20 best movies like You've Got Mail (1998)

During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

A love story built on a misunderstanding. A transit worker pulls commuter Peter off the tracks after he's mugged. But while he's in a coma, his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother, Erica. Left in the care of Erica and his doctor, a love triangle starts to take shape.

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

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.

After spending eight months in a mental institution, a former teacher moves back in with his parents and tries to reconcile with his ex-wife.

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.

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.

After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.

Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family's expectations, and his true feelings.

In the fall of 1963, Eddie Birdlace is an 18-year-old Marine Corps volunteer who is about to ship out with three of his buddies for a tour of duty in Vietnam. Planning a massive blowout for their last night in San Francisco, Eddie, his buddies, and a number of other Marines set up a contest they call a "dogfight."

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

Romantic comedy about six of Seattle's young people, most of whom live in the same apartment building and whose lives revolve around the city's ever-expanding music scene. The interrelated stories about each character's progress through the singles scene are intriguing and often very funny, and the soundtrack is a grunge fanatic's dream, with the likes of Soundgarden, Pearl Jam and Mudhoney.

Reunited at a wedding after many years, former lovers again feel the pull of a mutual attraction neither is willing to admit. Escaping the reception for the privacy of a hotel room, the unnamed pair explore the choices of the past that led them to the present.

Dramatic comedy about two unlikely people who find each other while looking for love. Judith Nelson (Holly Hunter) is suddenly single after discovering her husband of fifteen years, a successful doctor (Martin Donovan), has been having an affair with a younger woman. Judith stews, plans, plots and fantasizes, but she can't decide what to do with her life until she goes out to a night club to see singer Liz Bailey (Queen Latifah), who is full of advice on life and love. While out on the town, Judith is suddenly kissed by a total stranger, which opens her eyes to new possibilities ... which is when she notices Pat (Danny De Vito), the elevator operator in her building.

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

An ugly duckling having undergone a remarkable change, still harbors feelings for her crush: a carefree playboy, but not before his business-focused brother has something to say about it.

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

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.

Miranda Presley moves from New York to Nashville to become a songwriter. At an unsuccessful audition she meets James Wright, a promising newcomer. After only a few days they marry but start to quickly regret it.

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

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

In 1900, strong-willed widow Lucy Muir goes to live in Gull Cottage by the British seaside, even though it appears to be haunted. On her very first night she meets the ghost of the crusty former owner, Captain Gregg—and refuses to be scared off. They eventually become friends and allies, after Lucy gets used to the idea of a man's ghost haunting her bedroom.

A recent college graduate sets out to win back the girl of his dreams.

When he suddenly finds himself without his long-standing blue-collar job, Larry Crowne enrolls at his local college to start over. There, he becomes part of an eclectic community of students and develops a crush on his teacher.

A comedy that pays tribute to the science fiction genre -- specifically, the sub-genre of time travel. But here the alternate reality is contemporary New York City where past and future experiences of trust, commitment and denial are cleverly put to the test. Just as Ruby is beginning to relish her first-ever healthy relationship, Sam begins muttering about being a time traveler from the year 2470.

Fourteen years after the events of the first film, a series of encounters between people in Britain reminds us that in these different times Love, actually exists.

When he finds out his longtime girlfriend is pregnant, a commitment-phobe realizes he might have to change his lifestyle for better or much, much worse.

Breaking up with Mark Darcy leaves Bridget Jones over 40 and single again. Feeling that she has everything under control, Jones decides to focus on her career as a top news producer. Suddenly, her love life comes back from the dead when she meets a dashing and handsome American named Jack. Things couldn't be better, until Bridget discovers that she is pregnant. Now, the befuddled mom-to-be must figure out if the proud papa is Mark or Jack.

Cowboys Beauregard Decker and Virgil Blessing attend a rodeo in Phoenix, where Decker falls in love with beautiful cafe singer Cherie. He wants to take Cherie back to his native Montana and marry her, but she dreams of traveling to Hollywood and becoming famous. When she resists his advances, Decker forces Cherie onto the bus back to Montana with him, but, when the bus makes an unscheduled stop due to bad weather, the tables are turned.

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to ... lovers?

Music From Another Room is a romantic comedy that follows the exploits of Danny, a young man who grew up believing he was destined to marry the girl he helped deliver as a five year old boy when his neighbor went into emergency labor. Twenty-five years later, Danny returns to his hometown and finds the irresistible Anna Swann but she finds it easy to resist him since she is already engaged to dreamboat Eric, a very practical match. In pursuit of Anna, Danny finds himself entangled with each of the eccentric Swanns including blind, sheltered Nina, cynical sister Karen, big brother Bill and dramatic mother Grace as he fights to prove that fate should never be messed with and passion should never be practical.

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

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.

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.

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.

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 a the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

Nora Wilder (Parker Posey), a single, career woman works at a Manhattan boutique hotel where her excellent skills in guest relations lack in the romantic department. If it is not her loving and dominant mother (Gena Rowlands) attempting to set her up that consistently fail, she has her friend’s (Drea de Matteo) disastrous blind dates to rely on as a backup for further dismay. She's surrounded by friends who are all happily engaged or romantically involved and somehow, love escapes Nora -- until she meets an unusual Frenchman (Melvil Poupaud) who helps her discover life beyond her self-imposed boundaries.

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.