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Things to Do in Chicago in September

This post covers the best things to do in Chicago this September including free events, family-friendly activities and things to do at night, updated for 2021.



Chicago is a lovely place to visit in September! Check out the suggestions below for a variety of activities, including sports, theatre, music, and of course, seasonal festivals.

For some of the more popular things to do in Chicago, read the following posts:

Some of the things we’ve listed here are included in one of the available tourist attraction discount passes.

Tourist Passes Reviewed


1. Go to a Sporting Event

There are plenty of sports events in September.  You’ve got football, baseball, women’s basketball, and soccer. More details about Chicago teams are below the video.

If you are looking for evening plans, seeing a game is an option. For more things to do at night, check the section on nighttime activities below.

Fun fact: Softball was invented in Chicago in 1887 on Thanksgiving Day!

2. Go on a Sightseeing Tour

There isn’t a better way to experience a city than on foot with one of our history-loving Chicago-adoring tour guides!

We offer pay-what-you-like walking tours multiple times each week.

If you’d prefer to enjoy a bus tour, we have a read our comparison post of Chicago’s best bus tours

Another way to see the Chicago River on an architecture-focused river cruise.

3. Go to a Stand-Up Comedy Show

While there are usually at least a few musicals to see in Chicago at this time of year, most of those theatrical events have been pushed to October/November.

With that being said, there are several stand-up performances scheduled for September of 2021.

Here are just some of the great shows playing this month.  

TIP: Check out our self-guided theatre tour to admire the exterior of some of the oldest movie palaces in the Loop.

4. Go to a Concert

If you are a music lover or a fan, be sure to check out a concert while in Chicago.  There are many venues from giant spaces to intimate bars.  

In addition to these concerts, there are also a handful of music festivals you may want to attend.

Below we list a few of Chicago’s best music venues to check out.

5. Chicago In Tune Festival 

Join the rest of the foot-tapping crowd in Millennium Park throughout September to enjoy Chicago’s annual free Jazz Festival (starts August 19th).

This event was renamed to Chicago In Tune for 2021.

There will be many local artists and some guests as well. Either get there early to snag an up-close seat or bring a blanket and a picnic lunch to enjoy in the lawn space.

This is a free festival and family-friendly! Get more details are here.

TIP: Learn more about Millennium Park on our Pay-What-You-Like walking tour of the Loop & Millennium Park.

Or if you prefer to move at your own pace, use our self-guided Millennium Park Tour.

6. Oktoberfest 

Eat, drink, and be merry!  You can’t miss the beginning of Oktoberfest in Chicago (September 10th – 12th). 

Head to Lincoln Square for the opening ceremony at 8 pm on Friday. 

For beer-connoisseurs, see our post where to find Chicago’s best craft beer

7. Stroll the Riverwalk

September’s comfortable weather is ideal for exploring the Riverwalk.

This beautiful stretch will bring you below the busy streets and right along the river’s edge, lined with restaurants, art, and fountains.

Learn more about the river and the riverwalk itself on our Riverwalk and History Tour.

8.  Take a Boat Tour

September weather is quite nice to enjoy the views of the city from a boat. There are all kinds of ways you can get out on the water in Chicago.

There are architecture cruises, sightseeing tours, speedboats, sailboats, kayaks, and water taxis.

See our comparison post of Chicago’s best boat tours to find out what options you have. 

TIP: Many tourist passes include a boat ride or cruise. If you want to save some money, consider getting a tourist pass if you plan on taking a cruise in addition to other top activities in Chicago. 

9. Attend a September Festival

There is always a fun festival to attend when the weather is nice in the Windy City. Below we’ve listed a handful of festivals that are free, family-friendly, or just plain fun.

These festivals take place all over the city, so why not learn more about the neighborhood on one of our pay-what-you-wish walking tours or our self-guided tours

For even more festivals, check out Choose Chicago for a full event calendar.

10. Save Money with a Chicago Tourist Pass

Many of Chicago’s biggest attractions have entry fees. While you do pay for a tourist discount pass, it can give you a bulk discount and free admission into some interesting tours and museums, saving you up to 55%.

