20 Cheapest Flights for Valentine’s Day in 2020

Whether you’re flying solo or coupled up, these twenty cheapest flights for Valentine’s Day in 2020 will be sure to fill your heart with joy!

While doing my own research for a Valentine’s Day getaway, I got super excited to see how cheap roundtrip flights were from LA! All of these twenty flights are under $400 and range from the U.S. all the way to Europe!

I’ve given my two cents on each location, and why I think it’s great for either solo travelers, couples, or both! Because whether you’re loving yourself or your boo this Valentine’s Day, it’s better to do it while traveling!

Want to see which locations are cheapest to fly to from your city? Check out my tutorial on how to play Flight Roulette!

Las Vegas, U.S. ($50)

Whether you’re single AF and looking to party, or in a relationship and looking for the ultimate date weekend, there’s something for everyone in Las Vegas!

I know, I know, you may not immediately think “romantic” when you think of Vegas. But trust me! It’s home to some of the U.S.’s top restaurants, iconic shows, not to mention luxurious hotels that you can get for the ultimate steal! Plus flights start at just $50 roundtrip! Putting it at the top of my list of the twenty cheapest flights for Valentine’s Day in 2020!

Austin, Dallas, Houston, Texas ($75-100)

Several cities in Texas are extremely cheap to fly to right now! While I haven’t been there personally, the cheap roundtrip tickets have me considering booking a flight just to experience a city other than my own!

If you’re looking for something more mellow yet still exciting this Valentine’s Day, book a trip to one of the three main cities in Texas!

New Orleans, USA ($118)

Here’s another U.S. destination that appeals both if you’re single or in a relationship! For those flying solo, you’ll be sure to meet plenty of friends as you stumble along Bourbon Street!

And if you’re in a relationship, you’ll love the quaint cafes, delicious restaurants, and lively nightlife that never ends! New Orleans is like a foreign city, right here in the U.S., which makes for an awesome weekend getaway!

Guadalajara, Mexico ($175)

Dubbed the cultural hub of Mexico, and a destination that has become extremely popular amongst local millennials. That being said, it’s highly likely you’ll find quite a few other people flying solo on Valentine’s Day in Guadalajara!

If you’re in a relationship, you an boo can enjoy enchanting little towns, delicious Mexican food, and even a day trip on the famous Jose Cuervo Tequila Train! Or if you just want to get out of the country, Mexico tops the list of international cheapest flights for Valentine’s Day in 2020!

Cancun, Mexico ($250)

A flight to paradise is more affordable than you think! For less than $300 you can get a roundtrip flight to Cancun, where you can spend time at one of the many all-inclusive resorts, or head off on an adventure!

From Cancun you can get to Isla Mujeres, Playa del Carmen, or take a roadtrip to Tulum and even Chichen Itza!

This whole area is extremely popular for digital nomads and tourists a like, so whether you’re solo or not, you’ll have a blast!

Calgary, Canada ($318)

Want to go on an epic adventure this Valentine’s Day? Grab one of these cheap flights to Calgary where you can rent a car and head to Banff National Park!

It’ll be less crowded right now, but still enough people to make you feel comfortable if you decide to head there solo! For couples, this was also super fun to do as a camper van roadtrip!

Roatan, Honduras ($260)

Off the northern coast of Honduras is an exotic little island called Roatan! It’s perfect for couples who want an affordable romantic escape, but also great for solo travelers looking for a true adventure!

You’ll need to fly into San Pedro Sula first which isn’t safe, so be careful! I’d advise immediately flying to Roatan!

San Juan, Puerto Rico $267

Puerto Rico is a hidden gem that has so many incredible things to see, for super affordable prices! You can see the glowing Bioluminescent Bay which is the brightest one in the world, and the lush jungles farther inland.

Or, you can just relax at one of the many beautiful beaches around the islands! It’s the perfect easy-escape for both solo travelers or couples!

Dublin, Ireland $273

What?! A roundtrip flight to Ireland for under $300? Grab it while it lasts! This is one epic adventure that’s perfect for everyone, especially if you’re in need of a little luck!

For a little added romance, rent a car and head to the highlands! The rolling green hills are nothing short of magical!

