Jul 28, 2025 · Must-visit attractions in Chicago include the Navy Pier, Wrigley Field, Second City, Skydeck Chicago, and of course, "The Bean." Find more fun things to do in Chicago.

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-winning and under-the-radar restaurants.

See what other travelers like to do, based on ratings and number of bookings. Book these experiences for a close-up look at Chicago. These rankings are informed by Tripadvisor data—we consider …

Mar 3, 2026 · Not sure what to do in Chicago? Check out these essential attractions, amazing nightlife and cultural institutions and more.

Locals and visitors can fill their days with world-class museums, stunning architecture, peaceful parks, and delicious restaurants. Even if you’ve seen the most popular tourist spots, there’s always more to …

Nov 12, 2025 · In this guide, I’ve rounded up the best things to do in Chicago for first-time visitors, including top landmarks, local food spots, museums, and a few hidden gems you won’t want to …

Jan 19, 2026 · Lea Rose lives in Chicago and shares the 74 essential things to do for locals and visitors alike. Fun activities for all desires - from river cruises to food adventures to outdoors.

Feb 10, 2026 · To help you navigate your way around the more weird and wonderful sights of the city, we’ve crafted this guide to the most unusual things to do in Chicago. From secret magic shows, to …

Whether you’re a local or a first-time visitor, this ultimate Chicago bucket list covers 50 must-do experiences that capture the essence of this iconic city. From exploring world-class …

Oct 22, 2023 · Discover 100 unforgettable things to do in Chicago, from iconic landmarks and top attractions to hidden gems. This ultimate Chicago bucket list covers must-see museums, outdoor …