Your insider's guide to the best things to do, see, and experience in Chicago.
3 MIN READ — Chicago Loop Alliance (CLA) released its quarter four 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.
1 MIN READ — Chicago Loop Alliance (CLA) announced President and CEO, Michael M. Edwards, will step down on March 31, 2026, following 13 years of leadership. During his tenure, Edwards helped share the organization into an internationally recognized model for downtown activation through award-winning programming such as Sundays on State and ACTIVATE.
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 by the end of 2025. Here’s a sneak peek at what’s coming soon to the heart of Chicago.
5 MIN READ — This December, Libby Dennen steps onto the stage as Anastasis in Beyond the Nutcracker, it’s more than a return — it’s a full-circle moment. Nearly a decade after first performing the role as a young student, the now–Ballet 5:8 Solo Artist brings to it the artistry, grace, and maturity shaped by years of growth on and off the stage.
4 MIN READ — Chicago Loop Alliance (CLA) released its quarter three 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.
5 MIN READ — Chicago has once again been crowned the Best Big City in the U.S. in the Condé Nast Traveler Readers’ Choice Awards, one of the most prestigious recognitions a destination can receive. This is the ninth consecutive year Chicago has claimed this title, a streak unprecedented in the awards program’s more than 30-year history.
4 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.
5 MIN READ: LUMA8 and the City of Chicago present the 11th Annual Arts in the Dark Halloween Parade—a family-friendly celebration featuring dazzling floats, larger-than-life puppets, and dynamic performances. The parade takes place on Saturday, October 18, from 6–8 p.m. along historic State Street, stepping off at Randolph Street. This event is also part of Chicago Loop Alliance’s Falling for the Loop fall programming.
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
Experience Chicago at night on a 90-minute river and lake cruise, featuring a glittering skyline, cool breezes, and lively, family-friendly commentary.
April 17, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
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 30, 2026
An exciting lineup of outdoor films on Tuesdays this summer.
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.
July 17, 2026
Extended by popular demand through August 2! The Goodman presents Raven Theatre's production of OCTET Music, Lyrics, Book and Vocal…
