Movies Like Luckless in Love

If you liked Luckless in Love (2023), a tv movie and comedy movie directed by John Bradshaw, 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
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.
2
A Merry Christmas Wish (2022)
★ 5.9/10Also tv movie and comedy
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event…
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
Catering Christmas (2022)
★ 6.3/10Also tv movie and comedy
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls…
5
Christmas at the Drive-In (2022)
★ 5.8/10Also tv movie and comedy
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
6
Love in Winterland (2020)
★ 6.6/10Also tv movie and romance
Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.
7
A Prince in Paradise (2023)
★ 7.2/10Also tv movie and romance
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.
8
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.
9
Forever in My Heart (2019)
★ 6.8/10Also tv movie and romance
Jenna and Charlie found love in Ireland but their dreams drove them apart. Five years later, they reunite and Jenna has to decide where her heart belongs—back home or in the Emerald Isle.
10
Yoh! Bestie (2026)
★ 6.3/10Also romance and comedy
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.
11
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.
12
The Mistle-Tones (2012)
★ 6.1/10Also tv movie and comedy
Holly, blessed with an amazing singing voice, is all set to audition for the newly vacated spot in a legendary local Christmas group which was founded by her late mother years ago. Shocked and upset when the slot goes…
13
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…
14
The Enchanted Christmas Cake (2021)
★ 5.8/10Also tv movie and comedy
Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.
15
Marrying Mr. Darcy (2018)
★ 6.1/10Also tv movie and comedy
Schoolteacher Elizabeth Scott and businessman/philanthropist Donovan Darcy are blissfully in love and newly engaged. As the weeks fly by and the arrangements for their small autumn wedding grow more elaborate and…
16
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…
17
Winter Castle (2019)
★ 6.8/10Also tv movie and romance
When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.
18
Only the Lonely (1991)
★ 6.2/10Also comedy and romance
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the…
19
Love on Harbor Island (2020)
★ 6.2/10Also romance and tv movie
Interior designer Lily returns home to help her Aunt Maggie run her marina-side bed and breakfast when she meets Marcus, a handsome seaplane pilot whose work delivering rescue dogs helps Lily discover that home really…
20
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.