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Wicker Park Wonders and Chicago Landmarks

Wicker Park Wonders and Chicago Landmarks Itinerary

Last updated: 2024 Jun 14

Exploring Wicker Park and Iconic Sights

Morning
Start your day with a delightful breakfast at Lula Cafe. Afterward, explore the trendy neighborhood of Wicker Park, known for its vibrant street art, unique boutiques, and lively atmosphere. Visit local highlights such as the historic Robert Burns Statue and the vibrant murals along Damen Avenue.
Afternoon
For lunch, indulge in the famous deep-dish pizza at Lou Malnati's Pizzeria. Afterward, take a short ride to the nearby 360 Chicago Observation Deck (Formerly John Hancock Observatory) and enjoy panoramic views of the city and Lake Michigan. Take in the sights and learn about Chicago's history with the interactive exhibits.
Evening
Dine at The Purple Pig, where you can savor Mediterranean-inspired dishes. After dinner, take a leisurely walk to Michigan Avenue Bridge and witness the breathtaking Chicago River as it reflects the city lights. End your evening with the lively atmosphere and upscale shopping of The Magnificent Mile.
Bedtime
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Damen Avenue

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Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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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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Neighborhood Exploration

Morning
Start your day with a hearty breakfast at Longman & Eagle. Afterward, explore the vibrant neighborhoods of Wicker Park and Bucktown. Visit local boutiques, art galleries, and enjoy the unique street art.
Afternoon
For lunch, try the delicious tacos at Big Star. Afterward, visit the Garfield Park Conservatory, a stunning botanical garden with a variety of plant species from around the world.
Evening
Enjoy a casual dinner at Kuma's Corner, known for its gourmet burgers. Afterward, head to Logan Square and explore the lively bar scene.
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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