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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day in the heart of Chicago's downtown at Millennium Park. Take a leisurely stroll through the park and marvel at the iconic Cloud Gate sculpture, also known as "The Bean." Don't forget to take a selfie with the reflection of the city skyline in the sculpture.
Afternoon
After exploring Millennium Park, head over to the Art Institute of Chicago, one of the oldest and largest art museums in the United States. Spend the afternoon admiring the vast collection of artworks, including famous pieces by artists like Monet, Van Gogh, and Picasso.
Evening
End your day with a visit to Navy Pier, a popular tourist attraction located on Lake Michigan. Take a ride on the Ferris wheel for a stunning view of the city skyline at sunset. Enjoy dinner at one of the waterfront restaurants, and if you're feeling adventurous, try your luck at the arcade or catch a show at the Shakespeare Theater.
Bedtime
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Morning
Start your day with a visit to the John Hancock Center, an iconic skyscraper in Chicago. Take the elevator up to the 360 Chicago Observation Deck for panoramic views of the city and Lake Michigan. If you're feeling brave, experience TILT, a thrilling attraction that tilts you out over the city from the 94th floor.
Afternoon
After enjoying the views from the John Hancock Center, make your way to the Chicago Riverwalk. Take a stroll along the river and enjoy the vibrant atmosphere. Stop by one of the riverfront cafes for a quick bite to eat or grab a drink at a rooftop bar for a scenic view.
Evening
For dinner, head to River North, a trendy neighborhood known for its vibrant dining scene. Indulge in a delicious steak dinner at RPM Steak, a popular restaurant known for its prime cuts of meat and elegant atmosphere. After dinner, explore the neighborhood's nightlife and enjoy live music or a comedy show at one of the local venues.
Bedtime
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Morning
Start your day with a visit to the Magnificent Mile, Chicago's premier shopping district. Explore the luxury boutiques, department stores, and flagship stores along Michigan Avenue. Don't forget to stop by the historic Water Tower Place, a shopping center housed in a Gothic-style building that survived the Great Chicago Fire.
Afternoon
After some retail therapy, take a break and enjoy a leisurely lunch at one of the many restaurants along the Magnificent Mile. From upscale dining to casual cafes, there's something to satisfy every palate. After lunch, continue exploring the area and make a stop at the Chicago Architecture Foundation's River Cruise for a fascinating tour of the city's iconic architecture.
Evening
For dinner, head to the trendy neighborhood of Wicker Park. This vibrant area is known for its eclectic mix of restaurants and bars. Enjoy a delicious meal at Big Star, a popular taqueria that serves up mouthwatering tacos and tasty margaritas. After dinner, explore the neighborhood's lively nightlife and check out the local music scene at one of the many live music venues.
Bedtime
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Morning
Start your day with a visit to the Museum of Contemporary Art Chicago. Explore the ever-changing exhibits featuring contemporary art from around the world. Don't miss the stunning views of Lake Michigan from the museum's terrace.
Afternoon
After immersing yourself in contemporary art, head over to the Chicago History Museum. Learn about the city's rich history through interactive exhibits and displays. Take a stroll through Lincoln Park and enjoy the beautiful scenery before heading to lunch at a nearby restaurant.
Evening
For dinner, head to River West, a neighborhood known for its diverse culinary scene. Indulge in a multi-course dining experience at Oriole, a Michelin-starred restaurant that offers a creative and innovative menu. After dinner, take a leisurely walk along the Chicago Riverwalk and enjoy the city lights reflecting on the water.
Bedtime
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Morning
Start your day with a visit to the Museum of Science and Industry, located in historic Hyde Park. Explore the museum's interactive exhibits and learn about science and technology. Don't miss the chance to step inside a real U-505 submarine.
Afternoon
After a morning of exploration, head to the nearby Hyde Park neighborhood for lunch. Enjoy a meal at Valois Cafeteria, a popular local spot known for its affordable and delicious comfort food. After lunch, take a walk through the beautiful campus of the University of Chicago and admire its stunning architecture.
Evening
For dinner, head to the trendy neighborhood of West Loop. Indulge in a memorable dining experience at Girl & the Goat, a renowned restaurant known for its inventive and flavorful dishes. After dinner, explore the neighborhood's vibrant bar scene and enjoy craft cocktails at one of the many trendy bars.
Bedtime
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