We all have a special place in our hearts for romantic comedies. A number of your favourite romantic comedy films may not be on this list but we are pretty sure you will find some new ones you didn’t know you liked. While every single entry may not contain every element commonly associated with the genre of romantic comedy, yet they all fit “a genre in which the development of a romance leads to comic situations.” Here is our collection of the greatest rom-coms of all time. We hope you love them.
This ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

Ranked: Greatest Romantic Comedies Of All Time

1.City Lights (1931)
14
2
City Lights
14
2

A Tramp falls in love with a blind flower girl and utilizes his occasional friendship with a wealthy alcoholic man to help her with her eye operation, but ends up in jail following an unfortunate mix-up. After being released, he finds out that the girl, now with eyesight restored, waits eagerly for her presumably wealthy and handsome benefactor.

Director:
2.Singin' in the Rain (1952)
15
3
Singin' in the Rain
G
15
3

Considered as the ‘greatest musical,’ the film depicts silent era’s popular on-screen pair Don Lockwood and Lina Lamont who are perceived as real-life couple by many, including Lina. When their movie is transformed into a musical, Don sails through beautifully, while Lina’s shrill voice is secretly dubbed by Kathy Selden whom Don is dating. What happens when Lina finds out the truth? 

Director:
3.The Apartment (1960)
13
3
The Apartment
13
3

Timid insurance worker C.C. Baxter attempts to rise up the corporate ladder by lending his apartment to company executives to use for their extramarital affairs. However, he is torn from the inside when he realizes that the personnel director, who recently granted his promotion, brought to his apartment the elevator girl he is attracted to.

Director:
Awards:
Golden Globe Award for Best Actress - Comedy or Musical, BAFTA Award for Best Foreign Actress, Golden Globe Award for Best Actor - Comedy or Musical, BAFTA Award for Best Foreign Actor, Academy Award for Best Picture, Academy Award for Best Director, Academy Award for Best Writing, Story and Screenplay - Written Directly for the Screen, BAFTA Award for Best Film from any Source
4.Groundhog Day (1993)
22
5
Groundhog Day
PG
22
5

Phil, a TV weatherman at a local station in Pennsylvania is charming on screen, but off screen, he does not treat people nicely. However, his life takes a turn when, while covering an annual Groundhog Day event in Punxsutawney, Pennsylvania, he gets caught in a time loop and ends up living the same day repeatedly.

Director:
Awards:
BAFTA Award for Best Screenplay - Original
5.Aladdin (1992)
16
5
Aladdin
G
16
5

Aladdin, a poor but kind-hearted street urchin, is hired by Jafar, the Royal Vizier, to retrieve a magical lamp from a mysterious cave. After being betrayed, he uses the genie inside the lamp to escape the cave and to become a prince so he could woo Princess Jasmine, but soon gets dragged into an evil plot by Jafar.

Director:
Ron Clements, John Musker
Awards:
MTV Movie & TV Award for Best Comedic Performance
6.The Graduate (1967)
14
3
The Graduate
TV-MA
14
3

The Graduate, which won an Academy Award for Best director, revolves around the life of fresh college graduate Benjamin Braddock who is seduced into having an affair by Mrs. Robinson, the wife of his father’s partner. He is persuaded by his family to go out with Elaine, Mrs. Robinson’s daughter, but things get complicated when Benjamin falls in love with Elaine.  

Director:
Awards:
Golden Globe Award for Most Promising Newcomer - Male, BAFTA Award for Most Promising Newcomer to Leading Film Roles, Golden Globe Award for Most Promising Newcomer - Female, Golden Globe Award for Best Actress - Comedy or Musical, Academy Award for Best Director, Golden Globe Award for Best Director, BAFTA Award for Best Direction, BAFTA Award for Best Film, Grammy Award for Best Original Score Written for a Motion Picture, Grammy Award for Best Original Score Written for a Motion Picture or a Television Special
7.Annie Hall (1977)
14
3
Annie Hall
PG
14
3

One of the greatest movies of all-time, Annie Hall tells the story of comedian Alvy Singer who is trying to figure out the ups and downs of his failed relationship with singer Annie Hall. Alvy speaks directly to the audience, dissecting his childhood and relationships while revealing surreal and emotional moments from his life. 

