Dating Movies

dating movies

Are you looking for a great movie to watch tonight? Check out our list of the 30 best dating movies of all time! 

These films are sure to get you in the mood for love. From funny comedies to heartwarming romances, we’ve got something for everyone. So grab some popcorn and settle in for a night of entertainment!

30 Best Dating Movies

To make your search a little easier, we’ve compiled a list of the 30 best dating movies of all time. Whether you’re looking for a classic rom-com or a tearjerker, everyone has something on this list.

So grab some popcorn and get ready to curl up with your special someone for a night of romantic movie watching.

Here are the 30 best dating movies of all time:

the notebook

The Notebook

A classic romantic drama, The Notebook tells the story of Noah and Allie, two young lovers who World War II separates. 

Despite the odds, the two eventually find their way back to each other and spend the rest of their lives together.

If you’re looking for a movie that will make you believe in true love, this is the one for you.

Directed by: Nick Cassavetes

Starring: Ryan Gosling, Rachel McAdams, James Garner

Release date: June 25, 2004 (United States)

Runtime: 124 minutes

sleepless in seattle

Sleepless in Seattle

Sleepless in Seattle is a classic rom-com starring Tom Hanks and Meg Ryan. The movie follows Sam, a widower who moves to Seattle with his son in hopes of finding love again.

Along the way, Sam meets Annie, a woman who falls in love with him despite never having met him in person.

If you’re looking for a heartwarming and hilarious movie about love, this is the one for you.

Directed by: Nora Ephron

Starring: Tom Hanks, Meg Ryan, Bill Pullman

Release date: June 24, 1993 (United States)

Runtime: 105 minutes

when harry met sally

When Harry Met Sally

When Harry Met Sally is a classic rom-com that follows the story of two friends who eventually fall in love, the movie explores whether or not men and women can ever really be “just friends.”

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Rob Reiner

Starring: Billy Crystal, Meg Ryan, Carrie Fisher

Release date: July 21, 1989 (United States)

Runtime: 96 minutes

pretty woman

Pretty Woman

Pretty Woman is a classic romantic comedy starring Julia Roberts and Richard Gere. The movie follows Vivian, a prostitute who is hired by Edward, a wealthy businessman, to be his escort for a week.

The two eventually fall in love with each other, and Vivian is able to turn her life around.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Garry Marshall

Starring: Julia Roberts, Richard Gere, Hector Elizondo

Release date: March 23, 1990 (United States)

Runtime: 119 minutes

the fault in our stars

The Fault in Our Stars

The Fault in Our Stars is a young adult romance novel turned movie. The story follows Hazel, a teenage girl with cancer, who falls in love with Augustus, another teenager with cancer.

Despite the tragic circumstances, the two are able to find happiness with each other.

If you’re looking for a romantic and tear-jerking movie, this is the one for you.

Directed by: Josh Boone

Starring: Shailene Woodley, Ansel Elgort, Willem Dafoe

Release date: June 06, 2014 (United States)

Runtime: 126 minutes

love story

Love Story

Love Story is a classic romantic drama starring Ali MacGraw and Ryan O’Neal. The movie follows the story of Jenny, a wealthy girl from a privileged background, and Oliver, a working-class student at Harvard.

Despite their different upbringings, the two falls in love with each other and must fight to stay together.

If you’re looking for a movie that will make you believe in true love, this is the one for you.

Directed by: Arthur Hiller

Starring: Ali MacGraw, Ryan O’Neal, John Marley

Release date: December 16, 1970 (United States)

Runtime: 96 minutes

the princess bride

The Princess Bride

The Princess Bride is a classic romantic comedy starring Cary Elwes and Robin Wright. The movie follows the story of Buttercup, a beautiful young woman who is kidnapped and taken away to marry Prince Humperdinck.

