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Ultimate Chicago Experience: Architecture, Art, and Deep Dish Delights Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and Sky-High Views
Morning
Start your day with a deep-dish delight at Lou Malnati's Pizzeria, savoring the famous Chicago-style pizza. Afterward, head to the Willis Tower Skydeck and The Ledge for panoramic views of the city.
Afternoon
For lunch, enjoy a meal at The Purple Pig, known for its Mediterranean-inspired dishes. Then, take a leisurely stroll through Millennium Park and marvel at the "Bean" (Cloud Gate) and the Crown Fountain.
Evening
In the evening, have a sophisticated dinner at The Signature Room at the 95th, offering stunning views from the Hancock Tower. End the night with a romantic Chicago 1.5-Hour Sunset Cruise on Lake Michigan.
Bedtime
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Artistic Masterpieces and Lakefront Serenity
Morning
Enjoy a delightful brunch at Lula Cafe, a local favorite for its farm-to-table cuisine. Then, immerse yourself in the world of art at the Art Institute of Chicago, home to a vast collection of artistic treasures.
Afternoon
For a scenic experience, take a Chicago Lakefront Seadog Speedboat Ride along Lake Michigan. Afterward, explore the vibrant atmosphere of The Magnificent Mile for some shopping and leisure.
Evening
Dine at Girl & the Goat, a renowned restaurant offering a creative menu. After dinner, take a relaxing walk along the Chicago Riverwalk.
Bedtime
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Art Institute of Chicago
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Architectural Wonders and Culinary Delights
Morning
Start your day with a classic Chicago breakfast at Au Cheval, known for its decadent dishes. Then, embark on the Chicago Architecture River Cruise to learn about the city's iconic buildings.
Afternoon
For lunch, indulge in a deep-dish pizza at Pequod's Pizza, a local favorite. Afterward, visit the 360 Chicago Observation Deck for a different perspective of the city.
Evening
Enjoy a fine dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a leisurely walk through the historic Chicago Loop.
Bedtime
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Aquatic Adventures and Botanical Beauty
Morning
Start your day with a visit to the Shedd Aquarium, where you can explore a diverse range of marine life. For lunch, enjoy a meal at Xoco, a top spot for Mexican cuisine.
Afternoon
Afterward, take a relaxing stroll through the Chicago Botanic Garden, a peaceful oasis in the city. In the evening, have a casual dinner at Big Star, known for its tacos and whiskey selection.
Evening
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Final Taste of Chicago
Morning
Conclude your Chicago experience with a visit to the Garfield Park Conservatory, a botanical haven in the city. For brunch, savor the flavors of the city at Au Cheval, known for its iconic burger.
Afternoon
Spend your final afternoon exploring the Chicago Cultural Center and the Chicago River. For a sweet treat, indulge in dessert at Mindy's HotChocolate.
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Chicago Cultural Center
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