Tripomatic

Grand Tour of Chicago

Get inspired by this suggested itinerary if you have only one day in Chicago.

If you want to see the imposing Chicago skyline, 360 Chicago is the best place to go. Situated more than 300 meters above the ground, the 94th floor of John Hancock Centre features a huge 360° observation deck from which you can admire the whole city at your feet. Next stop is Magnificent Mile, Chicago's most popular shopping street, but also pretty expensive one. Then, head to the second oldest water pump in the United States - the Water Tower. Currently, it houses the City Gallery where you can see works of local artists and photographers.

Stroll down State Street and see the Lake Point Tower - although not publicly accessible, the building's unique shape and look is surely a sight to behold for architecture lovers. After that, enjoy yourself in the Navy Pier - a cultural venue and an amusement park.

Continue to the Wrigley Building - you simply cannot miss this building thanks to its unique architecture and bright white color. Cloud Gate is another icon of Chicago - sometimes nicknamed "The Bean" for its shape, it was designed by the British artist Anish Kapoor and now it is a popular tourist attraction.

Finish your stay by relaxing in Chicago's most popular parks - visit the Millennium Park and the Grant Park. The Millennium Park is also called "the largest rooftop garden in the world" because it was constructed above a giant parking garage. The Grant Park is one of the oldest public parks in Chicago and it serves as a place of relaxation for both tourists and locals.

Day 1: Chicago

Riverside Hotel
Taxi · 8 min
360 Chicago
2h
Walk · 6 min
Corner Café
45 min
Walk · 18 min
Riverside Hotel

Add Chicago to Your Trip

Create a detailed travel itinerary with smart routing, time estimates, and everything you need for a perfect trip.

3M+ downloads · 4.6 stars · 15 years of trip planning
QR code
Scan to download the app

More interesting places