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![Chicago Architectural Delights and Culinary Journeys](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f47bf-0f09-7413-8862-9b9aa754c0fb/location464.jpg)
Chicago Architectural Delights and Culinary Journeys Itinerary
Last updated: 2024 Jun 14Iconic Skyline and Deep Dish Indulgence
Morning
Start your day with a bird's eye view of the city at the 360 Chicago Observation Deck (Formerly John Hancock Observatory). After taking in the panoramic sights, head to Lou Malnati's Pizzeria for a classic deep-dish pizza experience.
Afternoon
Walk off your hearty lunch with a leisurely stroll along the Magnificent Mile, Chicago's premier commercial district. Explore the upscale shops and iconic landmarks like the Wrigley Building.
Evening
In the evening, enjoy a sophisticated dining experience at The Signature Room at the 95th, known for its stunning views of the city skyline. After dinner, take a romantic Chicago 1.5-Hour Romantic Sunset Cruise on the lake.
Bedtime
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65Magnificent Mile
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Magnificent Mile
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4.39Wrigley Building
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Wrigley Building
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![Visit Chicago 1.5-Hour Romantic Sunset Cruise in Chicago](https://cdn.getyourguide.com/img/tour/640f9f6880eb7.jpeg/21.jpg)
4.61Chicago 1.5-Hour Romantic Sunset Cruise
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![Visit Chicago 1.5-Hour Romantic Sunset Cruise in Chicago](https://cdn.getyourguide.com/img/tour/640f9f6880eb7.jpeg/21.jpg)
Chicago 1.5-Hour Romantic Sunset Cruise
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Art, Culture, and Gastronomy
Morning
Immerse yourself in art at the Art Institute of Chicago, home to a world-class collection. Afterward, savor a delightful brunch at Lula Cafe in the vibrant Logan Square neighborhood.
Afternoon
Spend the afternoon exploring the historic Chicago Cultural Center and taking a leisurely walk through Millennium Park. Don't miss the iconic Cloud Gate sculpture, also known as "The Bean."
Evening
For dinner, indulge in a culinary journey at Alinea, a three-Michelin-starred restaurant offering a unique and innovative dining experience. Afterward, take a leisurely evening stroll along the Chicago Riverwalk.
Bedtime
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Art Institute of Chicago
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Chicago Cultural Center
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Millennium Park
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Chicago Riverwalk
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Architectural Marvels and Riverfront Dining
Morning
Embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic architecture. After the cruise, enjoy a delightful brunch at The Publican, known for its farm-to-table fare.
Afternoon
Visit the Willis Tower Skydeck and The Ledge for a thrilling experience on the glass-floored balconies. Then, take a relaxing walk in the nearby Grant Park.
Evening
For a unique dining experience, have dinner at The Purple Pig, a popular spot for Mediterranean-inspired small plates. Afterward, take a Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
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4.46Chicago Architecture Center Cruise on Chicago's First Lady
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Chicago Architecture Center Cruise on Chicago's First Lady
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4.41Willis Tower Skydeck and The Ledge
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Willis Tower Skydeck and The Ledge
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4.70Grant Park
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Grant Park
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![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
4.24Chicago River Guided Sunset Cocktail & Architecture Tour
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Chicago River Guided Sunset Cocktail & Architecture Tour
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Culinary Diversity and Neighborhood Charm
Morning
Start your day with a hearty breakfast at Big Star, known for its tacos and whiskey selection. Afterward, explore the vibrant neighborhoods of Wicker Park and Bucktown, known for their street art and independent boutiques.
Afternoon
Enjoy a late lunch at Girl & the Goat, a renowned restaurant offering a creative menu. Afterward, take a walk in the nearby Ukrainian Village and visit the historic Holy Trinity Orthodox Cathedral.
Final Tastes of the City
Morning
On your last day, enjoy a leisurely breakfast at Little Goat Diner, a popular spot for comfort food with a creative twist. Afterward, take a walk along the Chicago River and savor the views of the city's architecture.
Afternoon
Spend your final afternoon at the Field Museum, exploring its fascinating exhibits on natural history and anthropology. For a late lunch, head to Giordano's for a taste of their famous stuffed deep-dish pizza.
Evening
Conclude your trip with a memorable dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse known for its prime cuts. After dinner, take a leisurely stroll along the Navy Pier and enjoy the evening views of the city.
Bedtime
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Chicago River
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Field Museum
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