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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
“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
“Take a stroll down the river walk for a brief getaway from all the noise of downtown. ”
  • 37 locals recommend
“Wonderful location with great restaurants, pubs, go fo a walk or a boat river and/or boat cruise.”
  • 36 locals recommend
Hotel Bar
“A summer hotspot on the 27th floor of theWit Hotel, with skyline views & upmarket cocktails. ”
  • 27 locals recommend
Music Venue
“This is a great concert venue. They constantly have bands performing, big names too!”
  • 26 locals recommend
  • 2 Experiences
Harbour / Marina
“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
“One of the best views of the city from a great rooftop bar. Recommended during summer time.”
  • 10 locals recommend
“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
“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
“One of the best rooftop cocktail bars. Get there early and grab a good seat outside for amazing views.”
  • 11 locals recommend
“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
“Three chic levels of hotel rooftop drinking & dining with indoor/outdoor seats & sweeping views.”
  • 10 locals recommend
“A collection of shops in an office complex, including eateries plus service-oriented businesses. ”
  • 2 locals recommend
American Restaurant
“Venue serving upgraded takes on pub food & a long beer list in a TV-lined room with communal seats.”
  • 4 locals recommend
Hotel Bar
“British and American grub served all day in red-accented modern digs with a social-club feel. ”
  • 1 local recommends