They can also save you time with skip-the-ticket-line privileges at select attractions.

Each Chicago Tourist Discount Pass includes a variety of fun family-friendly activities and attractions.

Here are a few examples of what you can visit with a tourist pass, for a discount or for free.

For more details, make sure to read our full post covering Chicago tourist passes.

Chicago Travel Tips and Hacks


There are many free activities to take advantage of in Chicago including some we have mentioned some above like taking a pay-what-you-like walking tour, hearing live jazz in the park, or attending a festival.

Check out our comprehensive post about the Top Free Things to Do in Chicago.

Movies in the Park

For the past 19 years, Chicago’s Movies in the Park series has been lighting up the skies with free film screenings.

Parks dotted all across the city will be showing recent films, and along with some classics.

Check out the schedule here.

NOTE: Dates and titles have yet to be confirmed for 2021.

World Music Festival 

This year would be the 23rd Annual World Music Festival Chicago.

This city-wide, multi-venue festival is perfect for music lovers and artists! 

It has a unique blend of different countries and cultures which makes it a great experience for locals and visitors.

NOTE: Dates for this event have yet to be announced.

Under the Picasso

There are many free events at Daley Plaza throughout the year by the Picasso Statue. Most often the events include music, dance, or public art. Look at the upcoming calendar to see what events are scheduled.  

TIP: Our Loop & Millennium Park Tour goes through Daley Plaza!

Mexican Independence Day Parades 

You’ll have two chances to enjoy a Mexican Independence Day Parade in September. These parades will be musical, colorful, and festive. 

  • 26th Street Mexican Independence Day Parade on 26th St. (Albany Ave. to Kostner)
  • Pilsen Mexican Independence Day Parade on 18th Street (Newberry St. to Wolcott)

These make for a great family-friendly activity! You can find more family events below.

TIP: To find some of the best Mexican food in Chicago, try our Self-Guided Mexican Pilsen Food Tour.

NOTE: Dates for these events have yet to be determined for 2021, but there are indications that each parade will take place.

Free Museum Day

On September 18th, 2021, many top museums in Chicago are offering free admission for two people. Find out all the museums that participate at the official website for Museum Day Live

If you arent here on that date, don’t despair. There are some museums in the city that are always free and others that are sometimes free. 

See our post on free museums to find out more.

Von Steuben German Parade 

This German parade on September 7 at 2 pm honors Baron Friedrich von Steuben, who came to America to assist General George Washington. 

This fun and celebratory parade will have many participants who dance and play music.

Located in the German neighborhood of Lincoln Square, this parade leads to the annual Oktoberfest. (See above)

Check out the Chicago Cultural Center

This beautiful and historic building is free and open for the public to explore. Beyond the art that lines the walls, you will find free traveling films, lectures, and performances here. 

This is also a great place for children’s programming. Check out their calendar of events to see what is going on during your visit.

Explore the Farmers Market

Enjoy local produce before the summer ends! From tasty veggies to locally made jams to homemade crafts and baked goods, you will definitely find something interesting or delicious.

Markets are open almost every day of the week on Tuesdays, Wednesdays, Thursdays, Saturdays, and Sundays.

Find a list of the city’s markets and their schedules here.

For even more free activities, see our post on the top free things to do in Chicago.



Many of our top ten activities are perfect for the evening hours, such as seeing a sporting event, going to the theater or attending a concert.

Below are some more ideas. Be sure to read our post about the top things to do in Chicago at night for even more suggestions.

Take a Night Tour

Looking to see a different side of Chicago? Take a walk with some spooky history on our evening Ghost Tour.  

You can expect to laugh more than you scream as you learn about past hauntings. You will also learn some of the dark history of The White City.

For a lovely view, check out our  Twilight Chicago Riverwalk & History Tour which ends a 10-minute walk from Navy Pier.  

Also, several bus tours operate night versions of their day tours.

Dessert Fest at the Zoo

Try out some of the best desserts in Chicago while visiting the zoo’s permanent residents. 

