Favorite Chicago Things to do

City Gallery Chicago

City Gallery Chicago

Chicago Interactive Map

Millennium Park

Millennium Park

Historical Chicago Sites

Historical Chicago Sites


Favorite Chicago things to do include visiting places with history.  These spots fascinate visitors with their intriguing stories.

  • The Chicago Water Tower: Visit this building that withstood the Great Chicago Fire of 1871.  Thanks to its limestone building materials, the Chicago Water Tower is still here today for viewing and now functions as a visitor information center.  Stop here before you head anywhere else in order to get all the information and literature you might need on popular Chicago attractions.  Enjoy looking at and photographing the interesting architecture of this building while you're here.  Tour this place that looks like a limestone castle- it's always free!
  • City Gallery at the Historic Water Tower: Inside the castle-looking limestone building, the City Gallery features stunning art that's always free to view.  City Gallery is considered Chicago's official photography gallery.  Admire the Chicago-related photo exhibits of local artists here. 

Chicago's Millennium Park

Chicago's Millennium Park


Favorite Chicago things to do include seeing the many interesting sights at Millennium Park.

  • Millennium Park: This always-free Chicago attraction has plenty of fun for the entire family.  The park has a fun ice rink that's open during the winter months.  If you're here anytime between November and March, you'll be able to go skating here!  Breathe in the sweet outdoor air, and enjoy being out in nature.  Pack a meal so that you can have a picnic with your travel companions.  Walk around the area, admire the architecture, and view the statues located in the park.
  • Cloud Gate Chicago: Located inside Millennium Park, this sculpture also affectionately referred to as "The Bean" is a silver-colored and mirrored sight to behold.  Guests love that they can see the beautiful reflection of the sky, surrounding buildings and people in the sculpture.  Cloud Gate is a great place to take vacation pictures with family members and friends on the trip with you.  You can also walk through the bottom of the sculpture because the curved ceiling is so high. 

Cultural Chicago Attractions

Cultural Chicago Attractions


Favorite Chicago things to do include visiting places that can teach guests about Chicago's colorful culture.

  • Grant Park: Visitors will enjoy the outdoor concerts at the Petrillo Music Shell here.  Showcasing genres as diverse as country, jazz, blues, gospel, and classical, this popular venue draws big crowds of music lovers throughout the entire year.  In addition to the Petrillo Music Shell, guests to Grant Park can also explore several museums located on the grounds.  Stroll around the park and rest when you need to in the shade or on one of the many resting benches.
  • Harold Washington Library Center: Bring the kids, because Harold Washington Library Center houses the city's largest collection of children's books.  Among visitors' favorite things to do while in Chicago, checking out this library is a popular activity among families and book lovers.  It's the biggest public library in the world!  Take a look at the impressive architecture, and go on free tours of the building.
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Favorite Chicago Things To Do

Favorite things to do in Chicago include visiting The Chicago Water Tower to enjoy a piece of the Windy City's history.  Among visitors' favorite things to do while in Chicago, going to The Chicago Water Tower is a good first stop on your trip.  The building is now a visitor information center, and travelers can pick up some useful literature on local attractions.  On the list of Chicago favorite things to do, going to the City Gallery inside the Water Tower is a popular activity.  It's known as the official photography gallery of Chicago.  

Favorite things to do in Chicago include exploring the various attractions inside Millennium Park.  During the colder months, the ice skating rink is open for guests to enjoy.  In addition to this fun winter feature, guests love to go see Cloud Gate.  This free Chicago attraction reflects the surrounding area on its mirrored surfaces.  It's fun for people to look at themselves on the sculpture and take lots of pictures.  Favorite things to do while in Chicago include walking underneath the sculpture since there's an opening in the middle that people enjoy exploring. 

Favorite things to do in Chicago include experiencing the culture of this windy city.  Grant Park features a great outdoor music venue called The Petrillo Music Shell.  Harold Washington Library Center is in the Guiness Book of World Records for being the world's largest public library.  Among favorite things to do in Chicago, book lovers especially enjoy perusing the huge collection of books here.  Guests who enjoy looking at architecture will also enjoy making the visit here.