Director:
Awards:
Academy Award for Best Director, Academy Award for Best Writing, Screenplay Written Directly for the Screen, BAFTA Award for Best Direction, BAFTA Award for Best Screenplay, Academy Award for Best Actress in a Leading Role, Golden Globe Award for Best Actress in a Motion Picture - Comedy or Musical, BAFTA Award for Best Actress
8.Young Frankenstein (1974)
11
3
Young Frankenstein
PG
11
3

Dr. Frederick Frankenstein, grandson of mad scientist Victor Frankenstein, inherits their family estate in Transylvania where he accidentally comes across his grandfather's journals and decides to resume his experiment. However, things gradually go out of hand after young Frankenstein unknowingly implants an abnormal brain into a corpse and his fiancée Elizabeth shows up in the estate.

Director:
9.Roman Holiday (1953)
12
3
Roman Holiday
12
3

A royal princess Ann, irritated by her regulated lifestyle and duties, escapes from her embassy while in Rome and ends up sleeping at a public bench. She is found by Joe Bradley, an American newspaper reporter who takes her to his apartment for safety. The next morning, when he finds out her real identity, he promises his editor an exclusive and takes Ann on a sightseeing tour.

Director:
Awards:
Academy Award for Best Actress in a Leading Role, Golden Globe Award for Best Actress - Drama, BAFTA Award for Best British Actress
10.Shaun of the Dead (2004)
19
5
Shaun of the Dead
R
19
5

Shaun, an electronics salesman, leads a rather uneventful life. His girlfriend has left him and his stepfather chastises him for failing to give attention to his mother, especially on her birthday. He is miserable, but when a zombie apocalypse threatens to take over London, he resolves to save both his girlfriend and mother with the help of his best friend Ed.

Director:
Edgar Wright
11.Manhattan (1979)
11
3
Manhattan
R
11
3

Twice-divorced and severely frustrated 42 years old TV writer, Issac Davis, is dating a seventeen years old Tracy. His ex-wife Jill has come out as a lesbian and is writing a book on their marriage. Meanwhile, Issac tries to navigate his feelings towards Mary Wilkie, his best friend’s mistress.

Director:
Awards:
BAFTA Award for Best Screenplay
12.Tangled (2010)
16
5
Tangled
PG
16
5

Loosely based on the German fairy tale Rapunzel, the film tells the story of a lost young princess with long blonde hair that has magical properties. Going against her mother’s warnings, she leaves her secluded tower with the help of an intruder. 

Director:
Byron Howard, Nathan Greno
13.About Time (2013)
15
4
About Time
R
15
4

About Time is the heartwarming tale of Tim Lake who is told by his father James that the men in his family can time travel. He uses this power to fall in love and improve his love life. But his numerous attempts to protect his loved ones only ends up proving to him that he cannot control fate. 

Director:
Richard Curtis
14.When Harry Met Sally... (1989)
11
3
When Harry Met Sally...
R
11
3

Harry and Sally first meet as newly graduates when they share a long drive together from Chicago to New York City, and along the way, they argue about whether men and women can be just friends. They meet over and over in the following decades and become close friends, but are concerned about sexual relationship ruining their friendship.

Director:
17.Sideways (2004)
11
4
Sideways
R
11
4

Miles is a divorced teacher, an oenophile and struggling writer whose manuscript is under consideration. Jack is a faded actor who is getting married and wants one last fling. The two, just a week before marriage, set out on a road trip in wine country, meet Maya and Stephanie and arrange a double date. However, trouble begin when Miles reveals that Jack is about to be married.

Director:
Alexander Payne
Star Cast:
Thomas Haden Church, Paul Giamatti, Sandra Oh
18.High Fidelity (2000)
10
3
High Fidelity
R
10
3

Rob Gordon, a struggling vinyl record store owner and compulsive list-maker, is yet again ditched by his current girlfriend Laura for refusing to commit. He decides to make a list of his top five breakups and seeks out his previous partners in an attempt to understand his failures in making those relationships work.

