Family at Fourth of July cookout eating watermelon

Fun Ways to Spend the Labor Day Weekend in Chicago

Let’s send off summer with a bang this Labor Day weekend! And what better place to celebrate the holiday than The Windy City? Check out a few of our favorite Labor Day activities to enjoy in Chicago this year.

North Coast Music Festival 

One of Chicago’s most beloved Labor Day traditions, the North Coast Music Festival, is an arts festival featuring music from all genres. With headliners like Miguel, DK Snake, and Jamiroquai, it’s sure to be a weekend filled with family, friends, and fun memories. Be sure to visit the festival website for the full lineup, purchasing passes, and more.

Bowl of crayfishGreat American Lobster Fest 

Tie on your bib and let’s get cracking this Labor Day Weekend! For its fifth year in a row, the Navy Pier will be hosting the Midwest’s largest seafood festival, The Great American Lobster Fest. If you’ve got a hankering for some of the freshest lobster in the nation, the GALF is catering to your cravings all weekend long. There will also be live music performances, shopping, games, and other family-friendly activities.

Chicago cityscape and riverArchitecture River Cruise

Chicago is home to many urban landscapes that defined and spurred the architectural movement of the twentieth century. With buildings from iconic architects such as Daniel Burnham, Mies van der Rohe, Helmut Jahn, and John Root, Chicago is truly a historical gem. The Shoreline Architecture River Cruise takes you along the three branches of the Chicago River, where you will pass over 40 renown landmarks, so you won’t miss a thing.

Family Cycling in natureRent a Bike

Although it serves as one of the biggest urban cities in the country, Chicago also has breathtaking landscapes. What better way to take in the sights than biking through them yourself! With paths like the 606 and the Lakefront Trail, you’ll be sure to soak up the last bit of the summer sun.

Chicago Skydeck

For every adrenalin junkie out there, see the city like never before — from 1,353 feet in the air! The Skydeck is located on the 103rd floor of the Willis Tower and offers a 360-degree view of the city sure to amaze tourists and locals. Are you brave enough to look down?

Chicago fireworks and celebrationsSummer Fireworks at Navy Pier

Every summer, the Navy Pier hosts a biweekly firework show synchronized to music over Lake Michigan beginning Memorial Day through Labor Day. This weekend will be your last chance to see the spectacular show, and it will be a perfect way to bid farewell to another fantastic summer.


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