Exploring Chicago: A Must-See Itinerary

Chicago is a lively city with must-see spots like Millennium Park, the Art Institute, and the Willis Tower Skydeck. Enjoy a scenic Riverwalk or boat tour, sample famous deep-dish pizza, and explore vibrant neighborhoods like Wicker Park and Pilsen.

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Chicago, the Windy City, is a vibrant metropolis bursting with culture, history, and stunning architecture. Whether you’re a first-time visitor or a seasoned traveler, here’s a guide to some of the must-see attractions that will help you capture the essence of this amazing city.

1. Millennium Park

Millennium Park

@hannahbaer

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Start your adventure at Millennium Park, a stunning green space that serves as a gathering place for locals and tourists alike. Don’t miss the iconic Cloud Gate sculpture, affectionately known as “The Bean.” This polished steel structure reflects the city’s skyline and is a perfect spot for a photo op. Stroll through the park’s gardens, enjoy free concerts, and take in the art installations that make this park a cultural hub.

2. Wrigley Field

Wrigley Field

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No trip to Chicago is complete without experiencing the excitement of Wrigley Field, home of the Chicago Cubs. Whether you catch a game or take a guided tour of this historic ballpark, the energy of Wrigley is palpable. Learn about the field's storied past and soak in the vibrant atmosphere of this beloved landmark.

3. Take an Architecture Cruise

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ABOUT THE AUTHOR

Hannah Baer

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Planning the perfect vacation can be overwhelming, but that's where I come in! I specialize in crafting personalized, pre-made itineraries that take the stress out of travel. I spend hours researching the best activities, hidden gems, and must-see attractions to ensure your trip is seamless and unforgettable. Whether you're looking for adventure, relaxation, or cultural immersion, I carefully curate every detail to match your preferences. Trust me to turn your dream vacation into a perfectly planned reality!

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What's included

Digital Map

Fully interactive, digital map for finding places nearby

9 places

9 hand-picked places with notes from the creator

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Art

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Outdoors

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Map

Maps are simple lists of places often grouped by themes, categories or geos.

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