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Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.

Tour Provider
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“The Center IS the center of the Chicago architecture scene - start here and plan your trip! MUST DO in the warm months - Architecture boat tour on the Chicago River. There are also walking tours, both inside and outside; and guided and self-guided tours. See the virtual display of the world's tallest buildings! ”
  • 68 locals recommend
Waterfront
“Take a stroll down the river walk for a brief getaway from all the noise of downtown. ”
  • 37 locals recommend
River
“Wonderful location with great restaurants, pubs, go fo a walk or a boat river and/or boat cruise.”
  • 36 locals recommend
Hotel Bar
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“A summer hotspot on the 27th floor of theWit Hotel, with skyline views & upmarket cocktails. ”
  • 27 locals recommend
Music Venue
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“This is a great concert venue. They constantly have bands performing, big names too!”
  • 26 locals recommend
  • 2 Experiences
Harbour / Marina
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“Seriously: my favorite touristy thing to do in my city. And I do. At least every few years because our skyline is ever-changing. The docents are filled with knowledge and tid-bits that turn this tour into a storytelling adventure.”
  • 32 locals recommend
Hotel
“One of the best views of the city from a great rooftop bar. Recommended during summer time.”
  • 10 locals recommend
Steakhouse
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“Best steakhouse in Chicago (there are so many choices, but you won't go wrong with this one for sure). Also very nice river views!”
  • 18 locals recommend
Winery
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“On the riverwalk, sit on steps and enjoy a glass of wine while people and boat watching.”
  • 15 locals recommend
Boat or Ferry
“Amazing tours from the river and lake of our great city! Plus there's a bar on board!!”
  • 7 locals recommend
Hotel
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“One of the best rooftop cocktail bars. Get there early and grab a good seat outside for amazing views.”
  • 11 locals recommend
Hotel
“Here is one of Chicago's best and spectacular Rooftop Bars/Clubs. Enjoy a drink or party here, and best of all, it´s one block from us. Just know the line will be long during weekend so be on time. ”
  • 7 locals recommend
Bar
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“Three chic levels of hotel rooftop drinking & dining with indoor/outdoor seats & sweeping views.”
  • 10 locals recommend
Plaza
“A collection of shops in an office complex, including eateries plus service-oriented businesses. ”
  • 2 locals recommend
American Restaurant
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“Venue serving upgraded takes on pub food & a long beer list in a TV-lined room with communal seats.”
  • 4 locals recommend
Hotel Bar
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“British and American grub served all day in red-accented modern digs with a social-club feel. ”
  • 1 local recommends