Your insider's guide to the best things to do, see, and experience in Chicago.
Want to know where to go for Cinco de Mayo? The Chicago Loop has fantastic specials for the celebration of the May 5 holiday honoring the Mexican army’s victory over France at the battle of Puebla in 1862. Sneak in a siesta before you fiesta, and enjoy some of the hottest deals in town.
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.
3 MIN READ – Take your night to a whole new level at one of the Chicago Loop’s finest rooftop bars, offering some of the best views in the city.
1 MIN READ — Who said the Loop isn’t a hot dining spot? Surely not Top Chef Fabio Viviani, who is set to open a Loop rooftop, Seville, at the Canopy by Hilton Chicago Central Loop hotel this fall.
These French fries are delightful in their own right.
3 MIN READ — theWit, a Hilton Hotel, recently unveiled its top-to-bottom renovation, debuting a completely reimagined hotel with a captivating new design concept and luxurious new amenities, for an elevated, entirely new guest experience. The transformation ushers in a new era for the upscale hotel, with reimagined spaces that are infused with clever and imaginative touches, creating a gallery-like atmosphere inspired by the home of a worldly collector.
These skyscraping patios boast perfectly crafted cocktails, award-winning dining and some of the best views of the city.
4 MIN READ – Whether you’re looking for a skyline view, down to earth luxury along the Riverwalk, modern or traditional buildings for your special day, the Chicago Loop has it all. So, take a trip around the Loop and find the best venues to hold your next shindig.
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 20, 2026
MUSIC BY MARK HOLLMANNLYRICS BY MARK HOLLMANN AND JAY REISSBOOK BY ERIN QUINN PURCELL AND JAY REISSDIRECTED BY MARC BRUNISTARRING…
June 30, 2026
An exciting lineup of outdoor films on Tuesdays this summer.
