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Iconic Chicago: Sights and Bites in 3 Days

Iconic Chicago: Sights and Bites in 3 Days Itinerary

Last updated: 2024 Jun 14

Cityscape to Deep Dish: Chicago's Essence

Morning
Start your day with a classic Chicago breakfast at Lou Mitchell's, known for its hearty omelets and pancakes. After breakfast, take a stroll down the iconic Magnificent Mile for some early shopping or window browsing.
Afternoon
For lunch, indulge in a deep-dish pizza at Lou Malnati's Pizzeria, a Chicago staple. Post that, visit the Art Institute of Chicago to admire its world-class art collection, including the famous "American Gothic."
Evening
In the evening, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city at sunset. After taking in the sights, enjoy a fine dining experience at Alinea, a three-Michelin-star restaurant known for its innovative cuisine.
Bedtime
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Lakefront Serenity and Cultural Immersion

Morning
Enjoy a leisurely brunch at Lula Cafe in the vibrant Logan Square neighborhood. Afterward, take a relaxing Chicago Lakefront Neighborhoods Bike Tour to explore the city's beautiful lakefront and diverse neighborhoods.
Afternoon
For lunch, savor the flavors of Mexico at Xoco, a casual eatery by award-winning chef Rick Bayless. Afterward, visit the Field Museum to delve into natural history and anthropology.
Evening
In the evening, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's famous architecture illuminated at dusk. Conclude the day with a delightful dinner at Girl & the Goat, known for its bold and innovative dishes.
Bedtime
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Visit Chicago Lakefront Neighborhoods Bike Tour in Chicago
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Skyline Splendor and Culinary Delights

Morning
Start your day with a gourmet breakfast at The Publican, a European-inspired beer hall. After breakfast, visit the Willis Tower Skydeck and The Ledge to experience the thrill of standing on a glass platform high above the city.
Afternoon
For lunch, enjoy a taste of the Mediterranean at The Purple Pig on the Magnificent Mile. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's iconic buildings from the water.
Evening
End your Chicago adventure with a memorable dinner at Au Cheval, home to one of the best burgers in the city. After dinner, take a romantic Chicago 1.5-Hour Sunset Cruise on Lake Michigan to see the city lights from the water.
Bedtime
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