Movies like Careless (2007)
The best movies like Careless (2007) are Shadow of the Thin Man (1941), The Right Kind of Wrong (2013) and Memoirs of an Invisible Man (1992). If Careless hooked you with its comedy and mystery, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedPsych: The Movie (2017)7.2/10 from 264 votes
- NewestYoh! Bestie (2026)Released 2026
Shadow of the Thin Man (1941)
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy & mystery
Worth the HypeMovies like thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisMemoirs of an Invisible Man (1992)
After a freak accident, an invisible yuppie runs for his life from a treacherous CIA official while trying to cope with his new life.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisDate with an Angel (1987)
Aspiring composer Jim Sanders is engaged to spoiled rich girl Patty. But the morning after his bachelor party, Jim wakes up to discover a beautiful, broken-winged angel in his pool. When everyone finds out about his heavenly houseguest, Jim must cope with a dangerously jealous fiancée, an exploitive future father-in-law and a group of buddies with an outrageous business plan!
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFoul Play (1978)
A shy San Francisco librarian and a bumbling cop fall in love as they solve a crime involving albinos, dwarves, and the Catholic Church.
Why it matches: Recommended by TMDB viewers · both comedy & mystery
Popcorn FlickMovies like thisThe Thursday Murder Club (2025)
A group of senior sleuths passionate about solving cold cases get plunged into a real-life murder mystery in this comic crime caper.
Why it matches: Recommended by TMDB viewers · both comedy & mystery
Popcorn FlickMovies like thisHeartbreakers (2001)
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPsych: The Movie (2017)
The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and, of course, food!
Why it matches: Recommended by TMDB viewers · both comedy & mystery
Worth the HypeMovies like thisBoot Camp (2024)
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove Potion No. 9 (1992)
Unlucky in love, chemist Paul Matthews visits gypsy Madame Rosa for help. Quickly realizing he is a hopeless nerd, she gifts him with Love Potion No. 8, which makes anyone who wears it irresistible to the opposite sex for four hours. Paul and animal psychologist coworker Diane Farrow decide to test it on themselves. The awkward pair suddenly find themselves alluring to anyone they approach, but soon realize they are most attracted to each other.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Late Show (1977)
An over-the-hill gumshoe in Los Angeles seeks to avenge the killing of an old pal, another detective who was involved in a case concerning a murdered broad, stolen stamps, a nickel-plated handgun, a cheating dolly, and a kidnapped pussycat.
Why it matches: Recommended by TMDB viewers · both mystery & comedy
Popcorn FlickMovies like thisWho's Harry Crumb? (1989)
Harry Crumb is a bumbling and inept private investigator who is hired to solve the kidnapping of a young heiress which he's not expected to solve because his employer is the mastermind behind the kidnapping.
Why it matches: Recommended by TMDB viewers · both comedy & mystery
Popcorn FlickMovies like thisHoliday Harmony (2022)
A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisKiss Me Goodbye (1982)
Not until three years after the death of her husband Jolly, Kay dares to move back into their former home, persuaded by her new fiancée Rupert. But soon her worst expectations come true, when not only her old memories haunt her, but also Jolly's ghost, who doesn't approve of her new mate. Invisible to anyone but Kay, he tries to prevent the wedding.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisEasy Virtue (2008)
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisTwo of a Kind (1983)
God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by falling in love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNight Train to Lisbon (2013)
Raimund Gregorius, having saved a beautiful Portuguese woman from leaping to her death, stumbles upon a mesmerizing book by a Portuguese author, which compels him to suddenly abandon the boring life he has led for years and to embark on an enthralling adventure. In search of the author, Gregorius acts as detective, pulling together pieces of a puzzle that involves political and emotional intrigue and the highest possible stakes. His voyage is one that transcends time and space, delving into the realms of history, medicine and love, all in search of true meaning to his life.
Why it matches: Recommended by TMDB viewers · both mystery & romance
Popcorn FlickMovies like thisHollywood Stargirl (2022)
When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Careless?
The closest matches to Careless are Shadow of the Thin Man (1941), The Right Kind of Wrong (2013) and Memoirs of an Invisible Man (1992). Below are 17 more, each with the reason it matches.
What should I watch after Careless?
Start with Shadow of the Thin Man (1941), the closest match to Careless.
What is the highest-rated movie like Careless?
Psych: The Movie (2017), rated 7.2/10 by 264 TMDB users.
What is the newest movie like Careless?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Careless?
Yes: Shadow of the Thin Man (1941), The Right Kind of Wrong (2013) and Memoirs of an Invisible Man (1992).
How are movies similar to Careless chosen?
First come films that Trakt’s viewers watch alongside Careless, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.