Best movies like A Date with Miss Fortune

A romantic comedy about a woman who thinks all people eventually cheat and a man who challenges her to a competition to prove that she's wrong.

An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

To land a major client, an LA wine exec travels to an Australian sheep station, where she signs on as a ranch hand and hits it off with a rugged local.

Eric Lazard is a heartbroken former college football star who gets involved in a dangerous Florentine sport and a local woman, Stephanie, while visiting his cousin Anna, who lives in Italy and teaches the Italian language to foreigners.

A talented photographer stuck in a dead-end job inherits an antique Advent calendar that may be predicting the future -- and pointing her toward love.

When work moves Jason across the world, the only way he can bring his love Carla, is if they are married by Christmas.

Laura Ullman, a single mother, kills her abusive ex-boyfriend and turns the gun on her son when he threatens to call the police. Paul leaves home to start a better life and falls for Ashley, a young woman looking for direction in her life, unaware of his past troubles.

Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

At the height of her career, investigative journalist Hannah Dunbar finds herself wondering what would have been had she stayed with the love of her life, Ben, 10 years before. When Santa Claus hears her “what ifs?” as a Christmas wish, he transports Hannah to a version of her life where she and Ben started a family.

Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

To escape a scandal, a bestselling author journeys to Scotland, where she falls in love with a castle -- and faces off with the grumpy duke who owns it.

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....

A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.

Isabella runs her own salon and isn’t afraid to speak her mind, while Prince Thomas runs his own country and is about to marry for duty rather than love. When Izzy and her fellow stylists get the opportunity of a lifetime to do the hair for the royal wedding, she and Prince Thomas learn that taking control of their own destiny requires following their hearts.

Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.

A single woman who decides to take a chance on love again by catapulting her life from Paris to Los Angeles. From awkward dates to touching surprise encounters, she understands the journey to love is a journey towards herself.

When a San Francisco exec wins a New Zealand inn, she ditches city life to remodel and flip the rustic property with help from a handsome contractor.

Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to reconnect, Taylor and Zach explore new and past relationships through an app that boasts old-fashioned human connection by way of the classified ad. Zach is given a chance to heal old wounds while Taylor matches with a woman that changes the way she's always thought about love.

On a flight home to Chicago for a family wedding, childhood friends Josh and Molly innocently agree to fake a wedding engagement to make Josh's dying father happy. Things quickly get out of hand with their two boisterous families, and a series of events causes them to pretend to be a couple and start planning a phony wedding. When the playacting begins to foster real feelings, the two must make some serious decisions: Split up and return to their lives in LA, or make a life as a couple back in Chicago?

A young finance executive inherits her uncle's mountain cabin only to discover that he also left half of it to the ruggedly handsome handyman that had been caring for it.

Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

A hopeless romantic who can’t ever seem to give a guy a real chance begins receiving each of the "12 Days of Christmas” as gifts anonymously at her door. As she tries to figure out who is sending the gifts, she begins to believe that the mystery suitor could finally live up to her expectations.

Angie wonders what her life would be like if she had married a former boyfriend who became a famous sportscaster. She takes the train home to spend Christmas with her family and inexplicably finds herself 10 years in the past. With the advice of the train's enigmatic conductor, Angie has the chance to revisit that Christmas and learn what — and who — is truly important to her.

After an electric one-night stand, two New York millennials draw up a friends-with-benefits contract to avoid the pitfalls of their past relationships

When her family firm’s annual Christmas toy drive is in jeopardy, Holly Silver must convince pro athlete Jack Kane to be the public face of the campaign to help save it. As Noelle helps Jack rediscover the meaning of Christmas, Holly reconnects with her own family traditions. While Jack and Holly go through challenges of making Christmas dreams for others come true, they discover kindred spirits in each other and the potential for the gift of romance this holiday season.

At a Christmastime event, Jenna shares an impromptu, unforgettable kiss with the dashing billionaire, Cooper Montgomery. Unaware of his intentions and fearful of getting hurt in another relationship, Jenna vows to resist his charms, but begins to realize his affection is real as the two spend more time together.

Winning your childhood sweetheart can create more problems than it solves.

A promising seamstress designs dresses for a Charity Ball hoping to impress the royal guest. Though the dresses seem destined for disaster, the two still may manage to find their happily ever after.

Ballet teacher Olivia gets more than she bargained for when she casts the talented Lily as the lead in the Christmas recital of The Nutcracker, and finds herself falling for Lily’s handsome firefighter father Michael. When a video of Michael practicing ballet with his daughter goes viral, Olivia sees how much dance really means to the community.

Sara, a novelist struggling with writer's block, needs inspiration — and finds it when she serendipitously meets Godfrey, a down-on-his-luck oddball who constantly changes personas and alter egos in order to cope with his past and avoid reality. Just as Godfrey begins to open up to Sara, he discovers that she’s been using him as inspiration for her next novel, and he vanishes from her life. Did Sara just lose the man of her dreams, or will she be able to find him and make things right?

