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Chicago, Illinois

3-day Trip to Chicago Itinerary

Published: 2023 Oct 24
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Exploring Chicago's Architecture and Landmarks

Morning
Start your day with a delicious breakfast at Little Goat Diner. Afterward, embark on a Chicago River 1.5-Hour Guided Architecture Cruise to admire the city's stunning architecture from the water. Learn about the history and design of iconic buildings as you cruise along the Chicago River.
Afternoon
For lunch, head to The Purple Pig and indulge in their delectable Mediterranean-inspired dishes. Afterward, visit the Art Institute of Chicago and explore its vast collection of artworks, including masterpieces by renowned artists.
Evening
Enjoy a delightful dinner at Girl & the Goat, known for its innovative and flavorful dishes. Afterward, take a stroll along the Millennium Park and marvel at the famous Cloud Gate sculpture, also known as "The Bean."
Bedtime
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Discovering Chicago's Cultural Gems

Morning
Start your day with a scrumptious breakfast at Au Cheval. Afterward, visit the Chicago Museum of Science and Industry Ticket and immerse yourself in interactive exhibits that showcase the wonders of science and technology.
Afternoon
For lunch, savor the iconic Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, head to Navy Pier and take a ride on the Chicago Navy Pier Centennial Wheel Regular & Express Ticket for breathtaking views of Lake Michigan and the city skyline.
Evening
Enjoy a memorable dinner at Alinea, a renowned restaurant known for its innovative and artistic cuisine. Afterward, join the Chicago Gangsters and Ghosts 2-Hour Walking Tour to explore the city's dark and mysterious history.
Bedtime
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Exploring Chicago's Cultural and Culinary Delights

Morning
Start your day with a delightful breakfast at Eataly Chicago, where you can indulge in a variety of Italian specialties. Afterward, visit the Field Museum of Natural History Ticket or VIP Tour and discover fascinating exhibits on natural history and ancient civilizations.
Afternoon
For lunch, head to Giordano's and savor their famous deep-dish pizza. Afterward, take a leisurely stroll through the picturesque Lincoln Park & Zoo and enjoy the beautiful scenery and wildlife.
Evening
Enjoy a delicious dinner at Gibsons Bar & Steakhouse, known for its prime steaks and vibrant atmosphere. Afterward, experience breathtaking views of the city from the 360 Chicago Observation Deck Skip-the-Line Ticket and indulge in a cocktail at the 360 Chicago Observation Deck Sip and View Ticket.
Bedtime
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