Director:
Stephen Frears
19.Crazy, Stupid, Love. (2011)
17
6
Crazy, Stupid, Love.
PG-13
17
6

Cal Weaver is leading a life he loves. He is married to his high school sweetheart for almost 25 years, has two kids and a great job. However, his life takes a turn when he learns that his wife has been cheating on him and wants a divorce. He meets Jacob Palmer and learns how to pick up girls. But can this makeover really change his feelings? 

Director:
Glenn Ficarra, John Requa
20.Palm Springs (2020)
11
3
Palm Springs
R
11
3

Palm Springs is a romantic comedy science-fiction film which tells the story of Nyles and Sarah, two guests who attend a wedding, but get stuck in a time loop and end up living the same day over and over again. Eventually, they start developing feelings for each other as well.

21.Tootsie (1982)
9
3
Tootsie
TV-MA
9
3

Although a highly respected actor nobody wants to hire Michael Dorsey because of his perfectionism. In desperation, he decides to pose as a woman and audition for the role of Dorothy Michaels in a popular soap opera. He soon becomes popular, not only with the audience, but also with his fellow actors, who take him to be a woman. To make matters worse, he falls for his costar, Julie. 

Director:
Awards:
Academy Award for Best Actress in a Supporting Role, Golden Globe Award for Best Actress in a Supporting Role - Motion Picture, Golden Globe Award for Best Actor in a Motion Picture - Comedy or Musical, BAFTA Award for Best Actor
22.Big (1988)
11
4
Big
PG
11
4

Desperately wanting to be a grown up, 12-year-old Josh Baskin wishes so at an unplugged Zoltar machine in the carnival, and is surprised to find himself into an adult body the next morning. Now he must cope with larger issues as he tackles work and a romantic relationship while trying to find a way back into his childhood.

Director:
Penny Marshall
Awards:
Golden Globe Award for Best Performance by an Actor in a Motion Picture - Comedy or Musical
23.Punch-Drunk Love (2002)
10
4
Punch-Drunk Love
R
10
4

Punch-Drunk Love is a dark comedy film that centres on a single man, Barry Egan, with emotionally abusive sisters who, in an effort to cure his loneliness, calls up a phone-sex line, but gets embroiled in an extortion racket instead. Egan's situation gets further complicated when he falls in love with Lena Leonard who he must protect from the extortionists.

24.Definitely, Maybe (2008)
10
4
Definitely, Maybe
PG-13
10
4

After having her first sex education class, 10-year-old Maya Hayes coerces her father into telling her how her parents, who are preparing for a divorce, originally met. He agrees to tell her about his past life, including his encounters with three different women, leaving it to Maya to deduce whom he eventually married.

Director:
Adam Brooks
25.Chasing Amy (1997)
10
3
Chasing Amy
R
10
3

Holden McNeil and Banky Edwards are close friends who work together as successful authors of popular comic book Bluntman and Chronic. When they meet fellow comic book artist Alyssa Jones, who is a lesbian, Holden falls in love with her. His new relationship affects his friendship with partner Banky; furthermore, he finds it difficult to accept Alyssa’s past.

Director:
26.The 40 Year Old Virgin (2005)
15
7
The 40 Year Old Virgin
R
15
7

A sex comedy film that follows the titular 40-year-old virgin Andy and his friends who try to help him lose his virginity, the movie is full of funny moments filled with sexual innuendos. The film received positive reviews and was a commercial success. 

Director:
Star Cast:
Catherine Keener, Leslie Mann, Jenna Fischer, Kevin Hart, Jane Lynch, Paul Rudd, Nancy Carell
Awards:
MTV Movie & TV Award for Best Comedic Performance
27.There's Something About Mary (1998)
14
6
There's Something About Mary
R
14
6

Thirteen years earlier, Ted’s prom date with Mary was a complete fiasco. Nonetheless, he still loves her and hires a private investigator, Pat Healy to find her. Healy, not just finds her, but also falls for her. He misleads Ted and begins to date Mary himself. However, Ted soon finds out the truth and sets out to win Mary’s heart.

Director:
Bobby Farrelly, Peter Farrelly
Star Cast:
Cameron Diaz, Matt Dillon, Ben Stiller, Keith David, Sarah Silverman, Jeffrey Tambor
Awards:
MTV Movie & TV Award for Best Female Performance, MTV Movie & TV Award for Best Fight, MTV Movie & TV Award for Best Villain
28.Pretty Woman (1990)
13
5
Pretty Woman
R
13
5

Edward Lewis, a corporate raider who buys and tears down companies, is ditched by his girlfriend after he asks her to escort him during a business trip. He hires a prostitute, Vivian Ward, to pose as his girlfriend for a week, but things get complicated when he falls in love with her despite their disparate lifestyles.