Lifestyle guru and romance expert, Joanna Moret, has developed a fool-proof strategy for ending holiday loneliness and it's all detailed in her best-selling book, The Love Audit. After appearing on a morning show, she is offered the biggest opportunity of her career—to throw the MacAllen Holiday Gala—and if all goes well she'll get her own TV show. Little do her fans, or the MacAllen's, know that she is newly single and can't seem to apply her principles to her own love life. Joanna asks the morning show producer, Ted to pretend they are a couple or risk being exposed as a fraud.

Sophia, a brilliant doctoral student, has always maintained a symbiotic relationship with her brother Karim. The arrival of a new lover in Karim’s life significantly alters their dynamic.

The movie tells the story of a handsome but frugal CEO who takes over a family-owned regional airline and plans to cut their annual Christmas charity event, while the original owner’s daughter, who is a pilot for the airline, rallies the community to save the event, and finds unexpected love in the process.

Author Nell Phillips’ first book has become a surprise best-seller of the Christmas season. Nell’s last stop on a nationwide book tour takes her to the town of Springdale, the hometown of Emmett Turner, a young man she met over five years ago while both were junior copy editors at a New York publishing company. Nell was hurt when Emmett stood her up for a dinner date and then disappeared from New York without any explanation. As Nell is quick to admit, Emmett’s colorful, nostalgic anecdotes about Springdale inspired her to write this book that is shaping her life and especially this holiday season.

Gina and Seth have been pen pals for 13 years and now will have the chance to meet. Both used their best friends pictures to send to each other and now will let their friends meet. True love is found in the end for all.

A woman is determined to stop the wedding of her best friend, since she has been secretly in love with him.

Brie Traverston is up for partner at her firm if she can successfully coordinate a Christmas wedding reshoot and ignore all the feelings that come with working with the one-that-got-away Eddie Chapman and his possibly new girlfriend Isabella.

A pair of magical shoes step into Kayla Hummel’s holiday season, allowing her to rediscover her Christmas spirit and find love too.

Strangers June and Charlie wind up double-booked in the same upstate New York Airbnb during the start of COVID-19. Exasperating the situation, the lockdown forces them both to stay and confront the unexpected feelings that develop between them.

IT guru Libby gets more than she bargained for when, after losing her job, she reluctantly agrees to help a cop with fostering two abandoned kids.

Merry, who owns the ranch, has been unlucky in love, but that's about to change when a single father, Mark, and his two kids book the ranch for Christmas week. Adventure is on the menu, the holiday spirit is everywhere, and love is in the air.

It's Christmas and Miranda leaves Seattle with a suitcase full of presents to join her long- lost family in Carlton Heath, where she will experience the joyful traditions she missed as a child. Last Christmas, Miranda fell in love with Ian, a local man who helped her as she searched for her father, James Whitcomb, a famous theatre actor she believed had a connection to the town. At his widow Margaret’s request, Miranda agrees to keep it a secret to protect the family from scandal.

A woman finds romance during a kite festival.

During the Christmas season, Megan and her father-figure Frank head out on a road trip to find his long-lost love. Along the way, Megan finds the love of her own life.

Faced with a midlife crisis, a woman travels to Costa Rica and meets a younger man who shows her adventure and romance.

David Morales, an Arizona high school principal and single dad, has lost the holiday spirit after also losing his wife a few years ago during the Christmas season. Now, David will do anything to avoid Christmas so he moonlights as a delivery driver during the holidays. But this year David’s 14-year-old daughter, Noel, and his live-in sister, Marissa, are determined to bring the yuletide spirit back to the family and, with a little luck, also help David find love again via online dating. So when Sophie, a witty musician and customer on David’s delivery route, swipes right on him, something magical happens between them.

With only one week to prepare, Lisa Patterson and her family of party planners are given the biggest job in their company’s history: a New Year’s Eve party for tech entrepreneur Megan Clark. But when her brother breaks his leg and her parents head off on a planned vacation, Lisa must reluctantly enlist the help of her brother’s visiting college buddy, David Campos, to help her pull off the event which just so happens to fall on her favorite day of the year. But what Lisa didn’t plan on was falling in love in the process.

Newly widowed Kathy plans to skip out on decking the halls and trimming the tree this Christmas, trying to avoid anything that will bring back memories of her late husband. When Kathy meets handsome Christmas tree shop owner Tim, their undeniable chemistry—along with an ornament Tim gives her that symbolizes hope—helps Kathy open up to the joys of the season again.

Kelly Hartwick, a rock-star creative director, swears off dating in order to focus on a major Christmas ad campaign.