Your insider's guide to the best things to do, see, and experience in Chicago.
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.
5 MIN READ — The Chicago Department of Cultural Affairs and Special Events (DCASE) announces the return of the Millenium Park Summer Workouts, Summer Music Series and Summer Film Series. Running May through August, these signature free programs bring world-class performances, fan-favorite films and energizing fitness experiences all in the heart of the Loop.
5 MIN READ – Celebrate this Mother’s Day in the Loop. Go out to brunch and drink specialty cocktails. Appreciate the spring weather with a boat ride on the Chicago River. For a scenic view, dine at a rooftop bar. To relax, rejuvenate at the spa. Give gifts, sweet treats, and floral arrangements. Regardless of how you spend your day downtown in the Loop, you will bond with Mom, and that’s all that matters.
3 MIN READ – Take your night to a whole new level at one of the Chicago Loop’s finest rooftop bars, offering some of the best views in the city.
3 MIN READ – Classic St. Patrick’s Day activities in the Loop are back in full bloom! From the Chicago River dyeing to the best bars and restaurants, we’ve rounded up the best ways to get your green on for St. Paddy’s.
4 MIN READ – March is all about celebrating the incredible women shaping our world. Join us in honoring their legacy by supporting women-led businesses in and around the Chicago Loop this Women’s History Month.
6 MIN READ – It’s a day for love, and there’s few places like being in the Loop to keep your romance alive. Celebrate love with intimate and enjoyable experiences downtown.
March 14, 2026
Chicago’s top-rated architecture boat tour, 90 minutes with expert CAC guides, stunning skyline views, open-air seating, and onboard amenities.
March 20, 2026
Explore Chicago’s haunted past on a nighttime river cruise featuring ghost stories, mob history, and eerie secrets of the Windy City.
April 16, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
April 16, 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 21, 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 | 3:00 PM – 5:00 PM
Cruise from the Chicago Riverwalk to Lake Michigan for skyline views and a 3D-enhanced fireworks show with music and narration.
May 31, 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 5, 2026
From June 6th until July 5th, the phenomenal Champions of Magic bring their acclaimed illusion spectacular to Chicago. Featuring their biggest illusions ever, experience the Broadway-scale…
June 19, 2026
MUSIC BY MARK HOLLMANNLYRICS BY MARK HOLLMANN AND JAY REISSBOOK BY ERIN QUINN PURCELL AND JAY REISSDIRECTED BY MARC BRUNISTARRING…
