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Ultimate Chicago Experience in 3 Days

Ultimate Chicago Experience in 3 Days Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks and Skyline Views

Morning
Start your day with a delightful brunch at Lula Cafe, known for its fresh and seasonal dishes. Afterward, take a leisurely walk along the famous Magnificent Mile, where you can do some shopping and admire the architecture.
Afternoon
For lunch, head to The Purple Pig, a popular spot for its Mediterranean-inspired menu. Afterward, visit the Art Institute of Chicago to explore its world-class art collection, including the iconic "American Gothic."
Evening
Enjoy a sophisticated dinner at The Signature Room at the 95th, offering stunning views of the city. End your day with a visit to the 360 Chicago Observation Deck to see the city lights from above.
Bedtime
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Culinary Delights and River Cruises

Morning
Indulge in a hearty breakfast at Au Cheval, famous for its decadent burgers. After breakfast, take a walk in Millennium Park and see the iconic Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, experience the famous deep-dish pizza at Lou Malnati's Pizzeria. In the afternoon, take the Chicago Architecture River Cruise to learn about the city's stunning architecture.
Evening
Enjoy a unique dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a Chicago River Guided Sunset Cocktail & Architecture Tour for a different perspective of the city.
Bedtime
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Chicago Architecture River Cruise

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Museum Exploration and Cultural Immersion

Morning
Start your day with a classic Chicago-style hot dog at Portillo's Hot Dogs. Then, visit the Field Museum to learn about natural history and the famous T-Rex, Sue.
Afternoon
For lunch, savor the flavors of Mexico at Xoco, a restaurant by award-winning chef Rick Bayless. Afterward, explore the Adler Planetarium and enjoy the stunning views of the skyline.
Evening
Conclude your trip with a dinner at Girl & the Goat, a top-rated restaurant offering a creative menu. After dinner, take a leisurely walk along the Chicago Riverwalk to soak in the city's atmosphere.
Bedtime
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