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5-day trip to Chicago - Dumpling Delights and Neighborhood Exploration

5-day trip to Chicago - Dumpling Delights and Neighborhood Exploration Itinerary

Last updated: 2024 Jun 14

Exploring the City's Landmarks

Morning
Start your day with a delicious breakfast at Lula Cafe. Afterward, head to Millennium Park to see the famous The Bean and enjoy the beautiful gardens. Take a stroll along the Chicago Riverwalk and admire the stunning architecture of the city.
Afternoon
For lunch, try the mouthwatering deep-dish pizza at Lou Malnati's Pizzeria. Afterward, take a guided architecture cruise on the Chicago River to learn about the city's iconic buildings and skyline.
Evening
Enjoy a delightful dinner at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, take a leisurely walk along The Magnificent Mile and indulge in some shopping.
Bedtime
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Museums and Cultural Experiences

Morning
Start your day with a visit to the Art Institute of Chicago, one of the oldest and largest art museums in the country. Explore the impressive collection and don't miss famous artworks like Grant Wood's "American Gothic" and Vincent van Gogh's "The Bedroom."
Afternoon
For lunch, head to Eataly Chicago and enjoy a variety of Italian specialties. Afterward, visit the Field Museum to learn about natural history and see fascinating exhibits like Sue, the largest and most complete Tyrannosaurus rex skeleton.
Evening
Indulge in a fine dining experience at Alinea, a three-Michelin-star restaurant known for its innovative and artistic cuisine. Afterward, catch a show at the historic Chicago Theatre.
Bedtime
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Dumpling Delights and Neighborhood Exploration

Morning
Start your day with a delightful breakfast at Xoco, known for its Mexican cuisine and delicious churros. Afterward, head to Chinatown for a dumpling-making class at Chicago Chinese Cultural Institute. Learn the art of making traditional Chinese dumplings and enjoy the fruits of your labor.
Afternoon
For lunch, indulge in a variety of dumplings at Dolo Restaurant and Bar. Afterward, explore the vibrant neighborhoods of Wicker Park and Bucktown. Visit local boutiques, art galleries, and enjoy the unique street art.
Evening
Enjoy a casual dinner at Dim Sum House, known for its authentic dim sum and dumplings. Afterward, head to Logan Square and explore the lively bar scene, or take a dumpling-themed cocktail class at The Violet Hour.
Bedtime
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History and Sports

Morning
Start your day with a visit to the Chicago History Museum to learn about the city's rich history. Explore exhibits on the Great Chicago Fire, the Prohibition era, and more.
Afternoon
For lunch, try the mouthwatering barbecue at Smoque BBQ. Afterward, visit Wrigley Field, home of the Chicago Cubs. Take a guided tour of the stadium and learn about the team's history.
Evening
Enjoy a classic steak dinner at Gibsons Bar & Steakhouse. Afterward, catch a game at the United Center, home of the Chicago Bulls and Chicago Blackhawks.
Bedtime
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Relaxation and Farewell

Morning
Start your day with a leisurely breakfast at Revival Food Hall. Afterward, take a walk along the Lakefront Trail and enjoy the beautiful views of Lake Michigan.
Afternoon
For lunch, try the delicious Mexican cuisine at Xoco. Afterward, visit Navy Pier and take a ride on the Centennial Wheel for panoramic views of the city.
Evening
Enjoy a farewell dinner at Au Cheval, known for its mouthwatering burgers. Afterward, take a sunset cocktail and architecture tour on the Chicago River to admire the city's skyline one last time.
Bedtime
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