Fortunately, her true love Westley comes to rescue her, and the two ride off into the sunset together.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Rob Reiner

Starring: Cary Elwes, Robin Wright, Mandy Patinkin

Release date: September 25, 1987 (United States)

Runtime: 98 minutes

say anything

Say Anything

Say Anything is a classic romantic comedy starring John Cusack and Ione Skye. The movie follows the story of Lloyd, an underachiever who falls in love with Diane, the valedictorian of their high school.

Lloyd must then fight to win her over and prove that he is worthy of her love.

If you’re looking for a sweet and romantic movie, this is the one for you.

Directed by: Cameron Crowe

Starring: John Cusack, Ione Skye, John Mahoney

Release date: April 14, 1989 (United States)

Runtime: 100 minutes

never been kissed

Never Been Kissed

Never Been Kissed is a romantic comedy starring Drew Barrymore and Michael Vartan. The movie follows the story of Josie, a journalist who goes undercover at a high school to write an article about the teenage experience.

Josie ends up falling in love with her English teacher and must choose between the man she loves and the life she wants.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Raja Gosnell

Starring: Drew Barrymore, Michael Vartan, David Arquette

Release date: April 09, 1999 (United States)

Runtime: 103 minutes

youve got mail

You’ve Got Mail

You’ve Got Mail is a romantic comedy starring Tom Hanks and Meg Ryan. The movie follows the story of two people who fall in love with each other online, without knowing that they are actually business rivals.

If you’re looking for a sweet and romantic movie, this is the one for you.

Directed by: Nora Ephron

Starring: Tom Hanks, Meg Ryan, Greg Kinnear

Release date: December 18, 1998 (United States)

Runtime: 119 minutes

the holiday

The Holiday

The Holiday is a romantic comedy starring Cameron Diaz and Kate Winslet. The movie follows the story of two women who swap homes for the holidays in order to get away from their exes.

While they are both on holiday, they end up falling in love with two different men.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Nancy Meyers

Starring: Cameron Diaz, Kate Winslet, Jude Law, Jack Black

Release date: December 08, 2006 (United States)

Runtime: 138 minutes

how to lose a guy in ten days

How to Lose a Guy in Ten Days

How to Lose a Guy in Ten Days is a romantic comedy starring Kate Hudson and Matthew McConaughey. The movie follows the story of Andie, a journalist who must write an article on how to lose a guy in ten days.

In order to do this, she starts dating Ben and tries to drive him away. However, she ends up falling in love with him instead.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Donald Petrie

Starring: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn

Release date: February 07, 2003 (United States)

Runtime: 116 minutes

the proposal

The Proposal

The Proposal is a romantic comedy starring Sandra Bullock and Ryan Reynolds. The movie follows the story of Margaret, a publishing executive who forces her assistant Andrew to marry her so she can stay in the country.

However, after spending time together, the two start to fall for each other and Margaret must decide if she wants to go through with the marriage or not.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Anne Fletcher

Starring: Sandra Bullock, Ryan Reynolds, Betty White, Denis O’Hare

Release date: June 19, 2009 (United States)

Runtime: 108 minutes

27 dresses

27 Dresses

27 Dresses is a romantic comedy starring Katherine Heigl and James Marsden. The movie follows the story of Jane, a woman who has been a bridesmaid 27 times.

When her sister gets engaged to the man Jane loves, she starts to question her own life and what she really wants.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Anne Fletcher

Starring: Katherine Heigl, James Marsden, Malin Akerman, Edward Burns

Release date: January 18, 2008 (United States)

Runtime: 111 minutes

yes man

Yes Man

Yes Man is a romantic comedy starring Jim Carrey and Zooey Deschanel. The movie follows the story of Carl, a man who decides to say “yes” to everything that comes his way.

As a result, he meets a woman named Allison and falls in love with her. However, things start to go wrong when Carl’s new lifestyle starts to take over his life.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Peyton Reed

Starring: Jim Carrey, Zooey Deschanel, Terence Stamp, Bradley Cooper

Release date: December 19, 2008 (United States)

Runtime: 104 minutes

hes just not that into you

He’s Just Not That Into You

He’s Just Not That Into You is a romantic comedy starring Jennifer Aniston and Ben Affleck. The movie follows the story of a group of friends who are all looking for love.

