26 Best Romantic Comedies of All Time

Last Updated on October 6, 2021 by

Are you also looking forward to cozying up on the couch in front of a romantic comedy this weekend? Then you have come to the right place!

Here we have listed the 26 best films ever. In the list, you will find everything from lovely classics to charming newcomers, simply films that we just want to see again and again.

Say Anything

Lloyd has no big plans for the future, apart from being with the ambitious and smart Diane. See the nice story where two different worlds meet, just before Diane starts to pitch in another country. It is this film that makes us want to stand outside someone’s window with a love song streaming out of a stereo, as the ultimate gesture of love. Stars: John Cusack, Ione Skye.

You’ve got mail

The movie takes place at the time e-mail was relatively new. We get to follow Kathleen and Joe who have never met, but who email each other. After a while, they just became more and more interested in each other and the big question about when to see them comes up. What they don’t know is that they have actually met – and they don’t particularly like each other. Stars: Meg Ryan, Tom Hanks.


Juno is 16 and has sex with her best friend Paulie, resulting in a pregnancy. Juno decides to continue the pregnancy and adopt the baby. She finds a couple who have long tried to have children and fits during pregnancy to get to know them. The question is if everything is as good as they make it appear. Join Juno’s special world with a growing belly, complex future adoptive parents and her growing feelings for the child’s father. Stars: Ellen Page, Michael Cera.

Pretty Woman

Edward is a successful businessman who is visiting a new city and is invited to a party. He has no date for the party and feels generally alone. He, therefore, decides to pay Vivian, a prostitute woman he just met, to join him while he is in town. During their time together, love grows and they do not know how to handle the situation when Edward will go home.
Stars: Julia Roberts, Richard Gere.

Crazy Stupid Love

Cal has just found out that his wife has been unfaithful and is, therefore, seeking a divorce. To get out again, he goes to a bar, where he meets Jacob, who is a real woman clown. It turns out that Jacob uses special techniques to charm the women and he persuades Cal to try the same techniques. Jacob then falls in love with a girl and his days as a playboy is over. However, it all takes an unexpected turn when both Cal and Jacob realize that it is Cal’s daughter he is dating. Stars: Ryan Gosling, Emma Stone, Steve Carell.

Man Up

Join 34-year-old Nancy when she meets a woman on a train who recommends her a book to help her find a man, something Nancy thinks sounds ridiculous. The woman she meets tells that she has the book with her for her to go on a blind date and it is through this that the guy can recognize her. Once the woman gets off the train, she leaves the book and Nancy runs over to give it to her. She is then stopped by the guy the woman would meet and Nancy then decides to pretend that it is she who is his date. Stars: Simon Pegg, Lake Bell, Ophelia Lovibond.

10 Things I Hate About You

Catherine’s father controls her and her little sister with an iron hand. Since the popular little sister is told that she will not date until Catherine does, she makes a plan to get the school’s bad boy to stand up. Check out how the wonderfully dismissive Katarina is slowly starting to find the guy everyone else cares about. Stars: Heath Ledger, Julia Stiles.


Innocent Sandy moves with her parents to a new city and begins her final year of high school at Rydell High. There she starts spending time with the girl group Pink Ladies who all crave for the guys in the T-Birds gang. Sandy soon realizes that she has already met gang leader Danny, as they had a romance during the summer. Danny, whose feelings have not cooled down, nevertheless tries to maintain his cool facade for the others. Prepare for an unbeatable musical classic where tough attitude clashes with strong emotions. Stars: Olivia Newton-John, John Travolta.

Jerry Maguire

Jerry is a sports agent who, after being fired, starts his own business. His assistant Dorothy decides to take a chance and accompany him on the arduous journey that the new company entails and love arises. A wonderfully nice love story like “Had us at Hello”. Stars: Tom Cruise, Renée Zellweger.

Sleepless in Seattle

Sam is a single father and widow living with his son Jonah on a houseboat. Jonah wants his dad to meet someone, so he starts calling a local radio channel to find a girlfriend for his dad. Check out the incredibly cozy love story that clearly shows how everything can sometimes be thought of. Stars: Meg Ryan, Tom Hanks.

Breakfast at Tiffany’s

In this lovely classic, we get to follow Holly and her life as a party princess in New York, her curiosity about the new neighbor and the love that begins to sprout between them. Have you missed this classic then you must do it right away! Stars: Audrey Hepburn, George Peppard.

Notting Hill

The bookstore owner William is divorced and lives with his somewhat tricky friend in Notting Hill. One day he meets the great actress Anna and falls asleep for her. They both feel the tension between them but it is all complicated by Anna’s famous boyfriend. Stars: Julia Roberts, Hugh Grant.

Simple Simon

Simon is 18 and has Asperger’s Syndrome. He lives with his brother Sam and his girlfriend Frida. All of Simon’s life has to go according to a schedule for him to feel good and when it gets too much for him he pulls away. Sam and Frida end up and Simon makes it his own mission to find him a new girl. Stars: Bill Skarsgård, Martin Wallström, Cecilia Fors.

