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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring the Windy City

Morning
Start your day with a delicious breakfast at Wildberry Pancakes and Cafe. Afterward, head to Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean" . Take some time to explore the park and enjoy the beautiful scenery.
Afternoon
For lunch, try the mouthwatering dishes at The Purple Pig. Afterward, take a stroll along the Chicago Riverwalk and admire the stunning architecture of the city. Consider taking a guided architecture cruise on the Chicago River for an in-depth look at the city's iconic buildings.
Evening
Enjoy dinner at Girl & the Goat, known for its innovative cuisine. Afterward, take a romantic sunset cruise on Lake Michigan and admire the breathtaking views of the city skyline.
Bedtime
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Cultural Delights

Morning
Start your day with a visit to the Art Institute of Chicago , home to an impressive collection of artworks from around the world. Afterward, grab a quick bite at Au Cheval before heading to Navy Pier . Explore the pier and consider taking a ride on the Centennial Wheel .
Afternoon
For lunch, indulge in deep-dish pizza at Lou Malnati's Pizzeria. Afterward, visit the Field Museum to learn about natural history and ancient civilizations. If you have time, stop by Shedd Aquarium or Adler Planetarium for more educational experiences.
Evening
Enjoy dinner at Portillo's Hot Dogs, a Chicago institution known for its classic hot dogs and Italian beef sandwiches. End the day with a visit to the iconic Chicago Theatre and catch a live performance if available.
Bedtime
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Architectural Marvels

Morning
Start your day with breakfast at Yolk, a popular brunch spot in downtown Chicago. Afterward, take a walk along The Magnificent Mile , known for its upscale shops and boutiques. Don't miss the Wrigley Building and Tribune Tower .
Afternoon
For lunch, try the famous Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, visit Marina City , also known as the "Corn Cob Towers," and admire its unique architecture. Consider taking a guided architecture cruise on Lake Michigan for another perspective of the city's skyline.
Evening
Enjoy dinner at The Purple Pig, known for its Mediterranean-inspired dishes. End the day with drinks at one of Chicago's rooftop bars, such as Cindy's or The J. Parker, and enjoy panoramic views of the city.
Bedtime
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Exploring Neighborhoods

Morning
Start your day with breakfast at Little Goat Diner, owned by celebrity chef Stephanie Izard. Afterward, explore the vibrant neighborhood of Wicker Park and visit local shops and cafes. Don't miss Big Star for some delicious tacos.
Afternoon
For lunch, try the famous burgers at Au Cheval. Afterward, head to Lincoln Park Zoo to see a variety of animals from around the world. If you're interested in history, consider visiting the Chicago History Museum.
Evening
Enjoy dinner at Girl & the Goat, known for its creative and flavorful dishes. End the day with a visit to a local jazz club, such as Andy's Jazz Club or Green Mill Cocktail Lounge, and enjoy live music performances.
Bedtime
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Farewell to the Windy City

Morning
Start your day with breakfast at The Bongo Room, known for its indulgent brunch options. Afterward, take a walk along the Chicago River and admire the city's stunning architecture. Consider visiting the Willis Tower Skydeck for panoramic views of the city.
Afternoon
For lunch, try the famous Italian beef sandwiches at Portillo's Hot Dogs. Afterward, visit the Museum of Science and Industry to explore interactive exhibits and learn about scientific advancements.
Evening
Enjoy dinner at Lou Malnati's Pizzeria for one last taste of deep-dish pizza. End your trip with a leisurely stroll along Navy Pier and take in the beautiful views of Lake Michigan.
Bedtime
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