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4-Day Chicago Adventure

4-Day Chicago Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to the Windy City

Morning
Start your day with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture (also known as 'The Bean'), and offers beautiful gardens and art installations. It's a great way to get acquainted with the city.
Afternoon
Head over to Art Institute of Chicago, one of the oldest and largest art museums in the United States. Spend a few hours exploring its vast collection of artworks from around the world. For lunch, enjoy a meal at The Purple Pig, known for its Mediterranean-inspired small plates.
Evening
In the evening, catch a show at Chicago Theatre, an iconic venue with stunning architecture. Afterward, have dinner at Girl & The Goat, one of Chicago's most popular restaurants offering innovative dishes.
Bedtime
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Cultural and Historical Exploration

Morning
Begin your day with a visit to Field Museum. This natural history museum is renowned for its extensive exhibits, including Sue, the largest and most complete T. rex ever discovered.
Afternoon
After exploring the museum, take a stroll along Chicago Riverwalk, where you can enjoy scenic views of the city's architecture. For lunch, stop by Portillo's Hot Dogs for some classic Chicago-style hot dogs.
Evening
In the evening, head to Skydeck Chicago at Willis Tower (Sears Tower) for breathtaking views of the city skyline from one of the tallest buildings in the world. For dinner, dine at Joe's Seafood, Prime Steak & Stone Crab, known for its delicious seafood and steaks.
Bedtime
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Architectural Marvels and Local Flavors

Morning
Start your day with a visit to 360 Chicago Observation Deck (Formerly John Hancock Observatory). Enjoy panoramic views of Lake Michigan and the city from this observation deck.
Afternoon
Next, explore Chicago Loop, where you can admire historic buildings and modern skyscrapers. Have lunch at Lou Malnati's Pizzeria to try some authentic deep-dish pizza.
Evening
In the evening, take in some live music at House of Blues, a legendary venue known for its blues performances. For dinner afterward, head to Au Cheval, famous for its burgers.
Bedtime
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Nature and Science Day

Morning
Visit Lincoln Park & Zoo in the morning. This free zoo is home to a wide variety of animals and is located within Lincoln Park's beautiful green spaces.
Afternoon
Spend your afternoon exploring science exhibits at Museum of Science and Industry. It's one of the largest science museums in the world with interactive displays that are fun for all ages. Grab lunch nearby at Smoque BBQ for some mouth-watering barbecue.
Evening
End your day with an evening stroll along Navy Pier where you can enjoy attractions like rides or simply take in views over Lake Michigan before dining at Gibsons Bar & Steakhouse
Bedtime
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Final Day of Chicago Delights

Morning
Start your final day in Chicago with a visit to Adler Planetarium. This is the first planetarium in the Western Hemisphere and offers fascinating exhibits about space and astronomy. Enjoy a coffee at the on-site café while taking in stunning views of Lake Michigan.
Afternoon
After your cosmic morning, head over to Shedd Aquarium, one of the largest indoor aquariums in the world. Spend a few hours exploring its diverse marine life exhibits. For lunch, dine at Frontera Grill, known for its delicious Mexican cuisine crafted by celebrity chef Rick Bayless.
Evening
Conclude your trip with an evening visit to Navy Pier. Enjoy attractions like rides, shops, and entertainment options along this iconic pier. For your farewell dinner, indulge in a meal at Alinea, one of Chicago's most acclaimed fine dining restaurants offering an unforgettable culinary experience.
Bedtime
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