However, as they start to date different people, they realize that love is not always easy to find.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Ken Kwapis

Starring: Jennifer Aniston, Ben Affleck, Drew Barrymore, Scarlett Johansson

Release date: February 06, 2009 (United States)

Runtime: 129 minutes

the ugly truth

The Ugly Truth

The Ugly Truth is a romantic comedy starring Katherine Heigl and Gerard Butler. The movie follows the story of Abby, a TV producer who is trying to find love.

In order to do this, she hires Mike, a womanizing expert, to help her. However, she soon realizes that she may have more feelings for him than she originally thought.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Robert Luketic

Starring: Katherine Heigl, Gerard Butler, Bree Turner, Eric Winter

Release date: July 24, 2009 (United States)

Runtime: 96 minutes

what happens in vegas
Dating Movies 31

What Happens in Vegas

What Happens in Vegas is a romantic comedy starring Cameron Diaz and Ashton Kutcher. The movie follows the story of two people who get married after a night of drunkenness in Las Vegas.

However, when they wake up, they realize that they don’t actually know each other. They then have to decide whether to stay married or get divorced.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Tom Vaughan

Starring: Cameron Diaz, Ashton Kutcher, Rob Corddry, Lake Bell

Release date: May 23, 2008 (United States)

Runtime: 99 minutes

the time travelers wife

The Time Traveler’s Wife

The Time Traveler’s Wife is a romantic drama starring Eric Bana and Rachel McAdams. The movie follows the story of Clare and Henry, a couple who are in love with each other despite the fact that Henry has a rare condition that causes him to time travel.

Clare has to deal with the fact that she never knows when or where her husband will disappear to.

If you’re looking for a heart-warming and romantic movie, this is the one for you.

Directed by: Robert Schwentke

Starring: Eric Bana, Rachel McAdams, Arliss Howard, Ron Livingston

Release date: August 14, 2009 (United States)

Runtime: 107 minutes

leap year

Leap Year

Leap Year is a romantic comedy starring Amy Adams and Matthew Goode. The movie follows the story of Anna, a woman who is planning to propose to her boyfriend on Leap Day.

However, when he cancels their trip to Ireland, she decides to go by herself. On the way, she meets a man named Declan, and they end up falling for each other.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Anand Tucker

Starring: Amy Adams, Matthew Goode, Adam Scott, John Lithgow

Release date: January 08, 2010 (United States)

Runtime: 100 minutes

500 days of summer

500 Days of Summer

500 Days of Summer is a romantic drama starring Zooey Deschanel and Joseph Gordon-Levitt. The movie follows the story of Tom, a man who falls in love with a woman named Summer.

However, even though they have a great relationship, Summer does not believe in love, and she eventually breaks up with him.

If you’re looking for a heart-warming and romantic movie, this is the one for you.

Directed by: Marc Webb

Starring: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloe Moretz

Release date: July 17, 2009 (United States)

Runtime: 95 minutes

crazy stupid love
Dating Movies 32

Crazy, Stupid, Love

Crazy, Stupid, Love. is a romantic comedy starring Steve Carell and Ryan Gosling. The movie follows the story of Cal, a man who is going through a divorce.

In order to get over his wife, he asks his young friend Jacob to teach him how to pick up women. However, he soon realizes that he may be falling for someone else.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Glenn Ficarra and John Requa

Starring: Steve Carell, Ryan Gosling, Julianne Moore, Emma Stone

Release date: July 29, 2011 (United States)

Runtime: 118

think like a man
Dating Movies 33

Think Like A Man

Think Like A Man is a romantic comedy starring Michael Ealy and Meagan Good. The movie follows the story of four men who are looking for love.

