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2 Days in Chicago Illinois Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Chicago

Morning

Start your day with a visit to the iconic Millennium Park, home to the famous Cloud Gate sculpture (The Bean). Enjoy a leisurely stroll through the park and take in the beautiful surroundings. For breakfast, head to The Gage, known for its delicious brunch menu.

Afternoon

In the afternoon, explore the Art Institute of Chicago, one of the oldest and largest art museums in the United States. Don't miss their impressive collection of Impressionist and Post-Impressionist paintings. For lunch, enjoy a meal at The Dearborn, offering contemporary American cuisine.

Evening

In the evening, take a scenic walk along the Chicago Riverwalk and enjoy the stunning views of the city skyline. For dinner, dine at Girl & The Goat, a highly-rated restaurant known for its innovative dishes.

Bedtime

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Cultural Highlights and Sports

Morning

Begin your day with a visit to the historic Field Museum, where you can explore fascinating exhibits on natural history. Afterward, have breakfast at Yolk - South Loop, famous for its hearty breakfast options.

Afternoon

In the afternoon, head to Skydeck Chicago at Willis Tower (Sears Tower) for breathtaking views of Chicago from one of its tallest buildings. For lunch, stop by Lou Malnati's Pizzeria to try some authentic Chicago deep-dish pizza.

Evening

End your trip with an exciting evening at a sports venue. Catch a game or concert at either United Center or Wrigley Field. Before heading there, enjoy dinner at The Publican, known for its eclectic menu and vibrant atmosphere.

Bedtime

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