Win, Again!?
Remember (2015), rated 7.3/10 by 784 TMDB users.
What is the newest movie like Win, Again!?
Barron's Cove (2025) is the most recent release on this list.
Are there English movies like Win, Again!?
Yes: Girl in the Box (2016), TalhotBlond (2012) and Cheaters (2000).
How are movies similar to Win, Again! chosen?
First come films that Trakt’s viewers watch alongside Win, Again!, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.