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Ultimate 3-day Chicago Experience: Skyscrapers to Deep Dish Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks and Deep Dish Delights

Morning

Start your day with a classic Chicago breakfast at Lou Mitchell's, known for its hearty omelets and pancakes. After breakfast, head to the Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."

Afternoon

For lunch, savor the iconic Chicago deep dish pizza at Lou Malnati's Pizzeria. Afterward, take a leisurely walk to the Art Institute of Chicago to admire its world-class art collection.

Evening

In the evening, enjoy a sunset view from the 360 Chicago Observation Deck, followed by a delightful dinner at The Signature Room at the 95th, where you can experience fine dining with a panoramic city view.

Bedtime

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4.69
Millennium Park
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4.61
Art Institute of Chicago
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Lakefront Serenity and Cultural Immersion

Morning

Enjoy a relaxing morning at Lincoln Park & Zoo, strolling through the greenery and visiting the animals. For a late morning pick-me-up, grab a coffee at Intelligentsia Coffee in the Lincoln Park area.

Afternoon

Have a leisurely lunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a architectural boat tour on the Chicago River to learn about the city's stunning skyline.

Evening

For dinner, experience the vibrant atmosphere and tapas at Cafe Ba-Ba-Reeba!. Afterward, take a walk along the Chicago Riverwalk to enjoy the city lights reflected on the water.

Bedtime

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4.29
Lincoln Park & Zoo
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4.61
Chicago River
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Museum Campus and Neighborhood Exploration

Morning

Start your day with a visit to the Field Museum to explore natural history and anthropology. For a mid-morning snack, try the famous Chicago-style hot dogs at Portillo's Hot Dogs.

Afternoon

After the Field Museum, continue to the Shedd Aquarium to discover a diverse range of aquatic species. For a late lunch, enjoy the barbecue delights at Smoque BBQ.

Evening

Conclude your Chicago journey with a visit to the Adler Planetarium for a celestial experience. For your final dinner in the city, indulge in a steak at Gibsons Bar & Steakhouse, a classic Chicago steakhouse.

Bedtime

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