Movies like Cheers to the Sky (1966)
The best movies like Cheers to the Sky (1966) are The Matchmaker's Playbook (2018), Evergreen Love (2016) and Attraction (2001). If Cheers to the Sky hooked you with its romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedEvery Day (2018)7.2/10 from 2,334 votes
- NewestJune and John (2025)Released 2025
- In JapaneseEvergreen Love (2016)Also in Japanese
The Matchmaker's Playbook (2018)
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisEvergreen Love (2016)
Sayaka works at a office. She's not very good at her job or with love. One night, she finds a man, Itsuki, collapsed in front of her home. She takes him inside and they begin to live together. Itsuki teaches Sayaka about cooking wild herbs and collecting wild herbs, but he has a secret.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisAttraction (2001)
A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisHoliday Date (2019)
When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisSailing Into Love (2019)
A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town of Willow Bay.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisFree Rein: Valentine's Day (2019)
Love is in the air as Zoe and friends go on a quest to find a fabled Maid's Stone. But when rivalry blinds them to danger, it's Raven to the rescue!
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisEvery Day (2018)
16-year old Rhiannon falls in love with a mysterious spirit named “A” that inhabits a different body every day. Feeling an unmatched connection, Rhiannon and “A” work each day to find each other, not knowing what the next day will bring.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisWolf Girl and Black Prince (2016)
Erika Shinohara is a first year of high school student. While talking to friends, she makes up a story about her "boyfriend." In reality, Erika Shinohara doesn't have a boyfriend. Erika's friends soon begin to doubt her story and Erika is also running out of lies. Erika then sees a pretty boy on the street and takes his picture discreetly. She later shows his picture to her friends as her boyfriend. The boy in the picture is Kyouya Sata and happens to attend the same school as Erika. She tells Kyouya about her situation and asks him to be her pretend boyfriend. Even though Kyouya has a pretty appearance, he has a dark side.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisWild at Heart (1990)
Young lovers Sailor and Lula hit the road to start a new life together away from the wrath of Lula’s deranged, disapproving mother, who has hired a team of hitmen to cut the lovers’ surreal honeymoon short.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisFrequencies (2013)
The story of the forbidden relationship between a 'low born' boy and a 'high born' girl in an alternate reality where every person's relationships and life worth are determined by their innate 'frequencies'.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisThe Girl Who Leapt Through Time (1983)
Kazuko Yoshiyama is a third-year junior-high-school student. One day, while cleaning the lab, she smells lavender and faints. From then on, she has the power to travel through time.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisSecret Millionaire (2018)
When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisThe Tourist (2010)
American tourist Frank meets mysterious British woman Elise on the train to Venice. Romance seems to bud, but there's more to her than meets the eye.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisJune and John (2025)
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his bumptious life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisDaytime Shooting Star (2017)
Fifteen-year-old country girl Suzume Yosano has to move to Tokyo to live with her uncle due to her father's transfer. She bumps into a mysterious man who ends up taking her to her uncle's place after she gets lost. Turns out, Suzume will be seeing him a lot more often once she starts school because... he's her homeroom teacher?!
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisA Country Wedding (2015)
A famous country singer set to marry a glamorous Hollywood actress returns to his small town roots. When he crosses paths with his childhood sweetheart and finally feels inspired to write songs again he reevaluates his life, his values and his opinion of true love. As his wedding day approaches, he must decide if he has chosen the right woman to be his wife.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisGabriel's Rapture: Part II (2022)
In the fifth installment of the Gabriel's Inferno series, Gabriel and Julia’s happiness is threatened by a conspiring student and academic politics. When Gabriel is confronted by the university administration, will he succumb to Dante's fate? Or will he fight to keep Julia, his Beatrice, forever?
Why it matches: Recommended by TMDB viewers · both romance
Absolute CinemaMovies like thisRunaway Romance (2018)
When she’s written out of her show, her relationship and her seemingly perfect life, reality TV star Ann Stanway leaves Hollywood and finds herself marooned in Amish country. But when Ann is taken in by the owner of a nearby Inn, and meets a handsome young architect, she discovers that the reality she left isn’t nearly as perfect as the one she’s found.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisWinter Love Story (2019)
When new author Cassie is paired with successful author Elliot on a promotional book tour, she learns to believe in her talent. She also finds truth in the old adage “you can’t judge a book by its cover” as she falls for the guy she once thought to be pompous and full of himself.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Cheers to the Sky?
The closest matches to Cheers to the Sky are The Matchmaker's Playbook (2018), Evergreen Love (2016) and Attraction (2001). Below are 17 more, each with the reason it matches.
What should I watch after Cheers to the Sky?
Start with The Matchmaker's Playbook (2018), the closest match to Cheers to the Sky.
What is the highest-rated movie like Cheers to the Sky?
Every Day (2018), rated 7.2/10 by 2,334 TMDB users.
What is the newest movie like Cheers to the Sky?
June and John (2025) is the most recent release on this list.
Are there Japanese movies like Cheers to the Sky?
Yes: Evergreen Love (2016), Wolf Girl and Black Prince (2016) and The Girl Who Leapt Through Time (1983).
How are movies similar to Cheers to the Sky chosen?
First come films that Trakt’s viewers watch alongside Cheers to the Sky, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.