Joy to the World
2 MIN READ – Check all the gifts off of your shopping list, and then treat yourself to world-class attractions and entertainment.
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Chicago Loop Insights
Your insider's guide to the best things to do, see, and experience in Chicago.
Discover Boleo: A Latin American escape in the heart of the Loop
4 MIN READ – High above the bustling streets of the Loop, Boleo invites you to embark on a vibrant journey to Latin America—no passport required. Perched on the 15th floor of the Kimpton Gray Hotel, this rooftop oasis blends Latin-inspired cuisine, refreshing cocktails, and a warm, welcoming atmosphere that feels like a world away.
Holiday Traditions in the Chicago Loop
Create lasting memories with the whole family downtown at the Loop’s must-see holiday destinations.
Office investments and influx of major events support Loop’s summer economy
3 MIN READ — Chicago Loop Alliance (CLA) released its quarter three 2024 State of the Loop report on downtown activity, using a variety of data sources, which the organization has produced since July 2020. The report tracks pedestrian activity, hotel occupancy, office workers on-site, arts and culture, multimodal transportation, investment and more.
Eight years of Chicago being crowned “Best Big City in the U.S.”
2 MIN READ – For eight consecutive years, Chicago has claimed the title of Best Big City in the U.S. in Condé Nast Traveler’s Readers’ Choice Awards. Since 2017, Condé Nast Traveler readers have consistently recognized Chicago’s vibrant charm and unparalleled appeal—a true testament to the magic of our city!
Chicago Loop Alliance Foundation annual gala celebrates the rich cultural amenities of the Loop
1 MIN READ — Chicago Loop Alliance is pleased to announce the Chic Chicago Celebration gathered over 400 key Loop stakeholders and supporters for a glamourous evening honoring the work of the Chicago Loop Alliance Foundation.
Celebrate Halloween in the Chicago Loop
2 MIN READ – Rather than being upset that another Chicago summer is over, prepare your favorite costume for a month of spooktacular Halloween festivities in the Chicago Loop. See our top picks for events and more below.
A guide to voting in the Chicago Loop
It’s always important to fulfill your civic duty. We’ve rounded up everything you need to know for voting in the Loop.
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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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.