Your insider's guide to the best things to do, see, and experience in Chicago.
3 MIN READ — Chicago Loop Alliance is announcing programming for the fall season under the campaign, Falling for the Loop, positioning the month of October as a celebration of arts and culture.
2 MIN READ – Go down rainbow road and celebrate the LGBTQ community in the Chicago Loop this summer. Food and drink specials, drag brunch, a music festival, and more are in store.
2 MIN READ – Memorial Day weekend is a time to honor those who have served and sacrificed for our country. It also marks the start of summertime activities in the city! There are plenty of things to do in the Loop this Memorial Day weekend, and we’ve rounded up your best options.
Chicago Loop Alliance (CLA) recently released its quarter one 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. View the quarter one (Jan.-Mar. 2025) State of the Loop report here.
5 MIN READ – Mayor Brandon Johnson and the Department of Cultural Affairs and Special Events (DCASE) announced today the 2025 lineup of spring and summer festivals and events starting this May, showcasing the city’s vibrant arts, culture and community spirit.
4 MIN READ– Chicago Loop Alliance (CLA) and the Chicago Loop Alliance Foundation hosted their sold-out Annual Meeting on Friday, February 28. Nearly 500 key Loop stakeholders gathered during the breakfast meeting held at Convene Willis Tower.
2 MIN READ — Chicago Loop Alliance (CLA) recently released its quarter four 2024 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, office workers on-site, retail, arts and culture, investment, and more.
4 MIN READ – High above the bustling streets of the Loop, Boleo invites you to embark on a vibrant journey to Latin America—no passport required. Perched on the 15th floor of the Kimpton Gray Hotel, this rooftop oasis blends Latin-inspired cuisine, refreshing cocktails, and a warm, welcoming atmosphere that feels like a world away.
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…
