Chicago Loop Happy Hour Guide
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.
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Chicago Loop Insights
Your insider's guide to the best things to do, see, and experience in Chicago.
Best Rooftops in the Loop
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.
Top Chef brings new restaurant to the Loop
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.
The Best Places for French Fries in the Chicago Loop
These French fries are delightful in their own right.
theWit, a Hilton Hotel ushers in new era with world-class renovations
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.
Swanky Rooftop Bars in the Chicago Loop
These skyscraping patios boast perfectly crafted cocktails, award-winning dining and some of the best views of the city.
Exclusive Wedding Venues in the Chicago Loop
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.
Summer office outings your co-workers will love
2 MIN READ – As office workers continue to come #BackInTheLoop, we know it’s more important than ever to reconnect with colleagues you haven’t seen in years – or never met in person at all Hit up your old favorite spots, or try something new, but get your office outings on the calendar.
What's Happening
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Chicago Architecture Center River Cruise Aboard First Lady
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.
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Creepy Cruise
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.
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Sightseeing River & Lake Cruises
April 16, 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 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.
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Theater of the Mind - with The Goodman
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…
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3D Fireworks Cruise
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.
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Summer Art Classes at SAIC
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…
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Champions of Magic Tour
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…
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Iceboy! The Musical
June 19, 2026
MUSIC BY MARK HOLLMANNLYRICS BY MARK HOLLMANN AND JAY REISSBOOK BY ERIN QUINN PURCELL AND JAY REISSDIRECTED BY MARC BRUNISTARRING…