Tickets include admission, dessert tastings, live entertainment, giveaways, and more! A portion of the proceeds benefits Lincoln Park Zoo.

Find out information and buy tickets from the Dessert Fest website.

NOTE: It has not yet been confirmed whether or not this event will take place again in 2021.

Oktoberfest on the Beach

This September,  head to North Avenue beach to enjoy a beer tasting to celebrate Oktoberfest with the Shore Club. 

For more information and to purchase tickets, check the website.

NOTE: Dates for this event haven’t been confirmed for 2021.

LGBTQ+ International Film Festival

The Cultural Center hosts the LGBTQ+ International Film Festival on September 23rd – Oct 3rd.

Chicago Horror Film Fest

Join the other horror film fans on September 17th – Oct 1st at the Chicago Cultural Center to indulge in spooky movies!

See an Improv Show

Chicago is well known for comedy and improv. Just ask Tina Fey, Amy Poehler, or Steve Carell. Below are just a few places to catch an evening show.  

You may be seeing seasoned Chicago improvisers or you might catch a group of students, but who knows? One of them could be the next Chris Farley.

See the Local Music Scene

There are plenty of local musical experiences at night.  If you’re looking for even more opportunities to check out the local music scene, take a look at some of the more popular venues:

Admire Art at the Mart

While strolling along the Riverwalk in the evening, be sure to walk along the south side of the Chicago River so that you can see a newer art installation called “Art of the Mart”.  

It is a series of non-sponsored projections on the side of a historic Chicago building called the Merchandise Mart. 

Find out more from their website, Art at the Mart.

Go to a Game Bar

Whether you want to try an arcade bar with some pinball and Pac-man or try a classic board game, Chicago has a game bar for you.

Check out our favorite game bars across the city.

Batting Cages

Practice your baseball skills right outside of historic Wrigley Field at the batting cages at Sluggers.

Beyond the batting cages, you can participate in other games such as skee-ball, and catch some games on the TVs at this beloved sports bar.

Go Out for a Cocktail

Chicago has speakeasies – fitting for the mobster history of the Windy City, some of the Best Rooftop Bars.

In our Guide to Chicago Bars you can find out about historic bars, game bars and where to have a pint while playing some trivia.

If you’re looking for more than just atmosphere and want to find one of the best Craft Beers, we can make sure you find a local pint.

Be sure to check out our post on top things to do in Chicago at night for even more suggestions.



Throughout this post, we have listed several activities that are suitable for kids, such as seeing an outdoor movie, going to a sports game, or seeing a musical. 

Below you will find several great options to keep your children entertained this month, including parks, museums, and theater!

Be sure to check out our post about family-friendly activities in Chicago for a more complete guide.



Check Out a Museum

In September, local kids are back in school which means fewer crowds at the children’s museums!

Chicago’s museums are very interactive and ideal for kids. The number one choice is the Children’s Museum (see the video above).

Also, try the Peggy Notebaert Nature Museum, a lovely nature museum with many kid-friendly events.  Check their special event calendar to see what is happening throughout the summer!

Other museums that are enjoyable to kids are The Field Museum and Museum of Science and Industry.

Go to a Baseball Game

We have two baseball teams here, so there are plenty of options for families to go catch a game!

The Cubs play north of downtown at Wrigley Field, and the White Sox play south of the skyscrapers at the Guaranteed Rate Field.

Tour both stadiums, or just enjoy the fresh air while cheering on our Chicago teams!

Children’s Theatre

Check out a family-friendly kid show with Emerald City Theatre or Chicago’s Children Theatre. Both are well known for wonderful family programming. 

Check their websites for updated show schedules and ticket information.

Juice Box Concerts at the Cultural Center

Head to the Cultural Center with your family of little ones every first and third Friday and Saturdays at 11:00 am-11:45 am for an engaging musical event!  

While this will be enjoyable for the whole family, it is geared to kids between the ages of 1-6.

See their website for more.

NOTE: This event was cancelled for 2020 and has not yet been rescheduled.