Director:
Star Cast:
Richard Gere, Julia Roberts, Hank Azaria, Jason Alexander, Garry Marshall, Elinor Donahue
Awards:
Golden Globe Award for Best Performance by an Actress in a Motion Picture - Comedy or Musical
29.Forgetting Sarah Marshall (2008)
11
5
Forgetting Sarah Marshall
R
11
5

 

The romantic comedy film Forgetting Sarah Marshall follows the story of music composer Peter Bretter and his attempts to get over his break-up with TV celebrity and girlfriend Sarah Marshall. Peter heads for a Hawaii vacation to escape his grief, but there he meets none-other-than Sarah with her new rock-star boyfriend, which leads to some hilarious situations. 

Director:
Nicholas Stoller
Star Cast:
Jason Bateman, Mila Kunis, Kristen Bell, Bill Hader, Russell Brand, Kristen Wiig, Jonah Hill
30.Enchanted (2007)
11
4
Enchanted
PG
11
4

Giselle, a beautiful maiden in the animated fairytale kingdom of Andalasia, is preparing for her marriage with handsome Prince Edward when evil Queen Narissa banishes her to the gritty world of New York City. She becomes conflicted about true love after developing feelings for Robert, a cynical divorced lawyer who helps her cope with the real world.

Director:
Kevin Lima
Star Cast:
Susan Sarandon, Julie Andrews, Patrick Dempsey, James Marsden, Amy Adams, Idina Menzel
31.Four Weddings and a Funeral (1994)
11
4
Four Weddings and a Funeral
R
11
4

Charles is the best man at his friend’s wedding. There he meets Carrie and the two are instantly attracted to each other. But Carrie leaves the next morning. The two meet again at three other weddings and a funeral but the relationship never really moves forward. Will Charles, who fears marriage, and Carrie, who is engaged to someone else, ever come together?

Director:
Mike Newell
Star Cast:
Kristin Scott Thomas, Corin Redgrave, Rowan Atkinson, Hugh Grant, Andie MacDowell
Awards:
Golden Globe Award for Best Performance by an Actor in a Motion Picture - Comedy or Musical, BAFTA Award for Best Actor, BAFTA Award for Best Actress in a Supporting Role
32.Knocked Up (2007)
14
5
Knocked Up
R
14
5

Alison Scott goes to a night club to celebrate her promotion and ends up having a one night stand with reckless pothead Ben Stone that results in pregnancy. Deciding to keep the baby despite possible negative implications in her life and job, she tracks down Ben who, a big baby himself, tries his best to support her.

Director:
Star Cast:
Katherine Heigl, Jay Baruchel, James Franco, Ken Jeong, Martin Starr, Maude Apatow, Harold Ramis
33.Wedding Crashers (2005)
13
5
Wedding Crashers
R
13
5

Friends and partners as divorce mediators, John and Jeremy have a favorite pastime: crashing weddings to pick up women. After infiltrating into the wedding of the daughter of Secretary of the Treasury, Jeremy scores with his other daughter Gloria but cannot get rid of her, while John is determined to woo another daughter, Claire, who already has a boyfriend.

Director:
David Dobkin
Star Cast:
Rebecca De Mornay, Vince Vaughn, Jane Seymour, Owen Wilson, Bradley Cooper, Christopher Walken, Will Ferrell
Awards:
MTV Movie & TV Award for Best Breakthrough Performance, MTV Movie & TV Award for Best On-Screen Team, People's Choice Award for Favorite On-Screen Match-Up
34.P.S. I Love You (2007)
11
4
P.S. I Love You
PG-13
11
4

After her husband Gerry dies of a brain tumor, Holly loses the will to live despite attempts by family members and friends to cheer her up. However, starting on her 30th birthday, she begins receiving a series of messages from Gerry that he had previously prepared to guide her towards a journey of rediscovery.

