Discover the ultimate Chicago bucket list, featuring iconic attractions, unforgettable experiences, and must-try bites. Start planning your Chicago adventure today!

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.

Oct 1, 2025 · The 50 best things to do in Chicago right now Discover the best things to do in Chicago, from iconic venues and views to cultural musts and late-night shenanigans.

Here are some must-try things for your Chicago bucket list! View this post on Instagram. 1. Explore Old Town & Grab Coffee. Old Town’s cobblestone streets and quirky shops feel …

See what other travellers 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 …

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 …

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 …