30+ Romantic Movies (Chick Flicks) for Valentine’s Day

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I am a sucker for a good romantic comedy or chick flick. I mean who doesn’t love the laughs and the romance (okay guys don’t always love that)??? If you are at a loss for something to watch this Valentine’s Day check out this list of great romantic movies for Valentine’s Day. I’ve got a few for the kids, a few for a date night and maybe a couple you will want to watch alone with a box of tissues.

***Disclaimer: I haven’t seen some of these movies for a few years or have only watched on television so they content may have been edited or I may have forgotten if there was a lot of language. If you want to double check before you watch a movie, go over here to learn how.*** 

While You Were Sleeping

While you were sleeping

It does have somewhat of a Christmas theme, but only because it happens on Christmas day. If you haven’t seen this one, put it at the top of your Valentine’s Day viewing list. It is one of my all time favorites.

27 Dresses27 Dresses

This is a cute one especially to watch with a bunch of girls. It was one of my favorite ones to watch in college with my roomies.

She’s All That

She's All That

Another favorite of mine (you will know my age from all of these). A cute story of opposites attracting.

Pride and Prejudice

 

Pride and Prejudice

Any version of Pride and Prejudice is romantic and Valentine’s Day worthy. Whether you are a die hard Colin Firth version lover or love all the versions find on to enjoy. 

Emma

Emma

Along the same lines as Pride and Prejudice, Emma is great. All about a matchmaker who finds love herself.

Valentine’s Day

Valentine's Day

If you love those shows with a lot of people who have intermingled stories, this is a fun one. I think the Mr. and I watched this one on TV a few years ago so it is sort of guy approved.

Breakfast at Tiffany’s

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Because Audrey Hepburn is AMAZING! And so is this movie. If you haven’t seen it in a while (or not at all) pick this one!

Sabrina

Sabrina

Another Audrey Hepburn great. You will fall in love with this story. Another unexpected couple in the cutest way.

Roman Holiday

Roman Holiday

A classic romantic movie to enjoy!

Barefoot in the Park

Barefoot in the Park

In high school I was on a trip with one of my best friends and we watched this in the hotel one night. I just sighed and loved it so much. Life isn’t always perfect but love can survive.

Grease and Grease 2

Grease

Grease and Grease 2 give you some love, music and more. This might be one the guys will go for. Maybe?

Phantom of the Opera

Phantom of the Opera

Okay now if you really want a musical that is a little girly, this one never disappointed me.

A Walk to Remember

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A very good, tear jerker of a movie. Love the opposites attracting in this movie.

Kate & LeopoldKate and Leopold

A time traveling tale! If you love Hugh Jackman this is a cute one.

Dirty DancingDirty Dancing

Another classic romantic movie.

Serendipity

Serendipity

Looking for a love story about fate? These two might just be meant to be, but you will have to watch it to see how it turns out.

You’ve Got Mail

You've Got Mail

A love story that will leave you longing for the days of AOL.

Return to Me

Return to Me

This is the all time chick flick! You know tears, love, and all that jazz.

10 Things I Hate About You

10 Things I Hate About You

Another favorite of mine. It sure makes me miss Heath Ledger!

The Princess Bride

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Romance, comedy, The Princess Bride has it all and you can watch it with the kids too!

Fools Rush In

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A fun tale of opposites who happen into love!

Hitch

Hitch

This is one you can get the guys to watch. It is a great balance between comedy and romance!

Runaway Bride

Runaway Bridea

Richard Gere and Julia Roberts make a great pair in this story of a girl afraid to commit. 

Ever After

Ever After

I used to watch this movie every week. I’ve always loved Cinderella and this might be one of my favorite Cinderella type stories.

 

Chasing Liberty

Chasing Liberty

Before Matthew Goode was on Downton Abbey or The Imitation Game, he stole my heart (and my friends in high school’s) in this cute story.

The Lake House

The Lake House

This is a sweet love story that has Keanu Reeves and Sandra Bullock (great combo)!

17 Again

17 Again

Even if you don’t love Zac Efron, this is a fun time traveling story almost like Freaky Friday.

My Big Fat Greek Wedding

My Big Fat Greek Wedding

Another cute favorite. This is all about nosey family and trying to fall in love!

Never Been Kissed

Never Been Kissed

Wish you could have a second chance at high school? See if Josie can find some love along the way.

Sweet Home Alabama

Sweet Home Alabama

If you love Hart of Dixie, here is another southern love story.

Notting Hill

Notting Hill

Julia Roberts and Hugh Grant, do I need to say more?

Life is Beautiful

Life is Beautiful

This one is on my to see list. My sister-in-law recommended it and I might have to watch it soon!

Enchanted

Enchanted

Love fairy tales? This is a cute spin when our world and the fairy tale worlds collide. Plus, it’s kid friendly!

The Wedding Singer

The Wedding Singer

Another one to watch with the guy in your life! A great comedy. I just love the airplane song!!!

The Proposal

The Proposal

This show makes me want to live in Alaska.

13 Going on 30

13 Going on 30

Love the 80’s? This is a cute film about growing up really quick!

What are your favorite romantic movies???

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Hi there!

I’m Emily, a mom and wife with a passion for crafting, celebrating holidays, and creating memorable moments. From Idaho to the world, The Benson Street is a treasure trove of easy, fun DIY projects, delightful printables, and delicious recipes. With over a decade of experience in blogging and a love for all things seasonal, I’m here to share my tips, ideas, and occasional mishaps. Join me in adding a dash of joy and creativity to every day! Read more…

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5 Comments

  1. What a great list, thanks! I had forgotten how much I love some of these. My 10 year old and I just watched 13 going on 30 and it was hilarious! Pinned!