Top 50 Best Things to Do in Chicago
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Top 50 Best Things to Do in Chicago

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Trip.Best is a collection of travel rankings that takes into account the travel choices and genuine preferences of hundres of millions of Trip.com users. It is updated monthly based on real data.
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  • The Art Institute of Chicagotop_1
    4.7/5
    󰺂8.1
    35729
    Chicago.Grant Park639m from downtown
    Highlights:
    󱓊Victorian-style museum entrance
    City views from sculpture garden
    󱨠Saved by 242 users󱨠259 positive reviews
  • 360 CHICAGOtop_2
    4.8/5
    󰺂7.9
    24541
    Chicago.Downtown Chicago2.4 km from downtown
    trip best small logoNo. 1 of Night Attractions in Chicago
    Highlights:
    View city from 1350 ft glass
    󱓊Willis Tower & Chicago River views
    󱨠Saved by 113 users󱨠98% positive reviews
  • 875 North Michigan Avenuetop_3
    4.5/5
    󰺂7.9
    26868
    Chicago.Downtown Chicago2.4 km from downtown
    Highlights:
    󱓊94th-floor Chicago panoramic view
    󱨜344m skyscraper, once world's second
    󱨠132 positive reviews
  • Field Museum
    4
    4.7/5
    󰺂7.4
    25973
    Chicago.Near South Side1.7 km from downtown
    trip best small logoFeatured in 2025 Americas 50 - Best Things to Do
    Highlights:
    Compound Eye Insect Underground Adventure
    󱓊Chicago Museum Campus highlights
    󱨠Saved by 136 users󱨠244 positive reviews
  • Grant Park
    5
    4.3/5
    󰺂7.3
    Chicago.Grant Park944m from downtown
    trip best small logoNo. 2 of Night Attractions in Chicago
    Highlights:
    󱓊City park with world-class landmarks
    󱓊Lakefront park with cultural venues
    󱨠41% positive reviews
  • Navy Pier
    6
    4.5/5
    󰺂6.6
    Chicago.Near North Side2.6 km from downtown
    trip best small logoNo. 3 of Night Attractions in Chicago
    Highlights:
    󰀆200-acre park & shopping area
    󱓊Night cruise: Ferris wheel views
    󱨠Saved by 171 users󱨠105 positive reviews
  • Rte 66
    7
    4.7/5
    󰺂6.5
    Anaheim.Anaheim City Center>100 km from downtown
    trip best TravelHotspot logoSouthern California Vintage Car River Festival Begins
    Highlights:
    󰋄Mountain & plain breathtaking view
    󱓊Spans 2,500 miles across USA
    󱨠Saved by 119 users󱨠39% positive reviews
  • Willis Tower
    8
    4.5/5
    󰺂6.5
    39829
    Chicago.Downtown Chicago513m from downtown
    trip best small logoNo. 4 of Night Attractions in Chicago
    Highlights:
    󱓊Elevator shows famous buildings' heights
    360° view of Chicago skyline
    󱨠Saved by 168 users󱨠249 positive reviews
  • Millennium Park
    9
    4.6/5
    󰺂6.2
    Chicago.Downtown Chicago777m from downtown
    trip best small logoFeatured in 2025 Americas 50 - Night Attractions
    Highlights:
    󱓊Outdoor music & crown experience
    󱓊Lake Michigan & city skyline views
    󱨠Saved by 201 users󱨠273 positive reviews
  • Skydeck Chicago
    10
    4.8/5
    󰺂6.2
    39829
    Chicago.Downtown Chicago513m from downtown
    trip best small logoFeatured in 2025 Americas 50 - Night Attractions
    Highlights:
    󱓊Chicago's iconic nicknamed landmarks
    󱓊Windy City charm on display
    󱨠45% positive reviews

What Best Things to Do are there in Chicago?
These are all Best Things to Do in Chicago:The Art Institute of Chicago, 360 CHICAGO, 875 North Michigan Avenue, Field Museum, Grant Park
What are some highly-rated Best Things to Do in Chicago?
Some highly-rated Best Things to Do in Chicago include:The Art Institute of Chicago:4.7, 360 CHICAGO:4.8, 875 North Michigan Avenue:4.5, Field Museum:4.7, Grant Park:4.3
At what locations in Chicago can Best Things to Do in Chicago be found?
The Best Things to Do in Chicago are mainly located in:The Art Institute of Chicago:Chicago, 360 CHICAGO:Chicago, 875 North Michigan Avenue:Chicago, Field Museum:Chicago, Grant Park:Chicago
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