Movies Like Romantic Undertaking

If you liked Romantic Undertaking (1996), a comedy and romance movie directed by Peter McCubbin, 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
Elevator Girl (2010)
★ 6/10Also tv movie and comedy
A smart, uptight attorney and a disorganized yet passionate and creative woman meet in a stuck elevator, and sparks ignite instantly. Will opposites attract, or are they simply passing time before getting off on…
2
The Out-Laws (2023)
★ 6/10Also romance and comedy
A straight-laced bank manager is about to marry the love of his life. When his bank is held up by infamous Ghost Bandits during his wedding week, he believes his future in-laws who just arrived in town, are the…
3
Falling for Christmas (2022)
★ 6.2/10Also romance and comedy
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
4
Perfect Match (2015)
★ 5.9/10Also comedy and romance
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…
5
The Even Stevens Movie (2003)
★ 5.9/10Also tv movie and comedy
The Stevens think that they've won an all-expenses-paid trip to an island halfway around the world. When their house is destroyed, their food stolen, and their bacon eaten, the Stevens family crumbles, unaware that…
6
Love by Chance (2016)
★ 5.9/10Also romance and tv movie
Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire…
7
As Luck Would Have It (2021)
★ 6.5/10Also tv movie and comedy
When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.
8
You Cast A Spell On Me (2015)
★ 6.8/10Also comedy and romance
Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.
9
The Lady Eve (1941)
★ 7.3/10Also comedy and romance
It's no accident when wealthy Charles falls for Jean. Jean is a con artist with her sights set on Charles' fortune. Matters complicate when Jean starts falling for her mark. When Charles suspects Jean is a gold digger…
10
The Thrill of It All (1963)
★ 7/10Also comedy and romance
A housewife's sudden rise to fame as a soap spokesperson leads to chaos in her home life.
11
Crossfire Trail (2001)
★ 6.4/10Also romance and tv movie
Rafe Covington is as good as his word, and he's determined to keep his promise to a dying man that he'll look after the man's widow and Wyoming ranch. But the widow doubts the integrity of drifter Covington. And an…
12
Grumpier Old Men (1995)
★ 6.5/10Also romance and comedy
A family wedding reignites the ancient feud between next-door neighbors and fishing buddies John and Max. Meanwhile, a sultry Italian divorcée opens a restaurant at the local bait shop, alarming the locals who worry…
13
Love Is in the Air (2023)
★ 6.2/10Also romance and comedy
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
14
It Takes Two (1995)
★ 6.5/10Also comedy and romance
Identical 9-year-olds from very different backgrounds: orphaned Amanda and wealthy Alyssa meet at summer camp and decide to switch places -- and play matchmaker between Alyssa's dad, Roger, and the kind social worker…
15
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
16
Coffee Shop (2014)
★ 5.9/10Also romance and comedy
When a young coffee shop owner is threatened with repossession she must take a chance with life and love as she fights to save her business.
17
Revenge of the Bridesmaids (2010)
★ 6.6/10Also comedy and romance
Two women plot revenge against the woman marrying their friend's ex-boyfriend.
18
Housesitter (1992)
★ 6.2/10Also comedy and romance
Con artist Gwen moves into Newton's empty home without his knowledge and begins setting up house, posing as his new wife.
19
Prom Pact (2023)
★ 7.2/10Also comedy and romance
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…
20
Flower Shop Mystery: Dearly Depotted (2016)
★ 6.5/10Also tv movie and romance
Abby Knight, ex-lawyer and crime buff, and the owner of Bloomers Flower Shop, is having a week to be reckoned with. A reluctant bridesmaid at her drama queen cousin’s wedding, Abby ends up not just doing the…