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.
2026 Global 100
2026 Global 100 image
Innovation Award
Innovation Award image
Contact Us
facebook icon
instagram icon
tiktok icon
󰴉
Theme filters
District
Theme filters
District
  • The Art Institute of Chicagotop_1
    󰺂8.1
    138.52
    Chicago.Grant Park639m from downtown
    Highlights:
    󱓊Victorian-style museum entrance
    City views from sculpture garden
    󱨠Saved by 248 users󱨠259 positive reviews
    4.7/5
    Anonymous userAnonymous user

    Chicago's most worthwhile attractions—do your homework and you can spend a lot of time exploring. [The following appears unrelated and likely a separate topic:] Van Gogh, Seurat, Monet, Renoir, Gauguin, and some bronzes from the China Pavilion. This close encounter with art and history is incredibly satisfying and enriching.

  • 360 CHICAGOtop_2
    󰺂7.9
    95.14
    Chicago.Downtown Chicago2.4 km from downtown
    Highlights:
    View city from 1350 ft glass
    󱓊Willis Tower & Chicago River views
    󱨠Saved by 119 users󱨠98% positive reviews
    4.8/5
    M22***39M22***39

    It's worth visiting, but the price is a bit high, so it doesn't feel like great value for money. There's a slanted window inside that offers a downward view of the city, but that costs extra. Overall, it doesn't feel like good value for money.

  • 875 North Michigan Avenuetop_3
    󰺂7.9
    103.85
    Chicago.Downtown Chicago2.4 km from downtown
    trip best small logoNo. 1 of Night Attractions in Chicago
    Highlights:
    󱓊94th-floor Chicago panoramic view
    󱨜344m skyscraper, once world's second
    󱨠132 positive reviews
    4.5/5
    小思文小思文

    The John Hancock Center is a place you can visit by appointment. Group tours in Chicago generally do not include activities in this place, but you can stop by here when you are traveling on your own to get to know some of the characteristics of American architecture and culture.

  • Field Museum
    4
    󰺂7.3
    100.39
    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 138 users󱨠244 positive reviews
    4.7/5
    Allen2001Allen2001

    I came to Field Museum in the year of 2021. At that time, COVID was still a big thing, however, I still want to visit. it was amazing to see such a beautiful museum.

  • Grant Park
    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
    󱨠40% positive reviews
    4.3/5
    小思文小思文

    Grant Park is also a good place to visit for free. The most common people you see are locals doing outdoor sports. Running is very popular and can be seen at different times of the day. There are also some people walking their dogs.

  • Navy Pier
    6
    󰺂6.6
    Chicago.Near North Side2.6 km from downtown
    trip best small logoNo. 1 of Family-friendly Attractions in Chicago
    Highlights:
    󰀆200-acre park & shopping area
    󱓊Night cruise: Ferris wheel views
    󱨠Saved by 172 users󱨠103 positive reviews
    4.5/5
    RaushanKRaushanK

    Nice place. This was in winter during Christmas. A lot of fun!!!

  • Rte 66
    7
    󰺂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 129 users󱨠39% positive reviews
    4.7/5
    系统错误提示系统错误提示

    On the way from Phoenix to Page, we passed through three areas with completely different geological features and vegetation. When we first left Phoenix, we saw columnar cacti on both sides of the road. As the altitude increased, the cacti and other low shrubs disappeared, replaced by tall pine forests, and finally the barren plateau with Danxia landform characteristics. It was amazing!

  • Willis Tower
    8
    󰺂6.5
    153.94
    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 169 users󱨠248 positive reviews
    4.5/5
    ArtlasArtlas

    Before riding the elevator to the top, there’s an exhibition introducing Chicago. It covers architecture, famous people from the city, food, and more. At the tower’s summit, you can take in a panoramic view of the entire city. It’s definitely a worthwhile experience.

  • Millennium Park
    9
    󰺂6.2
    Chicago.Downtown Chicago777m from downtown
    trip best TravelHotspot logoChicago's Official Christmas Tree Lighting in Millennium Park | Nov 21, 2025-Jan 8, 2026
    trip best small logoAchieved a 2-year streak on the annual lists
    Highlights:
    󱓊Outdoor music & crown experience
    󱓊Lake Michigan & city skyline views
    󱨠Saved by 202 users󱨠272 positive reviews
    4.6/5
    云石雨云石雨

    Millennium Park is located in the center of Chicago, USA, and is close to the beautiful Lake Michigan. It is one of the most popular attractions in Chicago. The "Cloud Gate" in the park is a unique landscape that captures the entire Chicago like a funhouse mirror, which is amazing.

  • Skydeck Chicago
    10
    󰺂6.1
    153.94
    Chicago.Downtown Chicago513m from downtown
    trip best small logoAchieved a 2-year streak on the annual lists
    Highlights:
    󱓊Chicago's iconic nicknamed landmarks
    󱓊Windy City charm on display
    󱨠45% positive reviews
    4.8/5
    Travel is goodTravel is good

    Walking on the glass ledge induces an exhilarating mix of awe and excitement, making it a must-try for visitors seeking a unique perspective of Chicago's skyline. Whether you're a tourist or a local, the Skydeck's glass walk is sure to leave you with unforgettable memories and stunning photo opportunities. can see 360 degrees the city and beautiful Lake Michigan

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
󰴉