Your insider's guide to the best things to do, see, and experience in Chicago.
5 MIN READ — Cheers to 100 years! Artistic Director Susan V. Booth and Executive Director John Collins announce an epic line-up of world-class talent for Goodman Theatre’s upcoming Centennial 2025/2026 Season.
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 – Every third Monday of the year, the U.S. honors and celebrates the legacy of activist Martin Luther King Jr. Participate in various engagements happening in the Loop this weekend to honor MLK Day.
3 MIN READ – It’s time once again to usher in a new year, and there’s no better place to do it than downtown in the Chicago Loop. Glitzy and glamorous open bar events await, along with live music, immersive experiences, and more.
2 MIN READ – Check all the gifts off of your shopping list, and then treat yourself to world-class attractions and entertainment.
Create lasting memories with the whole family downtown at the Loop’s must-see holiday destinations.
2 MIN READ – Rather than being upset that another Chicago summer is over, prepare your favorite costume for a month of spooktacular Halloween festivities in the Chicago Loop. See our top picks for events and more below.
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…
July 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.
August 26, 2026 | 5:00 PM – 7:00 PM
Taste of Greektown comes early to Renaissance! Featuring a special evening celebrating local Mediterranean heritage with an artisanal mezze spread…
