Between rock-bottom prices and sky-high wanderlust from being stuck at home, plus the most flexibility from airlines we’ve ever seen, it’s honestly a great time to get a head start on buying plane tickets for next year. If you’re looking to head to one of these cheapest destinations for 2021, hop on it—these prices are low right now, but that won’t last forever! Most major airlines are offering free changes so you can get a head start on planning. If you’re not able to travel by the time your flight date approaches, simply change your flight to a date further into the future, fee-free. 

And in the meantime, you’ll (finally!) have something exciting to look forward to! We searched our databases to find the cheapest flights so you wouldn’t have to. Here’s 8 cheap destinations for 2021 to book your flights to now!

Which of these is on your bucket list for 2021? 

1. Los Angeles 

cheap destinations for 2021

From stunning beaches to the Walk of Fame and the iconic Hollywood and endless delicious restaurants and cuisines from around the world, Los Angeles packs a major punch when it comes to a vacation destination. Explore for a weekend or stay for a few weeks—you certainly won’t be bored! Luckily, flights for 2021 to Los Angeles are looking pretty cheap right now. Even if you’re flying all the way from New York, you can still get to LA from $77* one-way or $167* for roundtrip flights right now! 

Flights to Los Angeles from $37* one-way or $167* roundtrip 

2. Cancun 

cheap destinations for 2021

Need a sunny island destination for a 2021 escape from reality? Cancun is the place for you! You won’t need to do anything besides show up to your hotel (with a mask in hand) and get ready for a few days of socially-distant relaxing on the beach. Crystal-clear warm water year-round is the perfect way to unwind after the most insane year ever. Both East Coast and West Coast flights are showing cheap deals to Cancun. Flights from cities like Chicago and Philadelphia are as cheap as $160*—roundtrip!

Flights to Cancun from $77* one-way or $160* roundtrip

3. Montreal

Montreal is a popular city for those looking to visit our Northern neighbors. Luckily, right now it’s also one of the cheapest destinations for 2021! Montreal’s famous Christmas markets are one of it’s biggest draws, but there’s plenty to explore the rest of the year here too. This modern and chic city has a lot of French influence, so it’s also a great way to feel like you’re taking a trip to Europe without flying all the way across the Atlantic. Visit the famous Notre-Dame Cathedral of Montreal or the Botanic Gardens, climb up Mount Royal for views of the city, or just take your time wandering the unique boroughs and neighborhoods filled with chic shops and cafes. 

Flights to Montreal from $93* one-way 

4. New York 

New York is a destination that everyone should visit at least once. You’ll find a glamorous city with plenty of shows to see, art galleries to visit, parks to explore, delicious food to eat and things to do. With all the things you’ll have to do, it’s no wonder that New York is nicknamed the City that Never Sleeps (and you might not want to ever go to sleep, either!) With one-way flights to New York starting at just $33*, it’s definitely one of the cheapest destinations for 2021. Even roundtrip flights from places like Chicago and Austin are hovering around only $70.

Flights to New York from $33* one-way or roundtrip from $67* 

5. Miami 

spring break florida

Sunny beaches? Check. Beachside cafes and bars? Check. A cool downtown area? Check. Miami has a lot to offer—a hip and trendy city and near-endless beaches means there’s something for almost everyone. Try your hand at water activities like surfing and scuba diving or hit up some of the shopping and posh hotels for a chic weekend getaway. Plus there’s trendy nightlife and art scenes plus plenty of outdoor festivals. Not to mention tons of good food options! One-way tickets from Chicago are just $37* for flights in January. What better place to escape the Chicago winter for a weekend? 

Flights to Miami from $64* roundtrip 

6. San Juan, Puerto Rico 

No passport? No problem! Puerto Rico is a US territory, so you won’t need a passport to enter. However, with a unique culture and a lot of history tucked away in the capital city of San Juan, it feels totally new. Of course, the colorful beachfront port town and warm Caribbean waters make it easy to add San Juan to your bucket list. But don’t forget Old San Juan, too. The historic quarter of town is filled with colorful streets and buildings dating back to the 16th-century, including two fortresses providing some of the best ocean views around. Even better, right now flights from Boston, New York, Philadelphia and other cities are starting from about $100 roundtrip—not bad for a winter weekend getaway

Flights to San Juan from $96* roundtrip 

7. Chicago 

Although there’s enough to keep you busy exploring for years, Chicago is the perfect destination for a long weekend. It’s a very walkable downtown city and has plenty to do for every kind of traveler. Head to a few museums, like the iconic Art Institute of Chicago or perhaps the more obscure Museum of Surgical Science (free on Tuesdays!). Enjoy a walk or bike ride along the Chicago River. And don’t forget to snap a good selfie with the Chicago Bean! Even from Los Angeles, flights are starting at just $52* one-way, so it’s a super-cheap destination for 2021. Put a weekend away on the calendar now, and take advantage of airlines’ flexible policies with a free change later if you need it. 

Flights to Chicago from $52* one-way or $96* roundtrip

8. Las Vegas 

Get lost on a glitzy weekend in Las Vegas! Book a hotel and then enjoy walking through (or staying at) the Venetian, the Paris Las Vegas and Caesars Palace. You can feel like you’re traveling the world from just one city! Even if it’s a bit quieter than usual right now, Vegas still makes for an excellent weekend getaway with the girls (or the guys!). Prices are super low from Chicago, Denver and other US cities, so take advantage of these deals while they last.

Flights to Las Vegas from $71* roundtrip

*All prices were current at the time of writing. However, prices are subject to change, so we can’t guarantee how long these fares will last! All prices are for flights between January 1, 2021 – May 31, 2021.