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3 Days in Chicago Illinois Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Chicago

Morning

Start your day with a visit to the iconic Skydeck Chicago at Willis Tower (Sears Tower). Enjoy breathtaking views of the city from one of the tallest buildings in the world. For breakfast, head to The Dearborn, known for its delicious American cuisine and cozy atmosphere.

Afternoon

In the afternoon, take a stroll along the Chicago Riverwalk, a beautiful pedestrian path along the Chicago River. Stop for lunch at Gibsons Bar & Steakhouse, famous for its hearty steaks and classic American dishes. After lunch, explore the architectural marvel that is Marina City.

Evening

End your day with a visit to the historic Chicago Theatre for an evening show. For dinner, enjoy some deep-dish pizza at Lou Malnati's Pizzeria, a local favorite.

Bedtime

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Cultural and Natural Wonders

Morning

Begin your second day with a visit to Millennium Park, home to the famous Cloud Gate sculpture (The Bean). Have breakfast at Yolk - South Loop, known for its creative breakfast dishes and fresh ingredients.

Afternoon

Spend your afternoon exploring the fascinating exhibits at the Field Museum, one of the largest natural history museums in the world. For lunch, dine at The Gage, offering upscale pub fare in a lively setting. Afterward, take a relaxing walk through Grant Park.

Evening

In the evening, head to Navy Pier for some entertainment and stunning views of Lake Michigan. Enjoy dinner at Riva Crabhouse on Navy Pier, which offers delicious seafood with panoramic views of the lake.

Bedtime

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Sports and Science Adventure

Morning

Kick off your final day with a tour of historic Wrigley Field, home of the Chicago Cubs. Grab breakfast nearby at Southport Grocery & Cafe, known for its gourmet groceries and delightful brunch options.

Afternoon

In the afternoon, delve into science and technology at the renowned Museum of Science and Industry. Have lunch at their on-site restaurant, The Brain Food Court, which offers various dining options suitable for all tastes.

Evening

Conclude your trip with an exciting evening at a concert or game at the iconic United Center. Before heading there, enjoy dinner at nearby restaurant Girl & The Goat, celebrated for its innovative small plates and vibrant atmosphere.

Bedtime

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