However, they soon realize that they need to change their ways in order to find the right woman.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Tim Story

Starring: Michael Ealy, Meagan Good, Kevin Hart, Taraji P. Henson

Release date: April 20, 2012 (United States)

Runtime: 122 minutes

love dont cost a thing
Dating Movies 34

Love Don’t Cost a Thing

Love Don’t Cost a Thing is a romantic comedy starring Nick Cannon and Christina Milian. The movie follows the story of a teenage boy named Alvin who falls for a girl named Paris.

However, she is only interested in dating rich guys. In order to win her over, he pretends to be someone he’s not.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Troy Beyer

Starring: Nick Cannon, Christina Milian, Kenan Thompson, Kal Penn

Release date: December 16, 2003 (United States)

Runtime: 97 minutes 25. The Notebook

how to be single
Dating Movies 35

How To Be Single

How to Be Single is a romantic comedy starring Dakota Johnson and Rebel Wilson. The movie follows the story of Alice, a woman who is fresh out of a long-term relationship.

She decides to move to New York City in order to figure out what she wants in life. Along the way, she meets a lot of different people and has many different experiences.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Christian Ditter

Starring: Dakota Johnson, Rebel Wilson, Leslie Mann, Alison Brie

Release date: February 12, 2016 (United States)

Runtime: 109 minutes

ghosts of girlfriends past
Dating Movies 36

Ghosts of Girlfriends Past

Ghosts of Girlfriends Past is a romantic comedy starring Matthew McConaughey and Jennifer Garner. The movie follows the story of Connor, a man who is haunted by the ghosts of his past girlfriends.

These ghosts show him all of the ways that he has messed up in relationships in the past. However, they also help him to realize that he needs to change his ways if he ever wants to find true love.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Mark Waters

Starring: Matthew McConaughey, Jennifer Garner, Lacey Chabert, Christina Milian

Release date: May 01, 2009 (United States)

Runtime: 103 minutes

love happens
Dating Movies 37

Love Happens

Love Happens is a romantic comedy starring Aaron Eckhart and Jennifer Aniston. The movie follows the story of Burke, a self-help author who falls for a florist named Eloise.

However, he soon realizes that he needs to deal with his own issues before he can truly be in a healthy relationship.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Brandon Camp

Starring: Aaron Eckhart, Jennifer Aniston, Dan Fogelman, Judy Greer

Release date: September 18, 2009 (United States)

Runtime: 108 minutes

50 first dates
Dating Movies 38

50 First Dates

50 First Dates is a romantic comedy starring Adam Sandler and Drew Barrymore. The movie follows the story of Henry, a man who falls for a woman named Lucy.

However, there’s one problem: she has short-term memory loss and forgets about him every day. So he has to find new and creative ways to make her fall in love with him all over again.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Peter Segal

Starring: Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin

Release date: February 13, 2004 (United States)

Runtime: 99 minutes

13 going on 30
Dating Movies 39

13 Going On 30

13 Going on 30 is a romantic comedy starring Jennifer Garner and Mark Ruffalo. The movie follows the story of Jenna, a 13-year-old girl who wishes she was 30.

Her wish comes true and she suddenly finds herself in the body of her 30-year-old self. However, she soon realizes that being an adult isn’t always as great as it seems.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Gary Winick

Starring: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis

Release date: April 23, 2004 (United States)

Runtime: 97 minutes

hitch
Dating Movies 40

Hitch

Hitch is a romantic comedy starring Will Smith and Eva Mendes. The movie follows the story of Alex, a “date doctor” who helps men to improve their dating skills.

However, he soon finds himself in need of help when he falls for a woman named Sara.

If you’re looking for a funny and romantic movie, this is the one for you.

Directed by: Andy Tennant

Starring: Will Smith, Eva Mendes, Kevin James, Amber Valletta

Release date: February 11, 2005 (United States)

Runtime: 118 minutes

Conclusion

All of the movies listed above are perfect for a fun and romantic night. Whether you’re looking for a laugh or to feel all the feels, these films will do the trick. So pop some popcorn, get cozy on the couch, and enjoy!

We will be happy to hear your thoughts

Leave a reply

Free Dating Sites
Logo
Compare items
  • Total (0)
Compare
0
Shopping cart