Your insider's guide to the best things to do, see, and experience in Chicago.
5 MIN READ – Celebrate this Mother’s Day in the Loop. Go out to brunch and drink specialty cocktails. Appreciate the spring weather with a boat ride on the Chicago River. For a scenic view, dine at a rooftop bar. To relax, rejuvenate at the spa. Give gifts, sweet treats, and floral arrangements. Regardless of how you spend your day downtown in the Loop, you will bond with Mom, and that’s all that matters.
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.
3 MIN READ – Classic St. Patrick’s Day activities in the Loop are back in full bloom! From the Chicago River dyeing to the best bars and restaurants, we’ve rounded up the best ways to get your green on for St. Paddy’s.
4 MIN READ – March is all about celebrating the incredible women shaping our world. Join us in honoring their legacy by supporting women-led businesses in and around the Chicago Loop this Women’s History Month.
6 MIN READ – It’s a day for love, and there’s few places like being in the Loop to keep your romance alive. Celebrate love with intimate and enjoyable experiences downtown.
5 MIN READ – Chicago Theatre Week (CTW) has become a staple in the city, especially in the Loop’s theatre district, and returns for its 13th year, February 6-16, 2025.
3 MIN READ – The beautiful thing about Black history is that it’s still being made every day. Check out what these Loop businesses and organizations have to offer, and find a way to honor Black History Month this February.
1 MIN READ – Visiting the many renown museums in Chicago is always an enthralling experience, better yet is when admission is free! Plan your 2025 museum visits using the free day listings here.
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…
