Exploring the Best of Chicago: A 7-Day Itinerary

Tuesday, December 19: Arrival in Chicago

Welcome to Chicago! Begin your adventure by checking in at your chosen hotel and freshening up. In the morning, head to Millennium Park to marvel at the famous Cloud Gate sculpture, often referred to as "The Bean." Spend the afternoon exploring the Art Institute of Chicago, home to an extensive collection of artworks. In the evening, take a stroll along the Magnificent Mile, a renowned shopping district with luxurious boutiques and iconic landmarks.

  • Millennium Park: Admission is free. Estimated time spent: 2-3 hours.
  • Art Institute of Chicago: Admission fee is $25 for adults. Estimated time spent: 3-4 hours.
  • Magnificent Mile: Costs vary depending on shopping. Estimated time spent: Flexible.
Wednesday, December 20: Exploring Navy Pier

Start your day with a visit to Navy Pier, a lively entertainment hub on Lake Michigan. In the morning, enjoy a ride on the Ferris wheel for breathtaking views of the city skyline. Afterward, immerse yourself in the interactive exhibits at the Chicago Children's Museum. In the evening, catch a live performance at the Chicago Shakespeare Theater or indulge in delicious cuisine at one of the pier's restaurants.

  • Navy Pier: Admission is free, attractions and rides have separate costs. Estimated time spent: 4-5 hours.
  • Chicago Children's Museum: Admission fee is $14 for adults. Estimated time spent: 2-3 hours.
  • Chicago Shakespeare Theater: Ticket prices vary. Estimated time spent: Dependent on showtime.
Thursday, December 21: Discovering Museum Campus

Visit Museum Campus, a scenic area located along Lake Michigan. Start your day at the Field Museum, known for its vast collection of natural history artifacts. In the afternoon, explore the Shedd Aquarium, home to fascinating marine life. End your day with a visit to the Adler Planetarium, where you can delve into the wonders of space and astronomy.

  • Field Museum: Admission fee is $26 for adults. Estimated time spent: 3-4 hours.
  • Shedd Aquarium: Admission fee is $39.95 for adults. Estimated time spent: 3-4 hours.
  • Adler Planetarium: Admission fee is $39.95 for adults. Estimated time spent: 2-3 hours.
Friday, December 22: Cultural Exploration

Immerse yourself in Chicago's rich cultural scene. Start your day with a visit to the Museum of Science and Industry, which offers engaging exhibits and interactive displays. In the afternoon, explore the vibrant neighborhood of Wicker Park, known for its artistic atmosphere and trendy shops. As the evening unfolds, experience the diverse culinary options in the West Loop neighborhood, where you can find numerous renowned restaurants.

  • Museum of Science and Industry: Admission fee is $21.95 for adults. Estimated time spent: 3-4 hours.
  • Wicker Park: Costs vary depending on activities. Estimated time spent: Flexible.
  • West Loop Dining: Costs vary depending on restaurant choice. Estimated time spent: Flexible.
Saturday, December 23: Magnificent Museums

Today is all about art and science. Begin your day at the Museum of Contemporary Art, where you can immerse yourself in cutting-edge artworks. In the afternoon, head to the Peggy Notebaert Nature Museum for a unique exploration of the natural world. Wrap up your day with a visit to the Chicago History Museum, discovering the city's fascinating past.

  • Museum of Contemporary Art: Admission fee is $15 for adults. Estimated time spent: 2-3 hours.
  • Peggy Notebaert Nature Museum: Admission fee is $9 for adults. Estimated time spent: 2-3 hours.
  • Chicago History Museum: Admission fee is $19 for adults. Estimated time spent: 2-3 hours.
Sunday, December 24: Stroll through Grant Park

Spend a leisurely day exploring Grant Park, known as Chicago's "front yard." In the morning, visit the Buckingham Fountain, an iconic landmark and one of the largest fountains in the world. Enjoy a relaxing picnic in the park while taking in the scenic views. In the afternoon, visit the Art Institute of Chicago's modern wing, showcasing contemporary artworks. End your day with a peaceful walk along the Lakefront Trail as the sun sets.

  • Buckingham Fountain: Admission is free. Estimated time spent: 1-2 hours.
  • Art Institute of Chicago - Modern Wing: Admission fee is $25 for adults. Estimated time spent: 2-3 hours.
  • Lakefront Trail: Costs vary depending on activities. Estimated time spent: Flexible.
Monday, December 25: Christmas Festivities

Embrace the holiday spirit in Chicago on Christmas Day. In the morning, visit the annual Christkindlmarket, a festive German-inspired market with unique crafts and delicious food. Afterward, enjoy a holiday-themed performance at the Goodman Theatre or take a scenic ice skating session at McCormick Tribune Ice Rink. In the evening, indulge in a special dinner at one of the city's charming restaurants.

  • Christkindlmarket: Costs vary depending on purchases. Estimated time spent: 2-3 hours.
  • Goodman Theatre: Ticket prices vary. Estimated time spent: Dependent on showtime.
  • McCormick Tribune Ice Rink: Skate rental fee is $16. Estimated time spent: 2-3 hours.

Hidden Gems and Local Favorites

While exploring Chicago, don't miss the chance to visit some hidden gems and indulge in local favorites. Head to the Garfield Park Conservatory, a stunning botanical oasis on the city's West Side. Enjoy a relaxing walk in Lincoln Park, a sprawling green space with a zoo and picturesque nature. For a taste of Chicago's famous deep-dish pizza, try Gino's East or Lou Malnati's. These local favorites will give you a true taste of the city's culinary scene.

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