Top 10 Things to do Good for Big Groups in Chicago, Illinois (IL)

March 11, 2022 Tynisha Seiler

The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago

1. The Art Institute of Chicago

111 S Michigan Ave, Chicago, IL 60603-6110 +1 312-443-3600 http://www.artic.edu
Excellent
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5.0 based on 24,057 reviews

The Art Institute of Chicago

See why the Art Institute of Chicago is the only museum in the world to be top-ranked by TripAdvisor four years in a row! Experience the greatest Impressionist collection outside Paris, and view contemporary masterpieces in the spectacular Modern Wing. Stand before classics like Nighthawks, and travel the globe through galleries devoted to the art of ancient Greece, Japan, Africa, and the Americas.

Reviewed By nemeshek - Mexico City, Mexico

This is the best Chicago Museum for me. All the classical paints such as Francesco de Mura, Peter Paul Rubens, El Greco, Luca Cambiaso, Tintoretto, Paul Gauguin, Paul Cézanne, Edvard Munch, Claude Monet and Vincent Van Gogh are incredible. This is a must to visit in Chicago.

2. Chicago Skyline

Chicago, IL 60601
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86%
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5.0 based on 687 reviews

Chicago Skyline

Reviewed By AlexB10499 - Providence, United States

Not only is the Chicago skyline one of the most recognizable in the United States – it’s also frequently ranked as one of the most impressive. The tallest landmark, of course, is the Sears Tower, one of the nation’s tallest buildings at around 1,450 feet. Trump Tower is the city’s second-tallest building and has a distinctly modern look to it – as well as a great location on the Chicago River. A few good spots to view the skyline include Navy Pier, Grant Park, the Nature Boardwalk in Lincoln Park, some of the skyscraper observation decks, and even from the Chicago River and Lake Michigan, if you want to take a quick cruise. One other anecdote about the Chicago skyline: you can see it on the horizon across Lake Michigan from the Indiana Dunes National Park, more than 50 miles away. That’s how tall those buildings are.

3. Skydeck Chicago - Willis Tower

233 S Wacker Drive entrance on Jackson Blvd (south side of building), Chicago, IL 60606-7147 312-875-9696 https://theskydeck.com/
Excellent
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4.5 based on 17,474 reviews

Skydeck Chicago - Willis Tower

No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere and The Ledge at Skydeck Chicago! Treat yourself to a "one stop Chicago" experience on your journey to the 103rd floor. Enjoy 360-degree views spanning up to 50 miles and 4 states and our most spectacular view - 1,353 feet straight down! "Dare to Stand Out" on The Ledge - glass balconies extending 4.3 Feet outside the building provide a thrilling, once in a lifetime experience!

Reviewed By manjushap1907 - Visakhapatnam, India

A must visit place when u visit Chicago.. A unique experience when you stand in the glass box and have unparalleled views of Chicago city.. Advise don’t visit this place during long weekends as the waiting time is too long and you cannot have a good experience due to the rush of the crowds.. You are given 1-2mins to just take pics and you cannot really enjoy the experience..

4. Frank Lloyd Wright's Robie House

5757 S Woodlawn Ave, Chicago, IL 60637-1698 +1 312-994-4000 [email protected] http://flwright.org/tours/robie
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4.5 based on 808 reviews

Frank Lloyd Wright's Robie House

To ensure the health and safety of our guests, tours at Robie House return on June 11 and are limited to nine guests per time slot. (Updated 6/2/20) The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Visit flwright.org to learn more.

Reviewed By reneeu435

We enjoyed the tour and wished we had been able to take the in-depth tour. I have toured a couple FLW houses and this one is beautifully restored.

5. The Chicago Theatre

175 N State St, Chicago, IL 60601-3623 +1 312-462-6301 [email protected] http://www.thechicagotheatre.com/
Excellent
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4.5 based on 789 reviews

The Chicago Theatre

Chicago's breath-taking National Landmark Theatre hosts concerts, comedians, theatrical productions and special events every year. The 3,600 seat auditorium is seven stories high, and the vertical "C-H-I-C-A-G-O," sign is one of the few such signs in existence today. A symbol of State Street and Chicago, the marquee is a landmark in itself, as is the Wurlitzer pipe organ. Patrons can also go behind-the-scenes on their educational venue tour, which runs a few times a week.

Reviewed By TravelingMom8066 - Lake of the Ozarks, United States

Our family of 5 toured the theater and all were quite impressed for different reasons! My husband marveled at the architecture, two kids have stage experience and being able to walk on stage was amazing. Another in our group was intrigued with the history. Our tour guide was very knowledgeable and spoke with a stage voice that was impressive. Highly recommend the tour.