St. Thomas, U.S. Virgin Islands $305

Get your fancy Caribbean vacation for a fraction of the cost you’re probably imagining! Flights to the U.S. VIrgin Islands are super cheap right now, and will make for the perfect Valentine’s Day vacation!

Spend the weekend basking in the sun on a white-sand beach with your boo, or grab a book and treat yo-self to a solo vacation!

Paris, France $317

Let’s be real. You and/or your babe are likely going to spend close to $300 on Valentine’s Day. It might as well be on a flight to the most romantic city in the World!

Seriously though! Forget the gifts, flowers, candy, or expensive dinner! You can fly to PARIS for the week for only $317! Who cares if you have to stay in hostels or AirBnB’s to maintain the rest of your budget! Valentine’s day under the Eiffel Tower is tres magnifique!

Guatemala City $318

Definitely an adventure you probably would have never expected! You have ancient ruins, you have a lake surrounded by volcanoes, you have culturally rich towns where you can buy all sorts of colorful goodies!

Guatemala is a destination that I left pleasantly surprised by, and would highly recommend it whether your’e solo in coupled up!

Medellin, Colombia $320

Colombia has been having cheap flights for a while now, and more and more people are taking advantage of it! While Colombia used to have a bad rep for travelers, it’s been gaining positive reviews and popularity!

While my top pick would be Cartagena for its colorful streets and proximity to the beaches, the current cheapest flight is to Medellin. Perks are that you can catch a cheap domestic flight from Medellin to Cartagena!

San Jose, Costa Rica $345

If you’re looking to escape Valentine’s Day all together, my top pick would be Costa Rica. There’s so many solo travelers, expats, digital nomads, and young locals there, that you’ll forget it’s even a day for romance!

Plus with so many adventures and activities, you’ll be more focused on loving yourself than thinking about being alone!

Havana, Cuba $350

Is half of your heart in Havana (na-na-na)? There’s only one way to find out! Flights are extremely cheap right now due to the lack of tourism from our government issues, so as long as you can qualify for one of the visas, you’re good to go get your Cuba Libre on!

Solo travelers will love the fun, safe, energetic environment of Havana. Couples will love the sultry Havana nights, and overall vibe of sexy romance!

London, United Kingdom $350

Tea time, famous sites, and plenty of fun things to do! Originally I was going to say London is ideal for just solo travelers…because of how many single people with cute accents there are there, but recently I went as a couple and can vouch for its romanticness!

One of my favorite things to do in London was the Bustronome tour, which serves you a five course meal while driving you to the top sites in the city!

Managua, Nicaragua $380

Here’s another up and coming country in Central America, Nicaragua! I can only remember going here for a wedding, but that should be an indication that it’s a great destination for Valentine’s Day!

Think of it as a lesser known Costa Rica, which means all the jungle-adventures for a fraction of the cost!

Rome, Italy $380

Anyone for a romantic Valentine’s Day weekend in Italy? Whether you’re taking yourself out for some wine and pasta, or cozying up with bae Lady and the Tramp style. Italy has something for everyone!

What’s not to love about Italy, especially with roundtrip flights under $400! Plus, you can get domestic flights to other awesome areas for under $100! For example, one way to Venice is only $35!

Amsterdam, Netherlands $380

Amsterdam is more than just a place where weed and prostitution are legal, I swear! In the recent years, Amsterdam has re-vamped its image to more cutesey canals lined with flower-adorned windows, and fields of tulips.

It’s an adorable city that’s accessible by foot, bike, or boat! It’s also super popular for solo travelers!

Copenhagen, Denmark $400

Want to get happy this Valentine’s Day? Head to one of the top ranked happy places on earth, Denmark! Where worries are low and spirits are high!

If you go in February for Valentine’s Day, you can enjoy less crowds in the chilly weather. Plus you’ll have cheap flights and train tickets to neighboring countries like Norway, Sweden, and Finland, which are ideal for seeing the Northern Lights!

That concludes my list of the 20 Cheapest Flights for Valentine’s Day in 2020! Remember these prices will only go up and can change at any time! Try your hand at Flight Roulette and see which destinations are cheapest for you while the prices still last!