Director:
Richard LaGravenese
Star Cast:
Kathy Bates, Harry Connick Jr., Lisa Kudrow, Hilary Swank, Gerard Butler, Jeffrey Dean Morgan
35.Elf (2003)
13
5
Elf
PG
13
5

A baby boy accidentally lands up with the elves at the North Pole and grows up with them as Buddy. When he realises that he is not one of them, he sets out to meet his biological father, Walter, in New York who has no idea about his existence. As Buddy tries to figure out his place in world, he also spreads Christmas happiness amongst the New Yorkers.

Director:
Star Cast:
Ed Asner, Artie Lange, Mary Steenburgen, Zooey Deschanel, Peter Dinklage, Jon Favreau, Bob Newhart
36.The Devil Wears Prada (2006)
15
6
The Devil Wears Prada
PG-13
15
6

Andrea Sachs is a recently graduated aspiring journalist with little sense of fashion who lands the dream job of assisting Miranda Priestly, the editor-in-chief of a sophisticated fashion magazine. She decides to tolerate her abusive boss for a year to advance her career in journalism, but as her lifestyle changes dramatically, she must set her priorities straight.

Director:
David Frankel
Star Cast:
Stanley Tucci, Anne Hathaway, Adrian Grenier, Simon Baker, Emily Blunt, Alyssa Sutherland, Meryl Streep
Awards:
Golden Globe Award for Best Performance by an Actress in a Motion Picture - Comedy or Musical
37.The Holiday (2006)
13
5
The Holiday
PG-13
13
5

Iris, a society columnist in London, and Amanda, a movie trailer producer in Los Angeles, swap homes for two weeks to get away from their miserable personal lives. Amanda falls in love with Iris' widower brother Graham while living in her Surrey cottage; meanwhile Iris gains emotional support from legendary screenwriter Arthur and finds love with composer Miles.

Director:
Nancy Meyers
Star Cast:
Jude Law, Kate Winslet, Shelley Berman, Jack Black, Lindsay Lohan, Eli Wallach, Odette Annable
38.Warm Bodies (2013)
10
4
Warm Bodies
PG-13
10
4

Based on Isaac Marion's novel of the same name, Warm Bodies is a funny paranormal comedy about a zombie who constantly craves human flesh and a young woman he falls in love with. Would their romance triumph in the wake of a zombie apocalypse threatening the world? 

Director:
Jonathan Levine
Star Cast:
John Malkovich, Nicholas Hoult, Teresa Palmer, Dave Franco, Analeigh Tipton
39.The Wedding Singer (1998)
10
4
The Wedding Singer
PG-13
10
4

Robbie is a wedding singer at a reception hall while Julia is a new waitress there. The two are close to getting married to their respective partners and Robbie even promises to sing at Julia’s wedding. However Robbie’s fiancee dumps him at the last moment. He is devastated but agrees to help Julia in her wedding preparations. Trouble begins when they begin developing feelings for each other.

Director:
Frank Coraci
Star Cast:
Drew Barrymore, Steve Buscemi, Alexis Arquette, Kevin Nealon, Christina Pickles, Christine Taylor, Adam Sandler
Awards:
MTV Movie & TV Award for Best Kiss
40.Serendipity (2001)
10
4
Serendipity
PG-13
10
4

Both Jonathon Trager and Sara Thomas are in relationship with other people when they first meet in New York. However, they are still attracted to each other. When Jonathon wants to exchange contact information, Sara suggests that they leave it on fate to decide whether they should be together. A few years later, they still hope to meet each other despite both being engaged to be married.

Director:
Peter Chelsom
Star Cast:
Kate Beckinsale, Bridget Moynahan, Jeremy Piven, Eugene Levy, Molly Shannon, John Cusack
41.Crazy Rich Asians (2018)
9
4
Crazy Rich Asians
PG-13
9
4

Based on a 2013 novel of the same name, this romantic comedy film tells the story of a girl from New York named Rachel. She soon finds out that her boyfriend belongs to one of the wealthiest families in the country, and they may not accept her due to her modest upbringing.

