Top 50 Best Things to Do in Chicago
left-leaf
trip-best

Top 50 Best Things to Do in Chicago

right-leaf
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.
2025 Global 100
2025 Global 100 image
Innovation Award
Innovation Award image
Theme filters
District
Theme filters
District
  • The Art Institute of Chicagotop_1
    4.7/5
    󰺂8.2
    69.18
    Chicago.Grant Park639m from downtown
    Highlights:
    󱓊Victorian-style museum entrance
    City views from sculpture garden
    󱨠Saved by 241 users󱨠258 positive reviews
  • 360 CHICAGOtop_2
    4.8/5
    󰺂7.9
    50.18
    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
    50.15
    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
    󰺂7.5
    50.15
    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
  • Willis Tower
    7
    4.5/5
    󰺂6.6
    73.07
    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
  • Rte 66
    8
    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
  • 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
    73.07
    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
󰴉