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Architectural Marvels and Culinary Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Skyline and Deep Dish Delights
Morning
Start your day with a delicious deep-dish pizza at Lou Malnati's Pizzeria, a Chicago classic. After breakfast, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) to enjoy panoramic views of the city.
Afternoon
For lunch, savor some gourmet tacos at Big Star in Wicker Park. Afterward, take a leisurely walk around the neighborhood to admire its street art and unique shops.
Evening
In the evening, experience the vibrant atmosphere of the Wicker Park. Enjoy dinner at Au Cheval, known for its famous burger, and explore the local bars and live music venues.
Bedtime
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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Lipica
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Architectural Wonders and Navy Pier Fun
Morning
Enjoy a relaxing morning at Millennium Park. Admire the famous Cloud Gate sculpture, also known as "The Bean," and take a stroll through the Lurie Garden.
Afternoon
For lunch, indulge in Mediterranean tapas at Cafe Ba-Ba-Reeba! in Lincoln Park. Afterward, take a scenic walk along the Chicago Riverwalk.
Evening
Spend the evening at Navy Pier. Enjoy the various attractions, take a ride on the Centennial Wheel, and have dinner at The Signature Room at the 95th to experience stunning views of the city.
Bedtime
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Millennium Park
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Chicago Riverwalk
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Navy Pier
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Family Fun and Museum Exploration
Morning
Start your day with a hearty brunch at Lula Cafe in Logan Square. After breakfast, visit the Lincoln Park & Zoo for a fun and educational experience for your toddler.
Afternoon
For lunch, try the famous pastrami sandwich at Xoco by Rick Bayless. Afterward, head to the Adler Planetarium to explore the wonders of the universe.
Evening
Enjoy a relaxed evening with dinner at The Publican, known for its farm-to-table cuisine. Take a leisurely walk along the Chicago Lakefront Trail and enjoy the beautiful views of the city skyline.
Bedtime
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Lincoln Park & Zoo
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Adler Planetarium
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Lake Bohinj
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Architectural River Cruise and Cultural Delights
Morning
Start your day with a delightful breakfast at Little Goat Diner in the West Loop. After breakfast, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic buildings.
Afternoon
For lunch, enjoy a taste of Spain at The Purple Pig on the Magnificent Mile. Afterward, visit the Art Institute of Chicago to explore its world-class art collection.
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Chicago Architecture Center Cruise on Chicago's First Lady
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Art Institute of Chicago
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Gangsters and Ghosts Tour and Culinary Delights
Morning
Start your day with a delicious brunch at Girl & the Goat in the West Loop. Afterward, embark on the Chicago Gangsters and Ghosts Guided Walking Tour to learn about the city's dark history.
Afternoon
For lunch, enjoy a taste of Italy at Eataly Chicago in the River North area. Afterward, take a walk along the Chicago River and enjoy the architecture.
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Chicago Gangsters and Ghosts Guided Walking Tour
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Chicago River
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Museum Day and Culinary Exploration
Morning
Begin your day with a visit to the Field Museum to explore its fascinating exhibits. Afterward, enjoy a light breakfast at Pequod's Pizza in Lincoln Park.
Afternoon
For lunch, savor the flavors of the Mediterranean at The Purple Pig on the Magnificent Mile. Afterward, visit the Museum of Science and Industry for a hands-on learning experience.
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Field Museum
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Museum of Science and Industry
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Final Day of Exploration and Departure
Morning
On your last day, enjoy a leisurely breakfast at Lula Cafe in Logan Square. Spend the morning exploring the Chicago River on a guided architecture cruise.
Afternoon
For lunch, try the famous Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, visit the Willis Tower Skydeck to get a bird's eye view of the city.
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Chicago River
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Badlands National Park
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