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13 Unmissable Things To Do In Chicago For First Timers

skyrises on lake in chicago

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Chicago is a wonderful place to visit to see world renowned architecture (with one of the best skylines in the world), world-class museums and public art, beautiful parks, taste amazing food from around the world, and experience the vastness of Lake Michigan.

When it comes to finding things to do in Chicago, you’ll never run out of options. That’s the beauty of this city. It’s so dynamic and diverse, that each time you visit, there’s always something new and exciting to explore.

If it’s your first time in Chicago and you’re not sure what to do, then in this guide I present to you the most unmissable attractions for any first time visitor, which will help you get a sense of the city and see it’s most iconic landmarks.

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Unmissable Things To Do in Chicago

1. See the art in Millennium Park

people underneath a large bean

This is an amazing art-filled park is right in the heart of downtown Chicago.

See a free concert, snap photos of Cloud Gate, also more widely known as The Bean, just enjoy the gardens, or grab a beer at vast outdoor beer garden at the Park Grill.

There are also some iconic fountains in Millennium Park to check out. Crown Fountain is part fountain, part interactive artwork, and features a video sculpture behind a waterfall.

There is also Grant Park and Wicker Park, which are two much loved urban parks in the city.

2. Check out the architecture in The Loop

architecture in the loop

The Loop is what’s known as the heart of the business district. During the week it’s full of workers scurrying about.

The area is full of some great architecture like the Willis Tower (Sears Tower), the Jeweler’s Building, the Cultural Center, the Thompson Center, The Board of Trade and more along the Chicago Riverwalk trail.

For a different view, take the Chicago Architecture Foundation’s boat cruise on the Chicago River.

For amazing architecture, duck inside these buildings in The Loop for neat interiors (don’t forget to look up):

  • The Rookery
  • The Thompson Center
  • The Cultural Center
  • Macy’s (has a Tiffany Ceiling)
  • Inside the Starbucks on Michigan Avenue

3. Walk down Michigan Avenue

building with clock on Michigan ave chicago

Michigan Avenue is Chicago’s most popular shopping street. The most popular stretch is…

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