Your insider's guide to the best things to do, see, and experience in Chicago.
The City of Chicago has designated 2020 the Year of Chicago Music, and just like the Year of Chicago Theatre (2019), Year of Creative Youth (2018), and Year of Public Art (2017), Chicago Loop Alliance will be playing an active role in celebrating.
February Loop Employee of the Month
Massey’s 1968 banners have been reproduced and will hang on State Street in the Loop Aug. 1-31.
Chicago Loop Alliance’s January Loop Employee of the Month
Colorful, bear share space with pedestrians throughout the Pedway this winter
ACTIVATE is an award-winning urban experience that celebrates—celebrates art, celebrates architecture, celebrates music, celebrates food, celebrates drink, celebrates you, celebrates me, and celebrates us. It is an event where everyone participates in creating positive energy and memorable experiences.
This December, pedestrians on Wabash Avenue between Lake and Monroe streets will experience a big pop of primary colors thanks to a new initiative by Chicago Loop Alliance.
Learn about our December Loop Employee of the Month.
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…
