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Hidden Gems of Chicago: A 3-Day Exploration

Hidden Gems of Chicago: A 3-Day Exploration Itinerary

Last updated: 2024 Jun 14

Artistic Discoveries and Culinary Delights

Morning
Start your day with a delightful brunch at Lula Cafe, known for its cozy ambiance and seasonal dishes. Afterward, head to the Palmer House Hilton to admire the stunning lobby and take a self-guided tour of this historic hotel.
Afternoon
For lunch, savor the flavors of Italy at Eataly Chicago, a vibrant marketplace with various food counters. Afterward, explore the nearby Chicago Cultural Center, known for its beautiful Tiffany ceiling and rotating art exhibitions.
Evening
In the evening, enjoy a unique dining experience at Alinea, a three-Michelin-starred restaurant offering avant-garde cuisine. After dinner, take a leisurely stroll along the Chicago Riverwalk to admire the city's architecture illuminated at night.
Bedtime
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Architectural Marvels and River Cruises

Morning
Indulge in a classic Chicago breakfast at Au Cheval, known for its decadent dishes. Afterward, take a walk to the iconic Wrigley Building and learn about its history and design.
Afternoon
For lunch, enjoy a deep-dish pizza at Lou Malnati's Pizzeria, a Chicago institution. Afterward, visit the Chicago Architecture Center to deepen your understanding of the city's architectural legacy.
Evening
In the evening, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city from a different perspective. After the cruise, have a memorable dinner at The Signature Room at the 95th, where you can enjoy panoramic views of the city.
Bedtime
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Parks and Cultural Icons

Morning
Start your day with a hearty breakfast at Big Star, a popular spot for tacos and whiskey. Then, spend the morning exploring the serene Lincoln Park & Zoo, home to a variety of animals and beautiful gardens.
Afternoon
For lunch, head to Girl & The Goat, a renowned restaurant offering bold flavors and a lively atmosphere. Afterward, visit the Adler Planetarium to learn about astronomy and enjoy the views of the skyline and Lake Michigan.
Evening
Conclude your trip with a visit to the Chicago Theatre, an iconic venue known for its marquee sign. Before the show, have a memorable dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. After the show, take a leisurely walk down The Magnificent Mile and soak in the vibrant atmosphere of the city.
Bedtime
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