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Chicago Loop Insights
Your insider's guide to the best things to do, see, and experience in Chicago.
Chicago Loop Alliance Shares Placemaking Expertise
Chicago Loop Alliance’s very own Director of Planning, Kalindi Parikh, discussed the Loop’s successful placemaking initiatives.
Vendors Revealed for Chicago Riverwalk Community Market
Fans of the Chicago Riverwalk have more to look forward to starting in June: a community market.
June Loop Employee of the Month: Beatriz Jara
Beatriz Jara makes being a member of the executive committee at ROOF on theWit.
Chicago Loop: Home of Movable Bridges
Chicago Loop’s movable bridges are pieces of history that evolved over a century.
How’s the Chicago Riverwalk Transforming?
Downtown Futures Series explores the evolution of the Chicago Riverwalk.
May Loop Employee of the Month: Robert Middlekauff
If we were in the Avengers movie, Robert Middlekauff would be Iron Man.
Introducing ACTIVATE: Backstage Curators
Meet the curators of ACTIVATE: Backstage, a series of four summer nights inspired by the art of performance.
What's Happening
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Chicago Architecture Center River Cruise Aboard First Lady
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.
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Creepy Cruise
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.
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Sightseeing River & Lake Cruises
April 17, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
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Chicago by Night River & Lake
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.
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Theater of the Mind - with The Goodman
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…
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3D Fireworks Cruise
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.
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Summer Art Classes at SAIC
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…
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Canine Cruise
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.
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Evenings at Renaissance: A Taste of Greektown
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…