Things to Do

Celebrate Labor Day Weekend in Chicago with the Best Events

Still confused about how to celebrate this long holiday weekend in Chicago? Here is the ultimate guide to the best events in which you can participate.

The Chicago summer may be approaching an end, but Labor Day weekend is packed with activities to take advantage of the last few days of sunshine and clear skies. With boat cruises, outdoor dining, music night under the stars, local food festivals, beachside cocktails, and much more, you can celebrate the end of the season. 

Check out the top Chicago Labor Day weekend activities and events.

Explore Navy Pier 

Navy Pier

Image Source- Navy Pier 

There's a reason why it's one of the most visited sites in the city. From free outdoor concerts to the largest rooftop bar in the world, Navy Pier offers a wide range of events and activities for both locals and tourists. You will find everything at Navy Pier, like the Chicago Children's Museum, a sizable Ferris wheel, eateries, and many other entertaining attractions.

You can also watch free fireworks shows with your friends and family at Navy Pier. They put on summer firework shows every Wednesday and Saturday night all through this Labor Day weekend. You can witness the last firework show of the summer season this Saturday, September 3rd, 2022. 





1-800 595-PIER (7437)

Arc Music Festival

Arc Music Festival

Image Source- Arc Music Festival

At this three-day music festival, let yourself loose to buzzy mixes from some of the most famous names in dance music. As you travel between the festival's four immersive stages, indulge in the art and delicious regional cuisine. 

During this Labor Day weekend, the second annual ARC Music Festival will take place at Union Park, celebrating the origins of Chicago house music and inviting a diverse lineup of dance music artists from around the world. This two-day festival has been extended to three days this year. You can see performers like Chicago native Honey Dijon, Swedish DJ Adam Beyer, and British techno composer Carl Cox. You can also witness the performance of the legendary Chicago house musicians Derrick Carter and DJ Lady D.

Purchase your tickets Here.


Union Park, Chicago, IL


September 2-4

Greek Fest

St. Demetrios Greek Orthodox Church

Image Source- St. Demetrios Greek Orthodox Church

Visit St. Demetrios Greek Orthodox Church if you want to taste their mouthwatering, authentic, home-cooked Greek food. You can also enjoy live music, Greek dance troupe performances, and a market selling Grecian trinkets and goods. 

They are happy to host all of their family, stewards & neighbors at the Lincoln Square "GREEK-FEST" during Labor Day weekend. The event will start on Friday, Sep 2, and carry on till Monday, Sep 5, 2022.


2727 W. Winona St., 

Chicago, IL 60625


(773) 561-5992 

Pier Pressure Cruise Party

Pier Pressure Cruise Party

Image Source- VIP NightLife

Enjoy a Labor Day party with a white theme while cruising around Lake Michigan on a four-story yacht while grooving with the best DJs from Chicago. Prepare for the ultimate party on the water when you join the Pier Pressure White Party Cruise on Labor Day Sunday (night), September 4th, 2022.

You will get a night full of ultimate celebration with DJs, drinks, and gorgeous views waiting for you when you board the Spirit of Chicago with your significant other and/or group of close friends. If you love to party then this night will be the best for you. The vibes will be lively, the bars will be fully loaded, and the crew will be overjoyed to see you. This Labor Day Sunday, escape to the biggest and finest party on the water!

Get Tickets



-Check-in: 9:45 p.m.

-VIP Boarding: 10:00 p.m.

-GA Boarding: 10:15 p.m.

-Gates Close at 10:55 p.m. Sharp - Do Not Be Late, No Refunds.

-Cruise Time: 11:00 p.m. – 1:00 a.m.


Sunday, September 04, 2022


10:00 PM - 01:00 AM


Spirit of Chicago Yacht

600 E Grand Ave



+1 312 878 0707

Jazz in the Court

Jazz in the Court

Image Source- 53rd Street - Hyde Park

If you want to spend Labor Day in a more classy way you can watch top-notch jazz performances by musicians who are both nationally and globally renowned and well-known Chicago jazz performers.

Jazz in the Court will be a free performance series held at Harper Court in Hyde Park, you can watch live outdoor jazz performances every first Friday of the month this summer. This year's performers will be the Thaddeus Tukes Quartet (August 5), Chuck Webb with Margaret Murphy-Webb and Tony Carpenter (July 1), Denise Thimes Quartet (July 1), and the Dee Alexander Quartet (June 3). (September 2).


Harper Court

5235 S Harper Court


Written By Aparna Dutta, Beverage Trade Network

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