Movies Like The Proposal

If you liked The Proposal (2016), a movie directed by Ian Robertson, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Emma (1996)
★ 6.6/10
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma…
2
The Wedding Singer (1998)
★ 6.8/10
Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find…
3
Sweet Home Alabama (2002)
★ 6.4/10
New York fashion designer Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But her past holds many secrets—including Jake, the redneck husband she married in high school, who…
4
Prom Pact (2023)
★ 7.2/10
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…
5
Playing It Cool (2014)
★ 5.9/10
A young man meets and instantly falls in love with an engaged woman.
6
About Last Night (2014)
★ 6/10
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to…
7
3 Men and a Little Lady (1990)
★ 5.8/10
Sylvia's work increasingly takes her away from the three men who help bring up Mary, her daughter. When she decides to move to England and take Mary with her, the three men are heartbroken at losing the two most…
8
Penelope (2006)
★ 6.7/10
Forlorn heiress Penelope Wilhern is cursed, and the only way out is to fall in love with someone of suitable stock. But how can she find her soulmate when she's sequestered inside her family's estate with only her…
9
Unpregnant (2020)
★ 6.8/10
After discovering she can’t legally get an abortion in Missouri without her parents’ permission, teenager Veronica convinces her former best friend Bailey to take a road trip to Albuquerque to seek the procedure.
10
The Long, Long Trailer (1954)
★ 7/10
A newly wed couple, Tacy and Nicky, travel in a trailer for their honeymoon. The journey is a humorous one that could end up destroying their marriage.
11
My Sassy Girl (2008)
★ 6.8/10
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
12
A Hollywood Christmas (2022)
★ 6.1/10
Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest…
13
The Roses (2025)
★ 6.6/10
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
14
God's Not Dead (2014)
★ 6/10
After he refuses to disavow his faith, a devout Christian student must prove the existence of God or else his college philosophy professor will fail him.
15
Date with Love (2016)
★ 6.3/10
When a boy’s video to a female star goes viral, it scores him a date with his celebrity crush to the prom. Complications arise when the famous starlet falls for the boy’s small-town teacher.
16
Anyone but You (2023)
★ 6.7/10
After an amazing first date, Bea and Ben’s fiery attraction turns ice cold — until they find themselves unexpectedly reunited at a destination wedding in Australia. So they do what any two mature adults would do…
17
45 Years (2015)
★ 6.6/10
There is just one week until Kate Mercer's 45th wedding anniversary and the planning for the party is going well. But then a letter arrives for her husband. The body of his first love has been discovered, frozen and…
18
Reservoir Dogs (1991)
★ 7.5/10
Short film made with the help of the Sundance Film Institute and serving as a proof-of-concept for the subsequent feature film.
19
The Invention of Lying (2009)
★ 6.2/10
Set in a world where the concept of lying doesn't exist, a loser changes his lot when he invents lying and uses it to get ahead.
20
Perfect Match (2015)
★ 5.9/10
When an engaged couple can’t agree on anything, the mother of the groom hires a wedding planner and an event planner to help put together the wedding of their dreams. The two planners are as different as night and day…