Director:
Jon M. Chu
Star Cast:
Harry Shum Jr., Ken Jeong
42.50 First Dates (2004)
13
6
50 First Dates
PG-13
13
6

Henry Roth, a veterinarian in Hawaii, spends his time philandering with the countless women vacationing in the island. He falls for the beautiful Lucy Whitmore and manages to impress her, but she suffers from short-time memory loss and cannot remember him the next day. Determined to mend his ways, Henry decides to woo Lucy again every day.

Director:
Peter Segal
Star Cast:
Dan Aykroyd, Sean Astin, Rob Schneider, Kevin James, Missi Pyle, Maya Rudolph, Katheryn Winnick
Awards:
MTV Movie & TV Award for Best On-Screen Team, People's Choice Award for Favorite On-Screen Chemistry
43.Bridget Jones's Diary (2001)
12
5
Bridget Jones's Diary
R
12
5

Based on Helen Fielding’s 1996 novel, the movie follows Bridget Jones, a 32 year old single woman employed at a publishing house. She is struggling with her weight, drinking and smoking issues and has no man in her life. When she is rejected by Mark, she decides to deal with her problems as her New Year resolution, and begins to keep a diary.

Director:
Sharon Maguire
Star Cast:
Renee Zellweger, Colin Firth, Hugh Grant
44.Romeo + Juliet (1996)
10
5
Romeo + Juliet
PG-13
10
5

The modern-day adaptation of the Shakespearean tragedy revolves around the characters of Romeo and Juliet. Romeo belongs to the Montagues family and Juliet to the Capulets, two rival gangs in Verona Beach. The two fall in love but deadly rivalries between the feuding families ultimately leads to their tragic deaths. 

Director:
Baz Luhrmann
Star Cast:
Claire Danes, Leonardo DiCaprio, John Leguizamo, Paul Sorvino, Brian Dennehy, Miriam Margolyes, Christina Pickles
Awards:
MTV Movie & TV Award for Best Female Performance
45.Sleepless in Seattle (1993)
11
4
Sleepless in Seattle
PG
11
4

Sam cannot get over the death of his wife. On Christmas, his eight year old son Jonah, calls up the radio station and Sam is forced to speak about his feelings. The show is heard by Annie Reed, a reporter who writes to Sam, but he has started dating someone and does not show interest. However, Jonah promises to meet her on Empire State Building on Valentine's Day.

Director:
Nora Ephron
Star Cast:
Bill Pullman, Victor Garber, Rob Reiner, Rosie O'Donnell, Tom Hanks, Meg Ryan
46.While You Were Sleeping (1995)
9
4
While You Were Sleeping
PG
9
4

Chicago ticket seller, Lucy, has a secret crush on regular commuter ,Peter. One day, she saves him from certain death on tracks, and mistaking her as comatose Peter’s fiancée, his family welcomes Lucy as a member of their household. Then she comes in close contact with Peter’s brother Jack, which complicates the whole matter. What would happen when Peter awakens from coma?

Director:
Jon Turteltaub
Star Cast:
Sandra Bullock, Bill Pullman
47.You've Got Mail (1998)
11
4
You've Got Mail
PG
11
4

Kathleen Kelly, who runs a popular local bookstore, is annoyed by arrogant Joe Fox, who opens a branch of the large Fox Books chain across the street, threatening her business. The two, despite having partners, also anonymously chat online and fall in love with each other, but after learning her true identity, Fox must assuage her hatred for him.

Director:
Nora Ephron
Star Cast:
Parker Posey, Greg Kinnear, Dave Chappelle, Jean Stapleton, Tom Hanks, Meg Ryan
48.Love & Other Drugs (2010)
9
4
Love & Other Drugs
R
9
4

Jamie Randall, a pharmaceutical sales representative who has a way with women, meets unconventional Maggie Murdock, diagnosed with early-stage Parkinsonism. As their relationship evolves, Jamie’s career soars high with onset of Viagra. He searches for cure for her condition while she wonders whether he would love her even if there is no hope for cure. So where does love takes the two?

Director:
Edward Zwick
Star Cast:
Jill Clayburgh, Judy Greer, Jake Gyllenhaal, Josh Gad, Hank Azaria, Anne Hathaway, Katheryn Winnick
49.Something's Gotta Give (2003)
10
4
Something's Gotta Give
PG-13
10
4

Aging music mogul and womanizer, Harry Sanborn, has been dating the much younger Marin Klein. A heart attack forces Harry to stay for a few days at Marin’s mother Erica’s beach house. Hilarious complications arrive when Harry and Erica fall for each other, while a young doctor Julian falls for Erica.  