6. Chicago Cultural Center

78 E Washington St, Chicago, IL 60602-4801 +1 312-744-3316 http://www.chicagoculturalcenter.org/
Excellent
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4.5 based on 2,992 reviews

Chicago Cultural Center

The Chicago Cultural Center is the nation's first free municipal cultural center and one of the most visited attractions in Chicago. The stunning landmark building, opened in 1897 as the city's first public library, is home to two magnificent stained-glass domes, and annually presents hundreds of free cultural exhibits and performances. Admission is free.

Reviewed By pookala - Philadelphia, United States

Aside from being a beautiful building filled with finely executed mosaic work, a lovely marble staircase and an always interesting array of changing exhibits; the Cultural Center also has a free weekly recital under the largest Tiffany glass dome in the world. The 45 minute Wednesday concerts take place in the Preston Bradley Hall at 12:15 pm. Be sure to get there early (20-30 minutes) if you want to sit up front. The space fills up quickly. If you have nothing planned afterwards go to the Randolph St entrance after the concert and go on a tour of the building. Space is limited for this tour and they start at 1:15 pm daily. Check out their calendar of events before planning your Chicago itinerary to take advantage of this excellent cultural institution.

7. Field Museum

1400 S Lake Shore Dr, Chicago, IL 60605-2827 +1 312-922-9410 [email protected] http://www.fieldmuseum.org
Excellent
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4.5 based on 8,689 reviews

Field Museum

The Field Museum fuels a journey of discovery across time to enable solutions for a brighter future rich in nature and culture. With almost 40 million specimens and artifacts in our collections—including SUE, the world's most complete Tyrannosaurus rex—there's something for everyone. Start planning your visit at fieldmuseum.org.

Reviewed By TracyWfromWA - Arlington, United States

Rivaling the Museum of Natural History in New York, this museum is replete with towering dinosaur skeletons, fossils, ancient artifacts from early humankind, all under a magnificently designed Romanesque-style building. It is an expansive space. The atrium soars up to a grid-work of square windows that let natural light into the space. Tickets are on the pricey side, but it is well worth the experience. You could spend hours wandering the many themed exhibits once inside. The crown jewel of the exhibit, a T. Rex named Sue, is breathtaking in its scope. This is something you wouldn't want to miss on your trip to Chicago.

8. Wrigley Field

1060 W. Addison St., Chicago, IL 60613-4566 +1 773-388-8270 http://Cubs.com/Tours
Excellent
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4.5 based on 9,799 reviews

Wrigley Field

Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.

Reviewed By MarkT4358 - Houston, United States

This is an old stadium.But everything was clean.The restrooms and seats were new.The stadium was huge.When I was in Fenway, Boston, I thought Fenway was small.But Wrigley was big.It was a Tuesday night after Labor day.I could see a lot of people.Windy City really love Cubs.If you are a baseball fan, Wrigley is a must-visit.

9. United Center

1901 W Madison St, Chicago, IL 60612-2459 +1 312-455-4500 https://www.unitedcenter.com/
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4.5 based on 1,481 reviews

United Center

This modern arena replaced the old Chicago Stadium as home court for the NBA's Bulls and the NHL's Blackhawks.

Reviewed By ToleyTheTolerBear - Chicago, United States

I watched Tool perform here this past Sunday night 11/3/19! I was lucky to have scored 5th row seats! They were mind-blowingly awesome!! What a great time and a great venue! The view/sight lines and the sound quality were both excellent! Also, the food and drinks here are also great! I’ve previously watched Black Hawks and Bulls games here and have had GREAT times watching both teams WIN whenever I was here!! Definitely 1 of my FAVORITE places to watch live events!!

10. Chicago History Museum

1601 N Clark St, Chicago, IL 60614-6038 +1 312-642-4600 [email protected] http://www.chicagohistory.org
Excellent
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4.5 based on 1,146 reviews

Chicago History Museum

From Chicago's sports to politics, the Union Stockyards to the Great Chicago Fire - there's so much to explore at the Chicago History Museum. Dive right in with the Museum's exhibitions and programs or get out and explore the city through guided tours and events. Founded in 1856, the Chicago History Museum shares Chicago's stories, serving as a hub of scholarship and learning, inspiration and civic engagement. If you live in Chicago or visit here and are curious about the city's past, present and future, the museum should be your first stop.

Reviewed By ellenbR4096MW - Hortonville, United States

I just spent the afternoon at the museum. What a great collection! The exhibits are many and varied. I really enjoyed the Silver Screen to Mainstream American Fashion exhibit. The Modern by Design exhibit illustrates well how industrial design was influenced by Art Deco. It was incorporated into so many everyday products! The little dioramas of the city are very well crafted, especially the Chicago Fire exhibit. I also enjoyed viewing the many Chicago made products in the City on the Make exhibit. The American Medina exhibit opened my eyes to the prejudices faced by Muslims here. I definitely recommend this museum. If you have time, stop for a meal in the cafe. The food is delicious! I recommend the Chicago Dog & French Onion Soup.

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