Movies Like One Guy, Too Many Dates

If you liked One Guy, Too Many Dates (2026), a romance and comedy movie directed by Yissendy Trinidad, 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
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.
2
A Hollywood Christmas (2022)
★ 6.1/10Also comedy and romance
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…
3
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…
4
Let's Make Love (1960)
★ 6.4/10Also comedy and romance
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
5
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
6
Mingle All the Way (2018)
★ 7.1/10Also romance and comedy
Molly is determined to prove to her family that her new networking app—designed to pair busy professionals together for upcoming events, without long-term romance—is a success. When Molly joins Mingle All the Way and…
7
Girl on a Bicycle (2013)
★ 5.9/10Also comedy and romance
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
8
Champagne Problems (2025)
★ 6/10Also romance and comedy
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
9
Love, Guaranteed (2020)
★ 6.4/10Also romance and comedy
A lawyer takes on a new client that wants to sue a dating website because it guarantees love.
10
What a Way to Go! (1964)
★ 7.1/10Also comedy and romance
A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.
11
Christmas with You (2022)
★ 5.8/10Also romance and comedy
Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.
12
Date with Love (2016)
★ 6.3/10Also comedy and romance
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.
13
As Luck Would Have It (2021)
★ 6.5/10Also comedy and romance
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.
14
This Little Love of Mine (2021)
★ 6.1/10Also romance and comedy
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s…
15
I Love You Again (1940)
★ 7.2/10Also comedy and romance
Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.
16
Silk Stockings (1957)
★ 6.8/10Also comedy and romance
After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out…
17
The Prince & Me 4: The Elephant Adventure (2010)
★ 6.1/10Also comedy and romance
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged…
18
Watching the Detectives (2007)
★ 6.3/10Also comedy and romance
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…
19
All Things Valentine (2016)
★ 5.9/10Also romance and comedy
Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the…
20
Hot Frosty (2024)
★ 5.9/10Also romance and comedy
When a young widow's magic scarf brings a dashing snowman to life, can he help her rediscover romance, laughter and holiday cheer before he melts away?