4-Day Chicago Itinerary

Enjoy four days in the Windy City, including a view from the top, museums, shopping, and a playground by the water. This sample itinerary includes all of Chicago’s best attractions.

Day One

Adler Planetarium and Astronomy Museum

Humans have always been fascinated with exploring farther and discovering more. This museum celebrates how we’ve done it and how much we’ve discovered so far. Scale models, ancient astronomy tools, and the beautiful planetarium are highlights here.

The Field Museum

Legendary lions, a famous gorilla, and Sue, the largest fossilized T-Rex in existence all make the Field Museum a must-see for Chicago group travel tours.


Day Two

Shedd Aquarium

We love exploring the mysteries of the sea as much as we love the wonders of the universe. Ocean life shines at the Shedd Aquarium – sometimes performing, sometimes featured in habitats very like their natural ones, always alluring and magnificent.

Art Institute

View the amazing galleries and learn about the educational center all located here. The miniature rooms exhibit is always a favorite.

Millennium Park

Crown Fountain draws crowds every day with its large digital faces figuratively spewing forth the water that flows from the fountain. Cloud Gate captures visitors with its curved reflection of the Chicago skyline. And the J. Pritzker Pavilion is a marvel of sound engineering. These are three of the components to the modern and expansive Millennium Park.

Magnificent Mile

This stretch of Michigan Avenue is the most famous street in Chicago. It houses skyscrapers, landmarks, shopping, dining, and history, as in the Old Historic Water Tower.


Day Three

Museum of Science and Industry

This museum has been thrilling visitors of every age since it was founded. Its activities are larger-than-life, interactive, and truly fascinating.

Lincoln Zoo

Visit one of the oldest zoos in the nation and enjoy every charming detail.

Grant Park

Grant Park is Chicago’s front yard. It’s a beautifully preserved stretch of nature and part of a larger park district visitors will love.


Day Four

Hancock Observatory

A breathtaking way to take in the beautiful Chicago cityscape, including its world-class architecture and many famous landmarks.

Navy Pier

Chicago’s waterside playground is always fun for visitors. Take in every thrilling part with the activities, shops, restaurants, and more.