Your insider's guide to the best things to do, see, and experience in Chicago.
5-MINUTE READ — Fall has arrived in the Loop, bringing a fresh lineup of ways to experience downtown Chicago. As the season changes, the neighborhood comes alive with art, culture, entertainment and plenty of reasons to get out and explore. From new experiences to annual fall favorites, here’s your guide to making the most of …
5 MIN READ — Chicago Loop Alliance (CLA) recently released its quarter two 2026 State of the Loop report. CLA has produced reports on downtown activity since July 2020, using a variety of data sources, tracking pedestrian and transportation activity, investment, retail, arts and culture, and more. View the quarter two (Apr.-June 2026) State of …
5 MIN READ – One of the nation’s largest music festivals, Lollapalooza, takes place July 30-August 2, 2026, in the Chicago Loop. This year’s lineup includes Charli XCX, Olivia Dean, John Summit, Lorde, Jennie, The XX and more. Here is everything you need to know.
5 MIN READ — Summertime Chi is here and we have so many ideas for how to spend it in the Loop this July. The best part? All of these events are FREE. Read more to get ideas for how you can spend your July in the Loop! Get Active Every Saturday now through September …
6 MIN READ – Summers are fleeting in Chicago, only to give way to our brutal winters, so get out and enjoy the weather while it lasts. Do everything on your summer bucket list, like listening to live music, going on a bike ride, swimming, seeing art at a museum, and visiting the Chicago Loop’s best attractions while it’s still warm.
Chicago’s legendary food festival returns to Grant Park July 8-12, with five days of free concerts, diverse local cuisine and family-friendly programming along the iconic lakefront. Read the full details here.
3 MIN READ — Chicago Loop Alliance (CLA) released its quarter four 2025 State of the Loop report on downtown activity, using a variety of data sources, produced by CLA since July 2020. The report tracks pedestrian and transportation activity, investment, retail, arts and culture, and more.
1 MIN READ — Chicago Loop Alliance (CLA) announced President and CEO, Michael M. Edwards, will step down on March 31, 2026, following 13 years of leadership. During his tenure, Edwards helped share the organization into an internationally recognized model for downtown activation through award-winning programming such as Sundays on State and ACTIVATE.
marzo 15, 2026
Chicago’s top-rated architecture boat tour, 90 minutes with expert CAC guides, stunning skyline views, open-air seating, and onboard amenities.
marzo 21, 2026
Explore Chicago’s haunted past on a nighttime river cruise featuring ghost stories, mob history, and eerie secrets of the Windy City.
abril 17, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
abril 17, 2026
Experience Chicago at night on a 90-minute river and lake cruise, featuring a glittering skyline, cool breezes, and lively, family-friendly commentary.
abril 22, 2026
Directed by Andrew Scoville. Co-created by Academy, Grammy, and Tony Award-winning artist David Byrne* and writer Mala Gaonkar, Theater of the Mind is a new theatrical…
julio 11, 2026
Cruise Chicago’s waterways with your dog. Pet friendly, scenic, and fun. Available July to October every Saturday and Sunday for pups of all sizes.
septiembre 4, 2026
Experience Jaw-Dropping Magic. Enter through the doors at 50 West Randolph to discover a hidden world where the impossible becomes…
septiembre 5, 2026
Sept 5 - Oct 11, 2026 Extended by popular demand through October 11! The Goodman premieres The 7 Fingers "The…
septiembre 8, 2026
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse…