Attend Stories, Songs and Circle Games

In September, Lurie Garden presents an interactive and free event for your little ones. 

Kiddos between 4-6 will sing like sparrows and play pretend! For more details or to register, click here.

NOTE: This event has yet to be scheduled for 2021.

Events at the Library

Check out the Harold Washington Library with the kids!  The children’s library is large and full of books, storytime and activities. 

There are special events that range from tummy time class to crafts for toddlers.

Go to the Zoo

The Lincoln Park Zoo is one of the oldest zoos in the country, and one of the last few free zoos. Home to over 1,000 animals, this is a great stop during your time in the city.

While you are in the area, you can also explore the Lincoln Park Conservatory and the park itself.

Play in a Park

Chicago is full of green grass and playgrounds for kids to get out their energy.

One of the best parks, Maggie Daley Park, is nestled between downtown and Lake Michigan. It has lots of different playgrounds for kids of all ages, a rock climbing wall, mini-golf, and tennis courts.

Find out about this park and more by reading our post, Chicago’s Beautiful Parks.

See our post about family-friendly activities in Chicago for even more great things to do.


What’s the Weather in July in Chicago

This post is an overview of the July weather in Chicago, including snow and precipitation forecasts, as well as tips on how to dress and things to do.

Be sure to look into the weather in July and August as well. Read more »

Downtown Chicago Audio Map

This map shows the stops on our Downtown Chicago audio tour which you can purchase here.

If you’d like to add this map to your Google Maps app so you can follow along using GPS, just click the square bracket in the upper right hand corner.

Helpful hint: If you want to use Google Maps without using data, you can download the area as an offline map when you’re on WiFi.

Adler Planetarium Tickets and Discounts

Adler Planetarium Free Days + Other Discounts

This post covers how to get discounted tickets to the Adler Planetarium in Chicago, including free days, tours, and exhibits. 



This section will give you an overview of ticket types and ticket prices. There are a few options in addition to general admission.

Any free entry option is limited to general admission and we have listed them just below the ticket descriptions.

TIP: To get a discount of up to 50% on your tickets, check out the attraction discount passes below. 

General Admission 

This gives you access to all permanent exhibitions and collections. 

Entry + 1 

This gives you access to all exhibitions and collections plus one show ticket of your choice.

Entry +2

This gives you access to all exhibitions and collections plus two show tickets of your choice.

Anytime All-Access Pass 

This gives you access to all exhibitions and collections with unlimited access to your choice of shows.

PRO TIP: The exhibits are awesome, but kids really love the Adler shows! You can see one, two, or all of them with various ticket levels.  

Free Museum Admission Days for Illinois Residents

Free admission entitles Illinois residents with a valid state ID to the general admission to the planetarium on specific days.

Residents may upgrade to an All-Access Pass at a discounted price. Check the website for specific days

Free Admission for Teachers + Active Police + Active Firefighters

Illinois teachers (K-12) with ID enter free for general admission.

Military Discount

The Adler Planetarium is part of the Blue Star Museum organization. Any active military personnel receives free general admission with military ID. 



This section includes the various discounts available for Adler Planetarium tickets. Don’t pay full price when you don’t have to.

Tourist Attraction Discount Passes

General admission to the Adler Planetarium is included in all of Chicago’s tourist passes.

These passes work by combining tickets to popular attractions and tours into one discounted price, up to 55% off.

You can also save time by skipping the ticket line at select locations, which really can be a blessing in the summer.

In addition to the Adler Planetarium, here are a handful of the other popular attractions included with some passes:

If you want to learn more about attraction discount passes that can save you 50% on Chicago activities, check out our full post. 

Go Chicago Explorer Pass

The Chicago Explorer Pass will give you admission to 3, 4, or 5 attractions at a discount of up to 40%.

The Adler Planetarium is included in the list of 29 eligible attractions. 

NOTE: If you would like either the Discovery or All Access Passes, you need only pay the difference when you arrive.

