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Travel News Deals Cheap Labor Day Weekend Flight Deals in 2019

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Cheap Labor Day Weekend Flight Deals in 2019

Find the best flight deals for your Labor Day Weekend Getaway! Labor Day cheap flights up to 50% off domestic and international destinations. Not sure where to go? Skyscanner has you covered with the best places to go for Labor Day weekend.

Cheap Labor Day Domestic Flight Deals

When flying within the United States for Labor Day weekend, flight deals start from as little as $55. Search with Skyscanner and you can find:

Top Domestic Labor Day Deals

Departure CityDestination
Round-Trip Fare
BostonWashington, DC$113
ChicagoWashington, DC$122
Los AngelesDallas$116
Los AngelesHouston$132
Los AngelesLas Vegas$102
New York CityCincinnati$107

These prices were valid as of August 24, 2019, and may not always be available.

Cheap International Destinations for Labor Day

Most Popular Labor Day Destinations

The following destinations are the most popular for Labor Day flight deals, based on searches for Labor Day flights in 2018.

We’ve chosen some of the top destinations for you to quickly look at, but as usual, use the Skyscanner app to find out what the best deals are from the closest airport to you.

New York | Top Trending! Bookings up 51% from 2017-2018

One of the greatest American cities is arguably the best spot to head to for Labor Day. You can catch a Broadway show to keep yourself entertained or head to the Top of the Rock for some spectacular views of the city.

If you’re looking to save money, consider purchasing a CityPASS which will give you admission to six attractions for well below retail price. A trip to New York over Labor day only cost travelers $337 roundtrip, on average in 2018.

Denver | Top Trending! Bookings up 72% from 2017-2018

In need of some fresh mountain air this Labor Day weekend? The Rocky Mountains will quickly quench your thirst for nature. Denver is our favorite place to combine trendy restaurants and microbreweries with all the outdoor adventure you could ask for. 

Flights last year were only $288 on average to Denver over Labor Day Weekend.

Las Vegas | Top Trending! Bookings up 41% from 2017-2018

Forget gambling, Las Vegas has become a mecca for food and entertainment. Gordon Ramsay’s Burger serves up the best (you guessed it) burgers in the city. As for a show,  Cirque du Soleil’s “O” still wows the crowds.

Flights in 2018 to Las Vegas over Labor Day were an affordable $328 roundtrip, on average!

Chicago | Top Trending! Bookings up 42% from 2017-2018

For amazing architecture, Chicago is one city that’s best discovered by boat. The Chicago Architecture Foundation River Cruise is the best of the bunch since guides are passionate about their architecture and their city.

If you prefer to stay on land and taking things easy, head to the Art Institute of Chicago for some of the best art in the country. Ideal for some culture on Labor Day, flights to Chicago in 2018 over the weekend were less than $300 roundtrip.

Los Angeles | Top Trending! Bookings up 58% from 2017-2018

Here’s another city that has seen it’s arts scene explode over the last few years. The Broad is one of L.A.’s newest galleries that features more than 2,000 pieces of international and American contemporary art.

There’s also the Museum of Contemporary Art (MOCA) which is located across the street from the Broad and has one of the largest permanent collections of postwar art in the world. Roundtrip flights to Los Angeles were less than $300 on average from across the U.S. over Labor Day 2018.

Most Popular International Labor Day Destinations


If you missed Spring Break in Cancun, maybe it’s time to head south during Labor Day. In 2018, flights to Cancun for Labor Day were only $470 roundtrip on average.

Most of the resorts here are all-inclusive so it’s perfect for those types of travelers who don’t like to plan. Of course, there are plenty of things to see nearby Cancun including eco-parks and Mayan Ruins so it’s not like you don’t need to stay on the resort your entire time there.


Traveling across the ocean for the Labor Day weekend may seem crazy, but if the price is right, why not? Travelers found roundtrip flights to London in 2018 for about $770 on average.

The best place in the city is arguably the Southbank where you can see Tower Bridge, City Hall, the Tate Modern, and many other attractions. Keep in mind that most of the museums and art galleries in the city are free so London may not be as expensive as you think.


Toronto is a great place to go since the American dollar is strong compared to the Canadian dollar right now. You can get cheap tickets to a baseball game for less than $10, but you’ll be at the VERY top of the Rogers Centre.

If you want to get a feel of the city, head to St. Lawrence Market where a mix of local cuisines come together. Those flying from the U.S. for Labor Day 2018 paid an average of $407 roundtrip.

Mexico City

Mexico City has seen a huge surge in bookings year-round, but Labor Day is a favorite time to visit amongst travelers from the United States. Daily high temperatures are consistently in the Mid-70s around Labor Day which is perfect for this city which is best explored on foot. Be sure to visit the Roma Norte neighborhood for the best outdoor eateries and nightlife.

The average flight price to Mexico City from the U.S. for Labor Day 2018 was $373 roundtrip.

What is Labor Day in the United States?

Labor Day in the United States is an important public holiday celebrated on the first Monday in September. It was established to honor the American labor movement and the contributions that workers have made to the country.

Labor Day weekend has the added significance of being the last public holiday of the summer. It is one of the busiest time of the year to travel and searching for Labor Day flight deals can help you save money.

When is Labor Day in 2019?

Monday, 2 September is Labor Day in 2019 across America so some of the top Labor Day flight deals will run from Thursday, August 29th until Tuesday, September 3rd.

Some travelers choose to take extra days off around this public holiday to capitalize on cheap flights Labor Day packages to popular destinations including New York, Miami, Cancun and Las Vegas.

How to Save on Labor Day Flights in 2019

If you don’t have a set location in mind, download the Skyscanner App, click the Explore tab, then “Explore Everywhere” to see where you can go during Labor Day weekend for the cheapest price.

Keep in mind that the app gives you a lot of options to save. Through our Explore option, we can recommend you popular destinations, quick getaways, longer trips, last minute ideas, and much more.

If you prefer to just monitor prices to see how low they’ll go, you should set up a price alert so we can do the work for you. You’ll get an e-mail sent right to your inbox whenever the price drops.

To help find cheap flights Labor Day deals, read up on our top tips on how to book last minute flights.