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  1. 28 Best Things to Do in Chicago - U.S. News Travel

    Jul 28, 2025 · Must-visit attractions in Chicago include the Navy Pier, Wrigley Field, Second City, Skydeck Chicago, and of course, …

  2. 35 Best Free Things to Do in Chicago (2026) - Time Out

    Oct 14, 2026 · From museums and parks to guided tours and live shows, there are plenty of free things to do in Chicago.

  3. 50 Best Things to Do in Chicago Right Now (October 2026) - Time Out

    Oct 27, 2026 · The 50 best things to do in Chicago right now Discover the best things to do in Chicago, from iconic venues and views …

  4. THE 15 BEST Things to Do in Chicago (2026) - Tripadvisor

    Grab a slice of deep dish pizza, snap a selfie with the Bean at Millennium Park, and take in the city by boat on Lake Michigan or the …

  5. Things to Do in Chicago

    Looking for fun things to do in Chicago? Explore our guides and searchable listings to find attractions, museums, parks, tours, …

  6. 169 Cool and Unusual Things to Do in Chicago - Atlas Obscura

    May 14, 2026 · Discover 169 hidden attractions, cool sights, and unusual things to do in Chicago from Oz Park to Green Mill Jazz Club.

  7. 70+ Essential Things to Do in Chicago (By a Local) - Travel Lemming

    Sep 4, 2026 · Lea Rose lives in Chicago and shares 70+ essential things to do for locals and visitors alike. Fun activities for all - from …

  8. Chicago Bucket List Guide: Must-Do Activities & Events

    We’ve put together this definitive list of the essential Chicago things to do and see, from the city’s most iconic attractions to award …

  9. 15 Best Things to Do in Downtown Chicago - The Crazy Tourist

    Jul 14, 2026 · Downtown Chicago really is a suburb of the city which has it all and more. Don’t miss out on any of these fifteen …

  10. The 25 Most Fun Things to Do in Chicago, Illinois

    Locals and visitors can fill their days with world-class museums, stunning architecture, peaceful parks, and delicious restaurants. …