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3-day trip to Chicago with Friends Itinerary
Last updated: 2024 Jun 14Exploring the City's Landmarks
Morning
Start your day with a delicious breakfast at Little Goat Diner, known for its creative twists on classic dishes. Afterward, head to Millennium Park to see the iconic Cloud Gate sculpture, also known as "The Bean." Take a leisurely stroll through the park and enjoy the beautiful scenery.
Afternoon
For lunch, indulge in deep-dish pizza at Lou Malnati's Pizzeria, a Chicago institution. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's architectural history and admire the stunning skyline. Don't forget your camera!
Evening
Enjoy a delicious dinner at Au Cheval, known for its mouthwatering burgers. Afterward, head to The Magnificent Mile for some shopping and explore the various shops and boutiques. End the evening with drinks at Gilt Bar, a trendy speakeasy-style bar.
Bedtime
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Museums and Parks
Morning
Start your day with a hearty brunch at The Publican, known for its farm-to-table cuisine. Afterward, visit the Art Institute of Chicago, one of the oldest and largest art museums in the country. Spend a few hours exploring the impressive collection.
Afternoon
For a unique experience, head to Lincoln Park & Zoo to visit the zoo and enjoy the beautiful park. Grab a quick snack at Cafe Ba-Ba-Reeba!, a Spanish tapas restaurant nearby. Afterward, visit Wrigley Field, home of the Chicago Cubs, and take a guided tour of the stadium.
Evening
Enjoy a delicious dinner at Gibsons Bar & Steakhouse, known for its prime steaks and classic American dishes. Afterward, head to Navy Pier for a fun-filled evening. Take a ride on the Chicago Navy Pier Centennial Wheel Regular & Express Ticket for stunning views of the city skyline.
Bedtime
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Museums and Skyline Views
Morning
Start your day with a tasty breakfast at Xoco, a Mexican street food-inspired restaurant. Afterward, visit the Field Museum to explore its fascinating exhibits on natural history and anthropology.
Afternoon
For lunch, enjoy delicious seafood at Shaw's Crab House. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city. If you're feeling adventurous, try "The Ledge" experience, where you can step out onto a glass balcony suspended 1,000 feet above the ground.
Evening
End your trip with a memorable dinner at Alinea, a three-Michelin-starred restaurant known for its innovative and artistic cuisine. Afterward, head to Skydeck Chicago at Willis Tower (Sears Tower) to enjoy breathtaking views of the city from the tallest building in the Western Hemisphere.
Bedtime
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Adjacent Cities
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