Chicago RECOMMENDATIONS See all

Chicago for Locals

By Viator, May 2018

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Willis Tower and Navy Pier are by no means hidden gems to locals of Chicago. But when was the last time, if ever, you’ve actually visited the top of the former Sears Tower or braved the crowds on the waterfront for an old-fashioned day of family fun?
 
Many locals overlook the touristy delights that make visitors fall in love with their city. If you're not sure where to start, our Viator Insiders have created a 25-item bucket list for locals. We’ve even left three of the 25 items blank so you can write in your own must-do activities. 

You can get reacquainted with — or introduce your guests to — all the city has to offer with admission to the Art Institute of Chicago or an architecture cruise along the river. For more playful outings, go back to the Windy City’s underground heyday on a crime and mob tour or an evening Prohibition tour
 
Be sure to share your local adventures along the way! Tag your photos on Instagram with #ViatorMyCity and #TravelWithanInsider. Your entry could win you a $500 Viator gift voucher and a spot on Viator’s official Instagram. For more information, read our blog for rules and conditions.
 
It’s travel, without the jet lag.

Download the list of 25 must-do activities for locals here!

Tours & Tickets

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Chicago Architecture River Cruise, Chicago, null
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Chicago Architecture River Cruise

5 star rating: Highly Recommended 2406 Reviews

Experience one of the world’s most beautiful cities on a 75-minute cruise on the historic Chicago River. On this architecture cruise, head down the main branch ...  Read more

Location: Chicago, Illinois
Duration: 75 minutes (approx.)

From USD $43.68
Chicago Prohibition Tour, Chicago, Day Cruises
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Chicago Prohibition Tour

5 star rating: Highly Recommended 103 Reviews

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the ...  Read more

Location: Chicago, Illinois
Duration: 3 hours 30 minutes (approx.)

From USD $45.00
Chicago Crime and Mob Tour, Chicago, Bar, Club & Pub Tours
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Chicago Crime and Mob Tour

4.5 star rating: Recommended 369 Reviews

Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the city’s ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $39.95
Skydeck Chicago Admission, Chicago, Historical & Heritage Tours
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Skydeck Chicago Admission

4.5 star rating: Recommended 585 Reviews

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the third-tallest ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $24.00
Tommy Gun's Garage Dinner and Show, Chicago, Attraction Tickets
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Tommy Gun's Garage Dinner and Show

5 star rating: Highly Recommended 153 Reviews

Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $67.00
Blue Man Group at the Briar Street Theater in Chicago, Chicago, Dinner Packages
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Blue Man Group at the Briar Street Theater in Chicago

5 star rating: Highly Recommended 100 Reviews

See the Blue Man Group, one of Chicago's longest running shows, at the Briar Street Theater in downtown Chicago. The phenomenon that has visited cities around ...  Read more

Location: Chicago, Illinois
Duration: 105 minutes (approx.)

From USD $54.60
$69.60 Save $15.00
Art Institute of Chicago Fast Pass Admission, Chicago, Theater, Shows & Musicals
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Art Institute of Chicago Fast Pass Admission

4.5 star rating: Recommended 43 Reviews

Art lover or not, the Art Institute of Chicago – the second-largest art museum in America – is not to be missed. Located in Chicago’s Grant Park, this amazing ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $35.00
Chicago Helicopter Tour Nighttime Experience, Chicago, Museum Tickets & Passes
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Chicago Helicopter Tour Nighttime Experience

5 star rating: Highly Recommended 3 Reviews

Chicago Helicopter Experience provides you the most spectacular, panoramic views of the world’s best skyline from the optimal vantage point.  Your journey ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes (approx.)

From USD $160.00
$178.00 Save $18.00
Adler Planetarium and Astronomy Museum, Chicago, Night Tours
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Adler Planetarium and Astronomy Museum

4.5 star rating: Recommended 24 Reviews

Be transported to the outer reaches of the Universe on a visit to Chicago's Adler Planetarium and Astronomy Museum, the first planetarium in the United States. ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $34.95
Chicago Helicopter Tour, Chicago, Museum Tickets & Passes
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Chicago Helicopter Tour

5 star rating: Highly Recommended 6 Reviews

Chicago Helicopter Experience provides you the most spectacular, panoramic views of the world’s best skyline from the optimal vantage point.    Your journey ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes (approx.)

From USD $142.00
$158.00 Save $16.00

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