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![Architectural Marvels and Culinary Delights in Chicago](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f6735-e761-7479-ace8-e574a7e63ccc/location927.jpg)
Architectural Marvels and Culinary Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Skyline and Deep Dish Delights
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. Explore the upscale shops and iconic architecture. For a sweet treat, stop by Garrett Popcorn Shops for their famous Chicago mix.
Evening
In the evening, immerse yourself in the jazz scene at Green Mill Cocktail Lounge. Enjoy live music in a historic setting. For a late-night snack, indulge in a gourmet hot dog at Portillo's Hot Dogs.
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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![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)
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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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
Magnificent Mile
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Museum Day and Culinary Adventures
Morning
Spend your morning exploring the Art Institute of Chicago. Admire a world-class collection of art and take a stroll in the adjacent Millennium Park to see the famous Cloud Gate.
Afternoon
For lunch, savor Mediterranean flavors at The Purple Pig. Afterward, visit the Field Museum to delve into natural history and anthropology.
Evening
Enjoy a fine dining experience at Alinea, one of the top restaurants in the world, known for its innovative cuisine. End the night with a leisurely walk along the Chicago Riverwalk.
Bedtime
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
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Art Institute of Chicago
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![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
4.56Field Museum
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Field Museum
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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Chicago Riverwalk
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Architectural Wonders and River Cruises
Morning
Take a thrilling Chicago Architecture Boat Tour with Drinks to learn about the city's iconic buildings. After the cruise, have a delightful brunch at Xoco.
Afternoon
Visit the Willis Tower Skydeck and The Ledge for a unique perspective of the city. For a late lunch, enjoy the vibrant atmosphere at Big Star in Wicker Park.
Evening
Relax on a Chicago River Guided Sunset Cocktail & Architecture Tour and witness the city's skyline transform as the sun sets. Conclude the day with a seafood dinner at Gibsons Bar & Steakhouse.
Bedtime
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![Visit Chicago Architecture Boat Tour with Drinks in Chicago](https://cdn.getyourguide.com/img/tour/744f04dd251338c6.jpeg/21.jpg)
4.85Chicago Architecture Boat Tour with Drinks
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![Visit Chicago Architecture Boat Tour with Drinks in Chicago](https://cdn.getyourguide.com/img/tour/744f04dd251338c6.jpeg/21.jpg)
Chicago Architecture Boat Tour with Drinks
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![Visit Chicago Willis Tower Skydeck and The Ledge Ticket in Chicago](https://cdn.getyourguide.com/img/tour/4ef29da092a9da31.jpeg/21.jpg)
4.41Willis Tower Skydeck and The Ledge
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![Visit Chicago Willis Tower Skydeck and The Ledge Ticket in Chicago](https://cdn.getyourguide.com/img/tour/4ef29da092a9da31.jpeg/21.jpg)
Willis Tower Skydeck and The Ledge
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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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![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
Chicago River Guided Sunset Cocktail & Architecture Tour
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Gangsters, Ghosts, and Gourmet Dining
Morning
Embark on a tour to Discover the Gangsters & Ghosts of the City's Past to uncover Chicago's dark history. After the tour, have a classic Chicago hot dog at Portillo's Hot Dogs.
Afternoon
Spend the afternoon at the Museum of Science and Industry, exploring interactive exhibits. For a late lunch, enjoy the farm-to-table cuisine at Frontera Grill.
![Visit Chicago Gangsters and Ghosts Guided Walking Tour in Chicago](https://cdn.getyourguide.com/img/tour/b6ede3f022029447.jpeg/21.jpg)
4.68Discover the Gangsters & Ghosts of the City's Past
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Discover the Gangsters & Ghosts of the City's Past
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![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Museum of Science and Industry
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Museum of Science and Industry
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Final Taste of Chicago
Morning
Enjoy a leisurely morning at Navy Pier, taking a ride on the Centennial Wheel and exploring the attractions. Have a brunch with a view at The Signature Room at the 95th.
Afternoon
Visit the 360 Chicago Observation Deck for a different perspective of the city. For a late lunch, savor the flavors of Italy at RPM Italian.
Evening
Conclude your trip with a memorable dining experience at Alinea, where culinary artistry takes center stage. After dinner, take a walk along the Chicago Riverwalk to savor the city's lights.
Bedtime
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![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
4.48Navy Pier
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Navy Pier
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![Visit Chicago 360 Chicago Observation Deck General Admission in Chicago](https://cdn.getyourguide.com/img/tour/638fb05cb7c40.jpeg/21.jpg)
4.37360 Chicago Observation Deck
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![Visit Chicago 360 Chicago Observation Deck General Admission in Chicago](https://cdn.getyourguide.com/img/tour/638fb05cb7c40.jpeg/21.jpg)
360 Chicago Observation Deck
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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