Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 52 travelers

A Fun-Filled Family Adventure in Chicago

Friday, December 22: Arrival in Chicago

Welcome to the Windy City! Start your trip by checking into a family-friendly hotel in downtown Chicago. Consider staying near Millennium Park to be close to all the action. In the morning, take a stroll through the park and marvel at the famous Cloud Gate sculpture, affectionately known as "The Bean." In the afternoon, head to Navy Pier for a fun-filled time at the amusement park featuring rides, games, and attractions. Wrap up the evening with a visit to the Magnificent Mile, a shopper's paradise with countless stores and festive holiday lights.

  • Millennium Park: Free, 1-2 hours
  • Navy Pier: Varies, 2-4 hours
  • Magnificent Mile: Varies, 2-3 hours
Saturday, December 23: Exploring Museums and Culture

Immerse yourself in Chicago's rich cultural scene today. Start your morning at the Museum of Science and Industry, where interactive exhibits will keep the whole family engaged. In the afternoon, visit the Field Museum to learn about natural history and see the beloved T. rex named Sue. Wrap up the day with a visit to the Shedd Aquarium, home to thousands of aquatic animals.

  • Museum of Science and Industry: $20-25 per person, 3-4 hours
  • Field Museum: $26-32 per person, 2-3 hours
  • Shedd Aquarium: $40-50 per person, 2-3 hours
Sunday, December 24: Holiday Festivities

Enjoy the festive spirit of Chicago on Christmas Eve. Start your morning with a visit to Christkindlmarket, a traditional German-inspired Christmas market. Explore the rows of vendor stalls offering handcrafted goods and delicious treats. In the afternoon, take a stroll along the Chicago Riverwalk and enjoy the holiday decorations. End the day with a visit to Lincoln Park Zoo, where you can experience the joy of ZooLights, a dazzling holiday light display.

  • Christkindlmarket: Free, 1-2 hours
  • Chicago Riverwalk: Free, 1-2 hours
  • Lincoln Park Zoo: Free, 2-3 hours
Monday, December 25: Christmas Day Celebrations

On Christmas Day, savor a leisurely morning and enjoy a festive brunch at one of Chicago's many family-friendly restaurants. In the afternoon, visit the Adler Planetarium for a journey through space and the stars. Wrap up the day with a stroll along the beautiful Lakefront Trail, taking in the scenic views of Lake Michigan.

  • Brunch: Cost varies, 1-2 hours
  • Adler Planetarium: $20-25 per person, 2-3 hours
  • Lakefront Trail: Free, 1-2 hours
Tuesday, December 26: Thrills and Adventures

Get your adrenaline pumping at Chicago's iconic amusement park, Six Flags Great America. Spend the whole day enjoying thrilling rides, roller coasters, and live entertainment. Don't forget to try some delicious carnival food! Return to the hotel in the evening and relax after an exciting day.

  • Six Flags Great America: $50-70 per person, whole day
Wednesday, December 27: Discovering Nature

Escape the city and immerse yourself in nature at the Chicago Botanic Garden. Explore the beautiful gardens, stroll along peaceful trails, and enjoy the serene atmosphere. In the afternoon, head to the nearby Morton Arboretum to discover a wide variety of trees and plants. Wrap up the day with a visit to the Brookfield Zoo, where you can encounter animals from around the world.

  • Chicago Botanic Garden: $8-12 per person, 2-3 hours
  • Morton Arboretum: $15-20 per person, 2-3 hours
  • Brookfield Zoo: $20-25 per person, 2-3 hours
Thursday, December 28: Departure

It's time to say goodbye to Chicago and head back home with wonderful memories. Before leaving, indulge in a delicious breakfast at a local cafe. If time permits, take a final walk along the Chicago Riverwalk or visit the Art Institute of Chicago to admire world-class artworks.

  • Breakfast: Cost varies, 1-2 hours
  • Chicago Riverwalk: Free, 1-2 hours
  • Art Institute of Chicago: $25-35 per person, 2-3 hours

Hidden Gems and Local Favorites

For a unique family experience, consider visiting the Chicago Children's Museum, located at Navy Pier. It offers interactive exhibits and play areas for children of all ages. Another hidden gem is the Lincoln Park Conservatory, where you can explore a variety of beautiful plants and flowers in a peaceful setting. Both attractions are perfect for families and provide educational and entertaining experiences.

To check hotel and flight prices for your trip to Chicago, click 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