Your insider's guide to the best things to do, see, and experience in Chicago.
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.
2 MINUTE READ — Ring in the New Year in the heart of Chicago! The Loop comes alive with dazzling celebrations—from iconic citywide spectacles to intimate cultural events—offering something for every kind of reveler. Whether you’re looking for free community festivities, live performances, riverfront fireworks, or ticketed parties with a view, the Loop is the place to be as we count down to 2026.
3 MIN READ — After work, go out for drinks! Happy hour is happening all throughout the Loop, so you can wind down after a long day. Choose from all these unique venues, each with their own style and atmosphere.
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.
As the air cools and leaves begin to change, First Lady invites locals and visitors to experience fall in Chicago from the water. Now through November, guests can enjoy crisp breezes, glowing sunsets, and stunning skyline views aboard a variety of sightseeing and specialty cruises.
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…
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.
