Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Family-Friendly 2-Day Itinerary in Chicago

Wednesday, August 9: Exploring the Magnificent Mile

Start your trip in the heart of Chicago by exploring the famous Magnificent Mile. In the morning, visit the John Hancock Center and take the elevator up to the 360 Chicago Observation Deck for breathtaking views of the city. Afterward, head to the Chicago Water Tower, a historic landmark, and learn about its survival during the Great Chicago Fire. In the afternoon, visit the Museum of Contemporary Art, where you can admire modern art exhibits that will captivate both children and adults. As the evening sets in, take a leisurely stroll along the Chicago Riverwalk and enjoy the beautiful scenery.

  • John Hancock Center & 360 Chicago Observation Deck: Estimated cost - $25 per person, Time spent - 2 hours
  • Chicago Water Tower: Estimated cost - Free, Time spent - 30 minutes
  • Museum of Contemporary Art: Estimated cost - $15 per adult, $8 per child, Time spent - 2 hours
  • Chicago Riverwalk: Estimated cost - Free, Time spent - 1 hour
Thursday, August 10: Fun and Learning for the Whole Family

On your second day, dive into educational and entertaining attractions in Chicago. Start your morning at the Shedd Aquarium, home to thousands of aquatic creatures. Explore the various exhibits and catch a live animal presentation. In the afternoon, make your way to Millennium Park and take memorable family photos at the famous Cloud Gate sculpture, also known as "The Bean." Visit the Art Institute of Chicago, where you can discover famous artworks from around the world. End your day with a visit to Navy Pier, where you can enjoy rides, games, and even a fireworks show if available during your visit.

  • Shedd Aquarium: Estimated cost - $40 per adult, $30 per child, Time spent - 3 hours
  • Millennium Park & Cloud Gate: Estimated cost - Free, Time spent - 1 hour
  • Art Institute of Chicago: Estimated cost - $25 per adult, $19 per child, Time spent - 2 hours
  • Navy Pier: Estimated cost - Varies (rides, games, etc.), Time spent - 3 hours

Hidden Gems and Local Favorites

When visiting Chicago, be sure to explore the Lincoln Park Zoo, a free and family-friendly attraction that houses a variety of animals. Another hidden gem is the Chicago Children's Museum, located on Navy Pier, offering interactive exhibits and educational activities for kids of all ages. For a fun-filled adventure, head to Maggie Daley Park, where you and your family can enjoy playgrounds, skating, and climbing structures. Finally, don't miss the iconic Chicago-style deep-dish pizza from Lou Malnati's Pizzeria, a favorite among locals and visitors alike.

For hotel and flight prices, you can check here.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version