cloud gate in city during daytime
North AmericaArchitectureFood

Chicago

Skyscrapers, parks, and deep dish pizza

Plan with AISee the 1 itineraryPhoto by Christopher Alvarenga on Unsplash
Best timeMay to October for mild weather and river cruises.
Typical trip length3 days
On travli1 itinerary
Getting aroundCTA trains, buses and walking between sites.
CurrencyUnited States Dollar (USD)

About Chicago

Chicago has a grid of streets lined with tall buildings and open parks. Visitors spend time in the downtown area near Millennium Park and the Art Institute of Chicago. The Chicago Cultural Center adds to the cultural stops with its interior details.

Willis Tower and the Chicago Board of Trade Building mark the skyline. Graceland Cemetery offers space for reflection away from the center. The city fits trips centered on architecture and local meals like deep dish pizza.

Why travelers love it

Millennium ParkMillennium Park is a public park in downtown Chicago with large sculptures and performance spaces.Art Institute of ChicagoThe Art Institute of Chicago displays a major collection of art from many periods and regions.Chicago Cultural CenterThe Chicago Cultural Center displays art exhibits and hosts events in a restored 1897 building.Willis TowerSkydeck observation platform on the 103rd floor of Chicago's tallest building.Chicago Board of Trade BuildingThe Chicago Board of Trade Building is a 1930 Art Deco skyscraper that houses a major financial exchange.Graceland CemeteryHistoric cemetery in Chicago with notable graves and monuments.

Top attractions

Millennium Park
ParkMillennium ParkChicago, United States
Art Institute of Chicago
MuseumArt Institute of ChicagoChicago, United States
Chicago Cultural Center
Cultural CenterChicago Cultural CenterChicago, United States
Willis Tower
ViewpointWillis TowerChicago, United States
Chicago Board of Trade Building
MonumentChicago Board of Trade BuildingChicago, United States
Graceland Cemetery
ParkGraceland CemeteryChicago, United States

1 Chicago itinerary

Chicago, United States
Chicago, United StatesChicago: Architecture & Deep Dish3 days · By travli

Chicago questions

Do I need to book the Chicago Architecture Center River Cruise ahead?

Yes. Reserve timed tickets online at least one day before. Expect to pay about 50 dollars per adult.

Are advance tickets required for the Willis Tower Skydeck?

Buy Skydeck tickets online for a timed slot to skip the longest lines. Adult prices vary by date and time, so check the official site for today's rate.

How do I get around Chicago using public transit?

Use CTA trains and buses with a Ventra card. A single ride costs 2.50 dollars and covers most downtown and north side stops.

Do I need reservations for the Art Institute of Chicago?

Buy Art Institute tickets online to skip the queue. Adult admission is higher for non-Chicago residents, so check the museum's site for the current price.