The Windy City offers breathtaking buildings, hunger-stomping cuisine, and a culture to match almost any city on the planet.

What continues to astonish me is just how much you may do for free in Chicago.

Donations from benefactors have resulted in a plethora of excellent museums and more than 700 pieces of public art by Picasso, Chagall, Miró.

The Elgin underpass and the Edens Millennium Park pavilion are two notable examples. The high-rises of the Loop and Millennium Park have been transformed into one big outdoor exhibition thanks to them.

There are also free activities, such as the world’s largest food festival, Taste of Chicago, and musical events to commemorate the city’s outstanding music history.

Chicago is also an excellent city to explore on foot, along the Lakefront Trail or the new Riverwalk, or even underground in the sophisticated Pedway system.

Ebooking has hotels available for when you’re looking to book rooms in Chicago, and we have some great suggestions of places that you could stay at while visiting this city!”

Let’s explore the best things to do in Chicago:

1. River and Lake Cruises

Chicago is a city of waterways, so why not spend your time on the water?

From the Chicago River to Lake Michigan, there are plenty of cruise options. You can even take in some beautiful skyline views by boat. The architecture tour boats are especially excellent for this purpose.   

Don’t forget about our free river tours!

The Architectural boat tour is a great way to see all of the famous buildings in Chicago, and learn their history. You can also take a cruise on Lake Michigan for beautiful views of the city from the water.

2. Skydeck Chicago

The Willis Tower Skydeck is an excellent way to get a view of the city. You can book online in advance for tickets, or just wait in line and buy them when you arrive if there are still spots available.  This spot allows you to see four states from one single building!

3. Food Tours

Chicago is famous for its food, so it would be a shame not to do some sort of food tour while you’re here. There are lots of different types to choose from, and most of them will give you a taste (pun intended) of all the different foods Chicago has to offer. You can find everything from barbecue to Polish food on these tours.

4. Art Institute of Chicago

Chicago has such a rich art history, and the Art Institute of Chicago is one of its most famous museums. Every month they have an exhibition where you can see some work from different artists for free!  The building itself is also very impressive to look at. This museum will be sure to give you lots to think about when it comes to art.  And if you’re not sure where to start, they even have a whole section dedicated to children’s exhibits that are more accessible for younger audiences!

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5. Grant Park

If you want to get outside and enjoy the city, then head on over to Grant Park. This park is huge, and it has something for everyone. You can find gardens, a zoo, an aquarium, as well as a theater and music pavilion in the park. It’s also home to Millennium Park (more on that later), so make sure to check that out while you’re there!