Things to Do in Chicago

Want to know some of the standout things to do in Chicago? Then have a look through our handpicked suggestions below...

1. Eat, eat, eat!

Chicago food is legendary, from its top restaurants down to its budget-friendly daily dishes. One thing you have to try is an authentic Chicago deep-dish pizza.

2. Take in some Live Blues or Jazz

Chicago is famous for its little hole-in-the-wall jazz and blues clubs. Sit down, have a drink or two, and take in some outstanding traditional Chicagoan music. The Green Mill Tavern is just one example of a great club that’s been around since the ‘Roaring Twenties’.

3. Second City Comedy Club

America’s premier improvisational comedy club holds raucous and hilarious shows that’ll leave you gasping for air. For a fraction of the price of seeing a traditional theater show, you can see a unique performance from some of the funniest comics around.

4. Take a Stroll Down the Magnificent Mile

The Magnificent Mile is a stretch along North Michigan Avenue and contains a mixture of upscale department stores, restaurants, residential and commercial buildings, and hotels. Some of the world’s tallest buildings reside along this street, making it one of the more breathtaking experiences in Chicago.

5. Make for Maxwell Street Market

For an authentic taste of Chicago, venture over to the Maxwell St. Market on Sundays. A long-standing West Side tradition, this open-air bazaar features ethnic food stands, live music, and peddlers of every kind.