Things to do in Chicago: Your guide to the city's best activities

Whether you're a local or tourist, make the most of this city with your checklist of quintessential things to do in Chicago.

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CAF River Cruise

CAF River Cruise


Looking for things to do in Chicago? We've got you. This is, after all, what we spend the live-long day doing: seeking out the coolest stuff in our city to share with you-everything from must-see Chicago attractions, parks, museums and tours to the best art galleries, brunch spotsfood trucks and comedy clubs. If you're a seasoned Chicagoan, you might feel that, sightseeing-wise, you've bean there, done that. But read on: Our to-dos are designed to appeal to both first-time visitors and experienced Windy Citizens. Besides classic experiences, such as exploring Millennium Park and eating a Chicago-style dog, you'll find some insider-y, more off-the-beaten-path suggestions, too. Now get out there and get doin'.

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Orin K
Orin K

One of the Best Ways to have fun on one of the Greatest Lakes in the World is to Join Sail Chicago.  It's the best bang for the buck in Learning-How-To-Sail, getting your Skipper's Card so that you can use the 24 hr phone line to rent several types of deep-keel sail boats, join other members on various sails around the harbors, take out your friends who may have never sailed before... and teach them how to help you handle the boat as you sail along the lake for several hours of great views, great fun, picture-taking, and great conversations.  Kick back and enjoy the Greatest City in America.  If you choose, you can also learn how to race, or help "crew" in a race sanctioned by official groups like US Sail.


           Sail Chicago is easily found on FaceBook, and has its own web site  for current members and interested folks.

Just Google Sail Chicago to start the ball rolling... :)