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21 BEST Things to Do in Chicago [2023 Guide]

Visiting The Bean Is A Top Thing To Do In Chicago

Looking to pack your Chicago trip with awesome activities? Our guide to all the best things to do in Chicago will make sure you don’t miss a thing!

If you were to stand on the surface of Lake Michigan, the Chicago skyline would appear before you like a grand gate harboring an endless collection of attractions and memories.

Known as the Windy City, Chicago has eye-catching architecture, a lively waterfront and diverse culture.

Historic buildings, including one that used to be the tallest on earth, are features of the bustling downtown. But so too are the museums placed along the lush green waterfront where stunning views captivate locals and visitors alike.

Beyond the sites, Chicago has a storied past, a rich sporting scene and several dishes that are as mouthwatering as they are iconic.

From the winter holiday season to the height of summer, there is no shortage of memorable Chicago activities.

READ NEXT: Check out this 3-day Chicago Itinerary to help you plan your visit!

The Best Things to Do in Chicago, Illinois

You won’t have to spend a lot of time wondering what to do in Chicago.

Illinois’ biggest city has a wonderful diversity of activities that will help you stay busy and happy regardless of the weather.

Consider getting the Chicago CityPASS for your visit. It allows you to choose 5 of the top attractions and get a discounted price.

If you plan on visiting lots of museums or other hotspots like the planetarium, the 360 Observation Deck or the Skydeck, it’s worth getting the CityPass to save some money!

1) Millennium Park

At the top of the list of best things to do in Chicago is Millennium Park. Found within the larger Grant Park, the space is flanked by the brilliant Chicago skyline on one side and the sprawling Lake Michigan on the other.

At the heart of Millennium Park is Cloud Gate, aka the Bean. It’s an attraction that’s taken a transcendent status, enough to earn its own spot on our list.

But there’s more to the park than this iconic sight. Travelers can experience a vibrant waterfront with street performers adding tunes to the air and ample room for a picnic.

Another site you won’t want to miss is Crown Fountain, a spectacular piece of public art. Afterward, visit the beautiful Lurie Garen, or the Jay Pritzker Pavilion for outdoor concerts.

The famous Chicago Bean

2) The Magnificent Mile

Coursing through the heart of downtown Chicago, the Magnificent Mile is a famed shopping destination.

However, alongside a…

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