Your insider's guide to the best things to do, see, and experience in Chicago.
5 MINUTE READ — Meet Tom Liravongsa, better known as The Skyscraper Guy, and discover how he’s helping restore Chicago’s iconic Pittsfield Building while sharing the stories that keep the city’s architectural history alive. From Medical Offices to Modern Living The Pittsfield Building, one of Chicago’s most iconic skyscrapers, is entering a new and exciting …
5 MIN READ — Big things are on the horizon for the Loop! From brand-new storefronts to exciting expansions, a wave of businesses is set to open their doors. Here’s a sneak peek at what’s coming soon to the heart of Chicago in 2026.
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.
5 MIN READ — Celebrating its 101st season, Goodman Theatre announces 12 productions in the 2026-2027 programming. From the genre- defying the 7 Fingers to Green Day’s generation-defining hit musical. Read the full lineup below. In the Albert Theatre (856 -seat proscenium stage) The Attic September 5 – October 5 | A World Premiere From …
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.
March 15, 2026
Chicago’s top-rated architecture boat tour, 90 minutes with expert CAC guides, stunning skyline views, open-air seating, and onboard amenities.
March 21, 2026
Explore Chicago’s haunted past on a nighttime river cruise featuring ghost stories, mob history, and eerie secrets of the Windy City.
April 17, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
April 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.
April 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…
May 23, 2026 | 8:00 PM – 10:00 PM
Cruise from the Chicago Riverwalk to Lake Michigan for skyline views and a 3D-enhanced fireworks show with music and narration.
June 1, 2026
Let your creative potential shine this summer with a class at the School of the Art Institute of Chicago, with options available for kids, teens and…
June 20, 2026
MUSIC BY MARK HOLLMANN LYRICS BY MARK HOLLMANN AND JAY REISS BOOK BY ERIN QUINN PURCELL AND JAY REISS DIRECTED…
June 30, 2026
An exciting lineup of outdoor films on Tuesdays this summer.
