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New York and Chicago

How to Celebrate Labor Day Weekend in Chicago

upscale rooftop bar in chicago with covered outdoor seating

Labor Day is, quite possibly, the most bitter sweet holiday there is. Falling on September 1st, it marks the end of summer in Chicago, but it’s also a weekend filled with fun to cap off your summer festivities. Typically the only three-day weekend in September, Labor Day is a great holiday to help you transition from that summer mindset back into the grind that the fall and winter months usually bring. If you’re looking for the best things to do in Chicago during Labor Day Weekend, we got you covered. Here are some of our favorite things to do and places to go during LDW.

Watch the Fireworks at Navy Pier

Labor Day is your last chance to catch the summer fireworks at Navy Pier. Watch the fireworks light up the night sky and breathe in some of the best views over Lake Michigan as a perfect summer send off. The fireworks start at 10:15pm, but Navy Pier offers plenty of activities for the whole family up until the fireworks begin. Looking for something to do afterwards? Head to Bounce for a nightcap!

North Coast Music Festival in Chicago

Union Park is transforming this Labor Day Weekend for a weekend of great music and experiences. North Coast Music Festival is a weekend long show that brings some of the biggest names in music of all different genres including EDM, rock, folk, hip hop, and rap. Head to Union Park to see renowned artists such as Miguel, DJ Snake, Axwell Ingrosso, Jamiroquai, Juice Wrld, and countless other names in music. Go out for a day of adventure, stay out for a night on the town.

Chicago Jazz Festival

The famous Chicago Jazz Festival returns for its 40th year, and this year promises to be huge. Head to Millenium Park during your Labor Day Weekend to hear amazing music from local artists and internationally known artists alike. Trying to stay within a budget during your holiday? Chicago Jazz Festival offers free admission, so there are no excuses when it comes to attending the biggest jazz concert of the year. Grab a group of friends, grab a few drinks, and go enjoy the soul cleansing sounds of jazz as they fill the air over Lake Michigan. 

Great American Lobster Fest Chicago

What’s better than some Labor Day lobster? If you ask anybody at the Midwest’s largest lobster and seafood festival, they’re likely to tell you that nothing is. Celebrate summer’s last hurrah in seafood style at Navy Pier and enjoy fresh caught Atlantic lobster, flown in fresh from the east coast. Bring the whole family and enjoy the food, live music performances, games, drinks, and more! Feeling hungry? Sign up for the lobster hero feast, which is an all you can eat package that lets you fill your belly without emptying your wallet. Stop by Friday through Sunday and celebrate with shellfish!

African Festival of the Arts in Chicago

Washington Park will be transformed into an African village for the 29th consecutive year, and everybody is buzzing about this years African Festival of the Arts. Complete with African drums, music, food, arts, and antiques, the festival brings African culture to the public eye in a celebration of culture. Explore beautiful pieces of art, dance to the cultural rhythms, and enjoy the company of people from all different cultures. Get your group of friends and enjoy a day of exploration, followed by a night of libations.

Day Drinking in Chicago

If there’s one thing that a Monday off is perfect for, it’s day drinking. Getting a group of friends together an crawling through the city from bar to bar when it’s still light out brings another level of excitement and adventure that the night time just can’t compete with, plus it gives you a headstart on your night out. Looking for a special place to hang out? Friday and Saturday of Labor Day weekend, Bounce Chicago features two of the hottest DJs in the city to keep the crowd going and the drinks flowing. The perfect place to start or end your night, Bounce has what you’re looking for. 

Rooftop Bar in Chicago

Whether you’re looking for a way to spend your whole day or a way to end your night, Bounce Sporting Club is the perfect spot for you and your friends. With our newly opened rooftop lounge open from 11-12 and the whole bar open from 11-3 on Saturdays, this is your perfect Labor Day destination. Enjoy our signature hand crafted cocktails, try our world-class food options, or dance to our DJs as you enjoy the last weekend of summer. Contact us today to make reservations or set up a private event. End your summer the right way at Bounce Sporting Club!

Bounce Sporting Club

About Bounce Sporting Club

Bounce Sporting Club provides a unique food, drink, and social experience at all of our New York City and Chicago locations, raising the bar for social venues in the US. Contact your local Bounce Sporting Club for reservations and event planning assistance today.

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