Go Chicago Build-Your-Own Pass Card

With the Go Chicago Build-Your-Own Pass Card, if you are planning to attend any other attraction, then you will save at least 20% off the retail price.

General Admission tickets to the Adler Planetarium are included with the build your own card options.

Chicago CityPASS

The CityPass booklet is a pre-packaged discount bundle that includes 5 popular tourist attractions at a discount of 53%.

All you have to do is purchase the one ticket and make a few choices on the options they give you.

We have a full tourist attraction discount pass comparison on our blog.

City of Chicago Residents

City of Chicago Residents with ID receive discounts on all admission passes every day.

Adults receive $2 off their tickets and children receive $3 off their tickets. 

Coupon Sites

Check out discount sites such as Groupon or LivingSocial – they occasionally have great coupons for admission. 



This section will help you plan your visit including how to get there, when to go, and how long you should expect to stay.

If you’re looking for ways to get discounted tickets, check the section above.

How to Get There

Adler Planetarium is located at 1300 S Lakeshore Drive at the Museum Campus

Adler Planetarium Map

We recommend using this Google Maps link for directions to the museum.

While the Adler is within reasonable walking distance from most downtown hotels and popular attractions, there are public transportation and parking options to save time and energy. 


  • #146 Inner Drive/Michigan Express/Museum Campus
  • #130 Museum Campus (mid-May through Labor Day)


  • Exit the Roosevelt stop (Red, Orange, Green lines) and transfer to bus #146 at State Street and Roosevelt Road.

Hop-On Hop-Off Bus

Best Times to Visit

Adler is open every day from 9:30 am until 4:00 pm, with extended summer hours to 6:00 pm between Memorial Day and Labor Day.

They are closed on Thanksgiving and Christmas Day. 

The museum is most popular mid-day on Saturdays and Sundays, so we suggest trying to arrive as they open on weekends or before noon on a weekday.

How long should I stay?

In general, visitors stay at the planetarium for 2.5 to 3 hours. 

Is there somewhere to eat at the Planetarium?

Yes. Cafe Galileo offers a beautiful, uninterrupted view of Lake Michigan, with Navy Pier clearly visible in the distance.

Is there a gift shop?

Yes! The Adler Store has educational games and toys, books, souvenirs, and clothing. 

Are other attractions close to the Planetarium?

Yes! Other museums at the Museum Campus include the Field Museum and Shedd Aquarium. The Art Institute Chicago is also less than 2 miles away. 



This section lists some of the fun exhibits available to interact with.

There are over 35,000 square feet to explore within the museum and it has one of the best views of the Chicago skyline!

Mission Moon 

Launch into space with Captain Lovell as you learn about the history of America’s space race, meeting the crew of Apollo 13 and touring the Gemini 12 spacecraft!

Our Solar System

Touching space rocks!? Enough said.

Feel fragments of the Moon and Mars, and get an up-close and personal view of meteorites while you learn the science behind their creation.

Community Design Lab 

You’re a scientist with your toolkit (marshmallows, popsicle sticks, bubble wrap, etc.) to problem solve, understand more about how the world works, and create space-exploring inventions!

The Universe: A Walk Through Space and Time 

A history of the universe from the Big Bang right up until your visit!

This is the exhibit most people expect to see when they go to a world-renowned planetarium, and the Adler does not disappoint!

Planet Explorers 

A space-age, indoor playground! For children ages 3-8 years old. Kids can let their imagination soar as they climb, crawl, and play in this interactive jungle gym!

Telescopes: Through the Looking Glass

Examine the tools that first gave us a glimpse of the stars, from 1608 to the present day.

Marvel at the ingenuity of our fellow human beings’ inventions, including a colossal 22-foot-long antique!

Astronomy in Culture 

Explore the Medieval European and Middle Eastern history of stargazing.

The galaxy has fascinated everyone for centuries, and you’ll learn about the early theories in this exhibit that puts you in a replica medieval classroom!

What is a Planet?

Voted #1 in the British Society for the History of Science’s 2016 Exhibitions Competition, this exhibit teaches all ages what classifies an object as a planet as it travels among the stars.   

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