Chicago Loop Holiday Gift Guide
2 MIN READ – Crossing items off your holiday shopping list can be hard, especially when you’re drawing blanks. Get inspired by this Loop holiday gift guide that’ll surely draw nothing but smiles this holiday season.
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Chicago Loop Insights
Your insider's guide to the best things to do, see, and experience in Chicago.
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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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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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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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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Iceboy! The Musical
June 20, 2026
MUSIC BY MARK HOLLMANN LYRICS BY MARK HOLLMANN AND JAY REISS BOOK BY ERIN QUINN PURCELL AND JAY REISS DIRECTED…
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Millennium Park Summer Film Series
June 30, 2026
An exciting lineup of outdoor films on Tuesdays this summer.
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SUFFS
July 7, 2026
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN.