Best movies like Head Over Heels

Similar in 84%

Just My Luck (2006)

Plot Summary:

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.

Similar in 89%

Monster-in-Law (2005)

Plot Summary:

Office temp Charlotte Cantilini thinks she's found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there's a problem standing in the way of everlasting bliss: Kevin's overbearing and controlling mother, Viola. Fearing she'll lose her son's affections forever, Viola decides to break up the happy couple by becoming the world's worst mother-in-law.

Similar in 87%

Going the Distance (2010)

Plot Summary:

Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.

Similar in 87%

Someone Like You... (2001)

Plot Summary:

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

Similar in 84%

Because I Said So (2007)

Plot Summary:

In an effort to prevent family history from repeating itself, meddlesome mom Daphne Wilder attempts to set up her youngest daughter, Milly, with Mr. Right. Meanwhile, her other daughters try to keep their mom's good intentions under control.

Similar in 87%

When in Rome (2010)

Plot Summary:

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

Similar in 89%

Sweet Home Alabama (2002)

Plot Summary:

New York fashion designer Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But Melanie's past holds many secrets, including Jake, the redneck husband she married in high school, who refuses to divorce her. Bound and determined to end their contentious relationship once and for all, Melanie sneaks back home to Alabama to confront her past.

Similar in 78%

Bride Wars (2009)

Plot Summary:

Two best friends become rivals when their respective weddings are accidentally booked for the same day.

Similar in 80%

Boys and Girls (2000)

Plot Summary:

Ryan and Jennifer are opposites who definitely do not attract. At least that's what they always believed. When they met as twelve-year-olds, they disliked one another. When they met again as teenagers, they loathed each other. But when they meet in college, the uptight Ryan and the free-spirited Jennifer find that their differences bind them together and a rare friendship develops.

Similar in 86%

The Back-up Plan (2010)

Plot Summary:

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.

Similar in 88%

The Other Woman (2014)

Plot Summary:

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

Similar in 89%

Confessions of a Shopaholic (2009)

Plot Summary:

In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping-a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door-until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.

Similar in 88%

Down to You (2000)

Plot Summary:

College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

Similar in 79%

Valentine's Day (2010)

Plot Summary:

More than a dozen Angelenos navigate Valentine's Day from early morning until midnight. Three couples awake together, but each relationship will sputter; are any worth saving? A grade-school boy wants flowers for his first true love; two high school seniors plan first-time sex at noon; a TV sports reporter gets the assignment to find romance in LA; a star quarterback contemplates his future; two strangers meet on a plane; grandparents, together for years, face a crisis; and, an "I Hate Valentine's Day" dinner beckons the lonely and the lied to. Can Cupid finish his work by midnight?.

Similar in 77%

The Accidental Husband (2008)

Plot Summary:

When radio love guru Dr Emma Lloyd convinces Patrick Sullivan's fiancée to dump him the week before their wedding. He sets about teaching her a lesson for interfering in other peoples lives that she knows nothing about. Things take a turn when he finds himself falling for the very person who ruined his life and everyone is going to have to learn a few lessons about 'Real Love'.

Similar in 82%

Failure to Launch (2006)

Plot Summary:

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

Similar in 84%

27 Dresses (2008)

Plot Summary:

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

Similar in 83%

Just Go with It (2011)

Plot Summary:

A plastic surgeon, romancing a much younger schoolteacher, enlists his loyal assistant to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, the assistant's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.

Similar in 76%

She's All That (1999)

Plot Summary:

High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.

Similar in 78%

Two Weeks Notice (2002)

Plot Summary:

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

Similar in 87%

That Awkward Moment (2014)

Plot Summary:

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

Similar in 75%

The Wedding Date (2005)

Plot Summary:

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

Similar in 80%

The Ugly Truth (2009)

Plot Summary:

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

Similar in 76%

How to Lose a Guy in 10 Days (2003)

Plot Summary:

An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe Neuwirth), loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry (Matthew McConaughey), who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.