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![Ultimate Chicago Experience in 10 Days](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f02c8-604c-79e4-a7db-0ba01408b3ea/location681.jpg)
Ultimate Chicago Experience in 10 Days Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks
Morning
Start your Chicago adventure with a classic deep-dish pizza at Lou Malnati's Pizzeria, a local favorite. Afterward, head to the The Magnificent Mile for some shopping and a glimpse of the city's impressive architecture.
Afternoon
For lunch, enjoy a meal at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, take a walk to Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."
Evening
In the evening, savor a fine dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a leisurely stroll along the Chicago Riverwalk to enjoy the city lights.
Bedtime
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The Magnificent Mile
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Millennium Park
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Chicago Riverwalk
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Art and Culture Day
Morning
Start your day with a delicious brunch at Lula Cafe, known for its farm-to-table cuisine. Afterward, visit the Art Institute of Chicago and explore its world-class art collection.
Afternoon
For a late lunch, head to Xoco, a popular spot for Mexican street food. Afterward, take a walk to the Chicago Cultural Center and admire the stunning architecture.
Evening
Enjoy a pre-theater dinner at The Publican before attending a show at the historic Chicago Theatre.
Bedtime
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Art Institute of Chicago
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Chicago Cultural Center
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Chicago Theatre
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Lakefront and Navy Pier
Morning
Have a delightful breakfast at Little Goat Diner, a cozy diner with a creative menu. After breakfast, take a bike tour of the Lakefront Trail, enjoying the scenic views of Lake Michigan.
Afternoon
For lunch, try the famous pastrami sandwich at Manny's Cafeteria & Delicatessen. Afterward, spend the afternoon at Navy Pier and take a ride on the Centennial Wheel.
Evening
Dine at Riva Crabhouse on Navy Pier and enjoy a seafood feast with a view of the lake. After dinner, take a relaxing evening cruise on the Chicago River 1.5-Hour Guided Architecture Cruise.
Bedtime
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Navy Pier
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
4.77Chicago River 1.5-Hour Guided Architecture Cruise
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Chicago River 1.5-Hour Guided Architecture Cruise
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Museum Day
Morning
Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. Afterward, visit the Field Museum and explore its fascinating exhibits.
Afternoon
For lunch, head to The Gage, a gastropub with a diverse menu. Afterward, visit the Shedd Aquarium and enjoy the aquatic wonders.
Evening
Have a sophisticated dinner at Mon Ami Gabi, a classic French bistro. After dinner, take a night tour of the city on the Chicago Gangsters and Ghosts Guided Walking Tour.
Bedtime
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Field Museum
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![Visit Shedd Aquarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
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Shedd Aquarium
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![Visit Chicago Gangsters and Ghosts Guided Walking Tour in Chicago](https://cdn.getyourguide.com/img/tour/b6ede3f022029447.jpeg/21.jpg)
4.68Chicago Gangsters and Ghosts Guided Walking Tour
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Chicago Gangsters and Ghosts Guided Walking Tour
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Skyline Views and Culinary Delights
Morning
Enjoy a leisurely breakfast at Beatrix, a neighborhood restaurant with a healthy menu. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Afternoon
For lunch, savor the flavors of New Orleans at Heaven on Seven. Afterward, take a walk along the Chicago River and marvel at the architecture.
Evening
Dine at Spiaggia, a Michelin-starred Italian restaurant with a stunning view of the lake. After dinner, take a sunset cruise on the Chicago 1.5-Hour Romantic Sunset Cruise.
Bedtime
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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 Chicago 1.5-Hour Romantic Sunset Cruise in Chicago](https://cdn.getyourguide.com/img/tour/640f9f6880eb7.jpeg/21.jpg)
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Chicago 1.5-Hour Romantic Sunset Cruise
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Neighborhood Exploration
Morning
Start your day with a delicious breakfast at Ann Sather, known for its cinnamon rolls. Afterward, take a guided tour of the Chicago Riverwalk to learn about the city's architecture.
Afternoon
For lunch, try the famous hot dogs at Portillo's Hot Dogs. Afterward, explore the vibrant neighborhoods of Wicker Park and Bucktown, known for their street art and unique shops.
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Chicago Riverwalk
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Culinary Tour of Chicago
Morning
Start your day with a classic Chicago breakfast at Wildberry Pancakes and Cafe. Afterward, take a food tour of the city, sampling iconic dishes like deep-dish pizza, Italian beef, and Chicago-style hot dogs.
Afternoon
Continue your culinary adventure with a visit to Eataly Chicago, a vibrant Italian marketplace. Afterward, explore the West Loop neighborhood, known for its diverse dining scene.
Evening
For dinner, indulge in a multi-course tasting menu at Next Restaurant, known for its innovative concepts. After dinner, take a leisurely stroll along the Chicago Riverwalk.
Bedtime
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Chicago Riverwalk
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Sports and Recreation Day
Morning
Enjoy a hearty breakfast at Yolk, a popular spot for omelets and pancakes. Afterward, visit the United Center for a behind-the-scenes tour of the home of the Chicago Bulls and Blackhawks.
Afternoon
For lunch, head to Giordano's for a taste of their famous stuffed pizza. Afterward, spend the afternoon at Lincoln Park, visiting the zoo and enjoying the lakefront.
Evening
Dine at The Signature Room at the 95th and enjoy a gourmet meal with a view of the city skyline. After dinner, catch a game at Wrigley Field or Soldier Field.
Bedtime
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United Center
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Wrigley Field
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Soldier Field
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Final Day of Exploration
Morning
Start your last day in Chicago with a leisurely breakfast at Au Cheval, home to one of the best burgers in the city. Afterward, take a walk along the Chicago Riverwalk and enjoy the morning breeze.
Afternoon
For lunch, try the award-winning fried chicken at Honey Butter Fried Chicken. Afterward, visit the Adler Planetarium and explore the wonders of the universe.
Evening
End your Chicago adventure with a memorable dinner at Girl & The Goat, a top-rated restaurant known for its creative dishes. After dinner, take a night cruise on the Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
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Chicago Riverwalk
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![Visit Adler Planetarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/59/29.jpg)
4.61Adler Planetarium
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Adler Planetarium
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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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Departure Day
Morning
On your last morning in Chicago, enjoy a classic breakfast at The Bongo Room. Take a leisurely walk around the Loop and soak in the vibrant atmosphere of the city.
Afternoon
Depending on your departure time, you can squeeze in a visit to the Willis Tower Skydeck for a final view of the city. For a farewell lunch, head to Lou Malnati's Pizzeria for one last taste of deep-dish pizza.
Evening
Transfer to the airport for your departure, reminiscing about the wonderful 10 days you spent exploring the best of Chicago.
Bedtime
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