Director:
Nancy Meyers
Star Cast:
Jack Nicholson, Keanu Reeves, Frances McDormand, Diane Keaton, Jon Favreau
Awards:
Golden Globe Award for Best Performance by an Actress in a Motion Picture - Comedy or Musical
50.Bend It Like Beckham (2002)
8
4
Bend It Like Beckham
PG-13
8
4

Jess Bhamra, belongs to a conservative Indian family in London and is banned from playing soccer by them, despite her impressive skills. Jess is discovered by footballer Jules Paxton and tries to keep playing while keeping it a secret from them, and negotiating her feelings for her coach Joe. 

Director:
Gurinder Chadha
Star Cast:
Jonathan Rhys Meyers, Anupam Kher, Keira Knightley, Archie Panjabi
51.Just Like Heaven (2005)
7
4
Just Like Heaven
PG-13
7
4

David Abbott moves into a San Francisco apartment only to find it is haunted by the spirit of Elizabeth Masterson, the former owner. Only David can see her, and all Elizabeth can remember is that she isn’t dead. As David tries to find Elizabeth’s identity, the two fall in love.  

Director:
Mark Waters
Star Cast:
Reese Witherspoon, Donal Logue, Mark Ruffalo
52.Friends with Benefits (2011)
12
6
Friends with Benefits
R
12
6

Dylan Harper and Jamie Rellis are friends who do not want to become a couple. They believe that a casual physical relationship will not affect their friendship. However, with time, their genuine feelings for each other complicates matters for them.

Director:
Will Gluck
Star Cast:
Woody Harrelson, Mila Kunis, Emma Stone, Andy Samberg
53.Zack and Miri Make a Porno (2008)
8
4
Zack and Miri Make a Porno
R
8
4

Zack and Miri, who have been friends since first grade and are now roommates, struggle to make both ends meet and have not paid utility bills in months. After their water and electricity connections are cut, they make a desperate attempt to earn money by making an adult film, insisting that having sex would not affect their friendship.

Director:
Star Cast:
Traci Lords, Justin Long, Elizabeth Banks, Jason Mewes
54.My Big Fat Greek Wedding (2002)
9
4
My Big Fat Greek Wedding
PG
9
4

Toula is a Greek woman who is trying to come to terms with her heritage and her cultural identity. When she falls in love for a man who is a non-Greek, she struggles to get her family to accept the man.

Director:
Joel Zwick
55.Letters to Juliet (2010)
7
4
Letters to Juliet
PG
7
4

Sophie Hall goes to Verona and discovers the innumerable letters left on Juliet’s courtyard. She answers one of them by Claire Smith after joining the ‘secretaries of Juliet’. When Claire shows up to Verona looking for her long-lost love Lorenzo, along with her disapproving grandson Charlie, sparks fly between Charlie and Sophie. 

Director:
Gary Winick
Star Cast:
Vanessa Redgrave, Franco Nero, Amanda Seyfried
56.It's Complicated (2009)
9
4
It's Complicated
R
9
4

Jane Adler, a bakery-owner and mother of three grown-up children, meets her ex-husband, Jake, out of town at their son’s college graduation. A casual meal rekindles the love between the couple divorced for a decade, and their secret affair continues even after they return to their hometown. But, with Jake married to Agness and architect Adam interested in Jane, things get complicated!

Director:
Nancy Meyers
Star Cast:
Steve Martin, Alec Baldwin, Alan Cumming, John Krasinski, Meryl Streep
57.Sweet Home Alabama (2002)
8
4
Sweet Home Alabama
PG-13
8
4

Even though Jake Perry and his wife Melanie Smooter are estranged, he still hopes for a reconciliation. Melanie wants to divorce and marry Andrew Hennings, a wealthy man. However, things don’t work out according to her plans, and she ends up falling in love with Jake once again. 

Director:
Andy Tennant
Star Cast:
Melanie Lynskey, Jean Smart, Dakota Fanning, Rhona Mitra, Kevin Sussman, Reese Witherspoon, Patrick Dempsey