What to do and see in Downtown / The Loop, Illinois (IL): The Best Things to do

June 4, 2021 Margarita Chappel

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
85%
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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. Lyric Opera of Chicago

20 N Wacker Dr, Chicago, IL 60606-2806 +1 312-827-5600 http://www.lyricopera.org
Excellent
82%
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5.0 based on 461 reviews

Lyric Opera of Chicago

Grand spectacle. The finest singers of our time. And immortal music performed by Lyric's internationally celebrated orchestra and chorus.

Reviewed By shellymR6740XN

Beautiful building & decor. Madame Butterfly was spellbinding. Recommend the pre- order for intermission refreshments. We were able to enjoy a leisurely glass of wine without waiting in line with this service. Was worried about what to wear but there was a wide range of fashion so just go & enjoy.

3. Chicago Skyline

Chicago, IL 60601
Excellent
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.

4. American Writers Museum

180 N Michigan Ave 2nd Floor, Chicago, IL 60601-7401 +1 312-374-8790 [email protected] http://www.americanwritersmuseum.org
Excellent
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5.0 based on 377 reviews

American Writers Museum

Visit the American Writers Museum today! Through innovative and dynamic state-of-the-art exhibitions, as well as compelling programming, the American Writers Museum educates, enriches, provokes, and inspires visitors of all ages. Special exhibits FREE with paid admission; My America: Immigrant and Refugee Writers Today (through Spring 2021), and Tools of the Trade (through June 30, 2020).

Reviewed By FelicitySpike - Scarsdale, United States

The American Writers Museum features well organized and engaging exhibits for lovers of reading and writing. A special exhibit of Bob Dylan demonstrates some of the reasons Dylan received the Nobel Prize for Literature. There was also an exhibit of old typewriters used by well-known American writers.

5. Teatro Zinzanni

32 W Randolph St, Chicago, IL 60601-3501 +1 312-488-0900 [email protected] http://zinzanni.com/chicago/
Excellent
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5.0 based on 46 reviews

Teatro Zinzanni

Reviewed By Rich933 - Chicago, United States

An outstanding show! Slightly expensive but well worth the cost! From amazing acrobatics to comedy to literal music to your hears- it’s a party for all your senses!! Highly recommended!!

6. 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..

7. The Chicago Theatre

175 N State St, Chicago, IL 60601-3623 +1 312-462-6301 [email protected] http://www.thechicagotheatre.com/
Excellent
70%
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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.

8. 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.

9. Michigan Avenue Bridge

333 N Michigan Ave, Chicago, IL 60601-3901
Excellent
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4.5 based on 969 reviews

Michigan Avenue Bridge

The view from the bridge is one of the best vistas the city has to offer.

Reviewed By 866TaylorB - Chicago, United States

The Michigan Avenue Bridge, which was renamed the Jean Baptiste Point Du Sable Bridge in 2010 in honor of the Founder of Chicago and the city's first permanent non-Indigenous settler, is a bascule bridge that carries Michigan Avenue across the Chicago River in downtown Chicago. Opened in 1920, it provides passage for vehicles and pedestrians on two levels and carries more traffic per day than any other bridge in Chicago. The location is significant in the early history of Chicago, connecting on the north side near the 1780s homesite of Jean Baptiste Point Du Sable and on the south the early 19th century site of Fort Dearborn. Officially, it is a double-leaf, double-deck, fixed counterweight, trunnion bascule bridge, the first of its type ever constructed. The steel structure can carry about 30,000 people daily. The southwest bridgehouse has been converted into a museum, the five-floor, 1,613-square-foot McCormick Bridgehouse & Chicago River Museum, with its entrance off the Chicago Riverwalk. It includes exhibits on the history of the Chicago River and the bridge. Visitors are allowed to access the bridge's gear room in the spring and fall to see the bridge's lifting gears in operation. The bridge was added to the National Register of Historic Places in 1978 and designated a Chicago Landmark in 1991.

10. Harold Washington Library Center

400 S State St, Chicago, IL 60605-1216 +1 312-747-4300 http://www.chipublib.org/locations/15/
Excellent
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4.5 based on 259 reviews

Harold Washington Library Center

The library houses approximately two million books and is a wonderful example of Chicago's architecture.

Reviewed By annesR1323XJ - Dunlap, United States

On our recent trip into the city we decided to explore Harold Washington Library. It is a gorgeous library with huge owls hanging off the corners of the roof, watching you as you slip into the cool, quiet library. There is an amazing art installation of over 58,000 dog tags from the Vietnam War, showing the true impact of that terrible time in our history. Make your way to the 9th floor where you will find a nice little museum area telling about Harold Washington, a special collections area that always has art on display, and of course the beautiful Winter Garden!

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