20 best movies like It Had to Be You (2000)

When Lenny and his wife, Amanda, adopt a baby, Lenny realizes that his son is a genius and becomes obsessed with finding the boy's biological mother in hopes that she will be brilliant too. But when he learns that Max's mother is Linda Ash, a kindhearted prostitute and porn star, Lenny is determined to reform her immoral lifestyle. A Greek chorus chimes in to relate the plot to Greek mythology in this quirky comedy.

Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

A travel writer improves her love life when she becomes an editor for her father's wedding magazine.

An aloof, struggling food photographer thinks he has found true love with a fiery grade-school teacher. At first, the relationship is all wine and roses, but as they realize they have little in common besides great sex, the romance wanes, and they struggle through a succession of break-ups and reunions as they try to work things out.

Alex Whitman (Matthew Perry) is a designer from New York City who is sent to Las Vegas to supervise the construction of a nightclub that his firm has been hired to build. Alex is a straight-laced WASP-ish type who, while enjoying a night on the town, meets Isabel Fuentes (Salma Hayek), a free-spirited Mexican-American photographer. Alex and Isabel are overtaken by lust at first sight and end up sp

New York City. Melvin Udall, a cranky, bigoted, obsessive-compulsive writer, finds his life turned upside down when neighboring gay artist Simon is hospitalized and his dog is entrusted to Melvin. In addition, Carol, the only waitress who will tolerate him, must leave work to care for her sick son, making it impossible for Melvin to eat breakfast.

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

After an extramarital indiscretion, a fairy-tale prince and his sidekick are turned into frogs for all eternity or until the prince can convince a maiden to kiss and then marry him.

Electrician Gus gets the chance to fulfill a childhood dream by buying an old bowling-alley with some of his friends.

A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships and longs for a sexless union based on friendship and respect.

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

Good natured Reverend Henry Biggs finds that his marriage to choir mistress Julia is flagging, due to his constant absence caring for the deprived neighborhood they live in. On top of all this, his church is coming under threat from property developer Joe Hamilton. In desperation, Rev. Biggs prays to God for help - and help arrives in the form of an angel named Dudley.

With the help of a talking freeway billboard, a "wacky weatherman" tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early-90s Los Angeles.

The Malacicis, a hard-working Italian family recently immigrated from Florence, open a fancy restaurant in the Bronx, N.Y., drawing the ire of another clan. Mike and Sadie Capomezzo, equally hard-working Sicilian caterers from the area, find they cannot stand Piero and Maria Malacici. But things get complicated when the Malacicis' daughter, Gina, and the Capomezzos' son, Rosario, fall in love.

A self-anointed 'renegade' male flight attendant must save the day when the airline he works for tries to eliminate flight attendants as a cost-cutting measure.

Adam, a lonely man with Asperger's Syndrome, develops a relationship with his upstairs neighbor, Beth.

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 soul mate when she's sequestered inside her family's estate with only her parents to keep her company. This untraditional fairy tale about a girl who bucks convention to create her own happy ending.

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

70-year-old widower Ben Whittaker has discovered that retirement isn't all it's cracked up to be. Seizing an opportunity to get back in the game, he becomes a senior intern at an online fashion site, founded and run by Jules Ostin.

Sidney is a writer who's just left her L.A. Times music review gig to edit New York hip-hop magazine XXL. Dre is an executive with a hip-hop record company based in New York. They've known each other since they met as children, when both discovered hip-hop for the first time. Now that they're back together, they should be perfect for each other, except that Dre's about to marry lawyer Reese and Sidney claims not to be interested in Dre romantically. Meanwhile, Dre is growing increasingly restless with his company's focus on profit over artistry, which leads to signing the gimmicky duo Ren and Ten while ignoring the talented Chris

P-A-X-497/341, aka “Pax” , a curious young man from the well-ordered but loveless future, travels to present day New Orleans in search of romance novelist Elizabeth Barrett – whose book he has come upon during an archeological dig in the year 3127. Hoping Elizabeth can explain the concept of love to him, which is now nonexistent in his time, Pax embarks on an adventure filled with new discoveries. Elizabeth introduces Pax to life in the year 2011, filled with love, music and of course, destiny. When Pax doesn’t return to the future by the given deadline, Bob, his fellow scientist, travels back in time to find him. Meanwhile, as Elizabeth helps Pax learn about love, she ends up confiding in her colleague, played by Valerie Harper, about her own upcoming “surprise” engagement.

For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.

The night after another unsatisfactory New Year party, Tim's father tells his son that the men in his family have always had the ability to travel through time. Tim can't change history, but he can change what happens and has happened in his own life – so he decides to make his world a better place... by getting a girlfriend. Sadly, that turns out not to be as easy as he thinks.

Young writer Sam has a crush on Birdie, the cute and quirky barista at his local coffee shop. When his conventional attempts to woo her crash and burn, he takes his efforts online, creating an Internet profile embellished with all of the details that would make him Birdie’s dream guy. When the harebrained scheme is a surprise success and Birdie falls for his exaggerated alter ego, Sam must keep up the act or lose his dream girl forever.

Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

Melanie Parker, an architect and mother of Sammy, and Jack Taylor, a newspaper columnist and father of Maggie, are both divorced. They meet one morning when overwhelmed Jack is left unexpectedly with Maggie and forgets that Melanie was to take her to school. As a result, both children miss their school field trip and are stuck with the parents. The two adults project their negative stereotypes of ex-spouses on each other, but end up needing to rely on each other to watch the children as each must save his job. Humor is added by Sammy's propensity for lodging objects in his nose and Maggie's tendency to wander.

Ex-football star Mike Gambril meets Terry McKay on a flight to Sydney, which is forced to land on a small atoll. They become romantic on board a ship sent to take them to a larger island. They agree to meet in New York three months later to see if the attraction is real. One shows up but the other doesn't. However, a chance meeting brings them together again.

A professional in the advertising business, Holly dreams of finding Mr. Right, & getting the "perfect" romance. When she meets someone who ~looks the part, she falls hard & fast. But soon she is reminded that appearances can be deceiving, & true love grows in more unexpected places.

Not until three years after the death of her husband Jolly, Kay dares to move back into their former home, persuaded by her new fiancée Rupert. But soon her worst expectations come true, when not only her old memories haunt her, but also Jolly's ghost, who doesn't approve of her new mate. Invisible to anyone but Kay, he tries to prevent the wedding. Written by Tom Zoerner

A twisted honeymoon adventure about a young couple on their way to Niagara Falls.

A summer heat wave and a series of sexual encounters connect a group of New Yorkers.

A couple of angels, O'Reilly and Jackson, are sent to Earth to make sure that their next supervised love-connection succeeds. They follow Celine, a spoiled rich girl who has just accidentally shot a suitor and, due to a misunderstanding, is kidnapped by janitor Robert. Although Celine quickly frees herself, she stays with Robert for thrills. O'Reilly and Jackson pursue, hoping to unite the prospective lovers.

Ben Holmes, a professional book-jacket blurbologist, is trying to get to Savannah for his wedding. He just barely catches the last plane, but a seagull flies into the engine as the plane is taking off. All later flights are cancelled because of an approaching hurricane, so he is forced to hitch a ride in a Geo Metro with an attractive but eccentric woman named Sara.

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

An architect heads to the altar with her fiancé, unsure of her marriage and their future. She relives her disastrous wedding day, put together by her fiance’s overbearing mother, over and over until, with the help of his brother, she begins to face her biggest fears and discover what she really wants in herself and in her life.

Fortune hunter Holly Golightly finds herself captivated by aspiring writer Paul Varjak, who's moved into her building on a wealthy woman's dime. As romance blooms between Paul and Holly, Doc Golightly shows up on the scene, revealing Holly's past.

A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

Charley Pearl, wealthy heir and gadabout, is slated to marry Adele, the daughter of a Hollywood tycoon. But, during a wild bachelor party in Las Vegas, Charley strikes up a flirtation with nightclub crooner Vicki Anderson that soon leads to her bedroom. When the couple are discovered by Vicki's beau, infamous gangster Bugsy Siegel, he makes a surprising pronouncement -- they'd better marry, or Charley is a dead man.

Jenna Hudson and Kevin Jenner are polar opposites working for the same online publication in New York City. With both having nowhere they want to be for Christmas, they volunteer for a special writing assignment. After a snowstorm forces their plane to land in none other than Santa Claus, Indiana, the two are placed in a Christmas Wonderland and the focus of their story shifts to saving the historic town inn run by Carol and Christopher Winters. As the two overcome their differences, they also rediscover the magic of Christmas. But with the inn's fate in jeopardy and the return of someone from Jenna's past, Carol and Christopher lend a helping hand to bring Jenna and Kevin together.

Two sailors, Joe and Clarence have four days shore leave in spend their shore leave trying to get a girl for Clarence. Clarence has his eye on a girl with musical aspirations, and before Joe can stop him, promises to get her an audition with José Iturbi. But the trouble really starts when Joe realizes he's falling for his buddy's girl.

A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

A contemporary romantic comedy exploring the unlikely pairing of two 20-somethings thrown together by their respective best friends in hopes of igniting their own romance.

A couple fall in love despite the girl's pessimistic outlook. As they struggle to come to terms with their relationship, something supernatural happens that tests it.

After her mother's death, mediocre chef Amanda Shelton is having trouble attracting customers to her family's restaurant. While shopping for ingredients, she is given a magical crab by mysterious Gene O'Reilly. Afterward, Amanda's dishes suddenly become excellent, inducing strong emotional reactions in everyone who eats them. Tom Bartlett, who is preparing to open his own eatery, tries her cooking and falls in love.

No sooner does Italian-American widow Loretta accept a marriage proposal from her doltish boyfriend, Johnny, than she finds herself falling for his younger brother, Ronny. She tries to resist, but Ronny lost his hand in an accident he blames on his brother, and has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls deeper in love, she comes to learn that she's not the only one in her family with a secret romance.

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet – both blissfully unaware that he's putting her out of business.

In the midst of election season in New Mexico, political speech writers Julia Mann, a Democrat, and Kevin Vallick, a Republican, begin a romance, unaware they are working for candidates on opposite sides.