Chicago 3-Day Itinerary
A curated 3-day trip plan for Chicago, USA — featuring Willis Tower, The Art Institute of Chicago, Millennium Park.
Day 1
Downtown Icons & Skyline Views
- 9:00 AMWillis Tower1.5 hours
The Willis Tower, formerly and still commonly referred to as the Sears Tower, is a 110-story, 1,451-foot (442.3 m) skyscraper in the Loop of Chicago, Illinois, United States. Designed by architect Bruce Graham and engineer Fazlur Rahman Khan of Skidmore, Owings & Merrill (SOM), it opened in 1973 as the world's tallest building, a title that it held for nearly 25 years. It is the third-tallest building in the Western Hemisphere, as well as the 26th-tallest in the world. Each year, more than 1.7 million people visit the Skydeck, the highest observation deck in the United States, making it one of Chicago's most popular tourist destinations. Due to its height and location, the tower is visible from a great distance. The building has appeared in numerous films and television shows set in Chicago.
- 10:45 AMThe Art Institute of Chicago2.5 hours
The Art Institute of Chicago is a private, nonprofit art museum in Grant Park, Chicago, Illinois, United States.
- 1:30 PMMillennium Park1.5 hours
Millennium Park is a public park in the Loop community area of Chicago, Illinois, United States, operated by the Chicago Department of Cultural Affairs and Special Events (DCASE). The park, opened in July 2004, is a prominent civic center near the city's Lake Michigan shoreline that covers a 24.5-acre (9.9 ha) section of northwestern Grant Park. Featuring a variety of public art, outdoor spaces and venues, the park is bounded by Michigan Avenue, Randolph Street, Columbus Drive and East Monroe Drive. In 2017, Millennium Park was the top tourist destination in Chicago and in the Midwest, and placed among the top ten in the United States with 25 million annual visitors.
- 3:15 PMChicago Cultural Center1 hour
The Chicago Cultural Center, opened in 1897, is a national landmark operated by Chicago's Department of Cultural Affairs and Special Events. The neoclassical building houses the city's official reception venue, where the Mayor of Chicago has welcomed presidents, royalty, diplomats, and community leaders. It is located in the Loop, across Michigan Avenue from Millennium Park.
Day 2
Waterfront & Lakefront Adventure
- 9:00 AMShedd Aquarium2.5 hours
Shedd Aquarium is a public aquarium in Chicago, Illinois, United States. It is one of the oldest continually operating non-governmental aquariums in the U.S.
- 11:45 AMClarence F. Buckingham Memorial Fountain45 minutes
Witness Grant Park's stunning neoclassical fountain with its theatrical water displays and romantic lakefront setting.
- 1:00 PMChicago Riverwalk1.5 hours
The Chicago Riverwalk is a multi-use public open space located on the south bank of the main branch of the Chicago River in Chicago, extending from Lake Michigan and the Outer Drive Bridge westward to the Wolf Point area and Lake Street. The Chicago Riverwalk contains restaurants, bars, cafes, small parks, boat and kayak rentals, a Vietnam War memorial, and other amenities.
- 2:45 PMNavy Pier1.5 hours
Navy Pier is a 3,300-foot-long (1,010 m) pier on the shoreline of Lake Michigan, located in the Streeterville neighborhood of the Near North Side community area in Chicago, Illinois, United States. The pier encompasses over 50 acres (20 ha) of shops, restaurants, live theaters, family attractions, parks, gardens, and exhibition facilities. Navy Pier is one of the top destinations in the Midwestern United States, drawing over nine million visitors annually. It is one of the most visited attractions in the Midwestern United States, and is Chicago's second most visited tourist attraction.
Day 3
Iconic Viewpoints & Heights
- 9:00 AM360 CHICAGO1.5 hours
Scale the John Hancock Building for 360-degree panoramic views and the unique TILT experience at the ledge.
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