Knocked Up

Alison goes out to a club with her big sister and gets very drunk for the sake of unusualness. At the club, she meets Ben and they spend the night together. Sometime later, Alison discovers that she is pregnant (something that definitely does not fit into her life plan) and realizes that Ben has ignored condom use. See how they handle the clash between their two very different personalities at the same time as they decide to start dating. Stars: Katherine Heigl, Seth Rogen.

Love Actually

In this wonderfully crazy romantic comedy, we get to follow a number of people in their lives and see how they are intertwined. We will see how they all celebrate Christmas and the special family situations that then arise. This is a movie for you who are craving for thoughts about love, friendship, and life at large. Stars: Kiera Knightley, Liam Neeson, Emma Thompson, Colin Firth.

Midnight in Paris

Gil and his fiancee Inez are on a trip with her parents to Paris. It quickly becomes clear that they have different visions and goals in life and that results in Gil going out and walking the streets of Paris in his loneliness. One evening he is invited to jump into a car by some who are on their way to a party. He jumps in and is then taken back to 20th-century Paris and falls in love with both the era and the people – something that matters when he returns to Inez and the present. Stars: Owen Wilson, Rachel McAdams.

The Holiday

Both Iris and Amanda have realized that they have to get away from the men in their lives and find each other on a site, where they agree to rent each other’s houses. Iris gets to a giant villa in LA and Amanda gets out into a cute little cottage in the English countryside. Watch as the two women meet new people who will eventually change both their lives for the better. Stars: Kate Winslet, Cameron Diaz, Jude Law, Jack Black.

Four Weddings and a Funeral

Charles and his friend Scarlett go to many weddings together, while trying to find love themselves. At every wedding, Charles seems to bump into the single boy Carrie as he just gets more and more fond of her every time they are seen. Before he knows it, he is invited to her own wedding. Stars: Andie McDowell, Hugh Grant.

Silver Linings

Pat is manic depressive and has been in a psychiatric clinic for several months. He moves home to his parents and realizes that nothing is the same anymore, including his wife Nikki leaving him. He tries desperately to win her back, but a ban on visits prevents him. At dinner, he then meets Tiffany who himself has a very hard time in life. Against Pat agreeing to be Tiffany’s dance partner in a competition, she agrees to try to help him win back his ex-wife. Stars: Jennifer Lawrence, Bradley Cooper, Robert De Niro.

Easy A

Olive is relatively invisible at school – that is until she decides to draw a white lie to help a friend. The friend is gay but wants Olive to pretend to have sex with him so it doesn’t come out. The rumor that they have had sex is spreading and soon more people want Olive’s help to make it look like they are popular with the girls. This leads to Olive being rumored to be light-footed and she decides to take the opportunity and live it out. However, she soon realizes that the situation is not sustainable and that she is hurting both herself and those she cares about. Stars: Emma Stone, Penn Badgley, Amanda Bynes.

When Harry met Sally

Harry and Sally meet as they interact with New York from the University of Chicago. Harry strongly believes that women and men can’t be friends as long as either of them thinks the other is attractive, but Sally doesn’t agree. In the film, we get to follow them in their random encounters through life that eventually develops into friendship and Harry’s theory is put to the test. Stars: Meg Ryan, Billy Crystal.

Bridget Jones Diary

We get to follow Bridget when she decides to start writing a diary and changing her life – something that doesn’t go very easily. She tries to resist being charmed by her boss and ends up in embarrassing situations with her boyfriend, who moves in the finer circles. Stars: Renée Zellweger, Hugh Grant, Colin Firth.

Made of Honor

Tom and Hannah are best friends. Tom is a real woman lighter and Hannah is his stable and safe point. When Hannah meets a guy and they decide to get married, Tom suddenly realizes that maybe he shouldn’t let her go so easily.
Stars: Patric Dempsey, Michelle Monaghan, Kevin McKidd.


Jonathan and Sara meet in a really “meet cute” in the middle of the Christmas shopping when they both grab the same pair of black gloves. They both have relationships but spend a fantastic evening together in New York. Sara feels that she is getting a sign for the universe and suggests that instead of changing numbers she should write it on a banknote and put it inside a book in a bookstore. If they meant to meet again, they did. Several years later, Tom is about to get married and Sara’s boyfriend is free to her, both of which then begin to realize that they have not let go of each other’s thoughts. Stars: Kate Beckinsale, John Cusack.

Dirty Dancing

Frances, also known as Baby, is 17 and goes with her parents to a boarding house over the summer. Once there, she discovers how there is a large group of people dancing in the staff building. She goes there and sees a dance she has never seen before, the couples dance passionately and sexy – something a girl from a nice family was not used to. There she meets Johnny, who during the summer teaches her to dance. Stars: Patrick Swayze, Jennifer Gray.

La la land

Mia struggles to breakthrough as an actress in LA, but the rehearsals are not going as well as she would like. She then meets Sebastian who is a jazz pianist and they fall for each other. After a while, their worlds collide when things aren’t going so well for both of them. Stars: Emma Stone, Ryan Gosling.